Chestnut Hill Bed & Breakfast

The Chestnut Hill staff and innkerpers have customer service and attention to details down to a science. If we needed something, they were right there. I especially enjoyed the wonderful food and exquisite bedding. Wedding cupcakes in the hall to settle nerves, a seafood selection to set the special mood of the event. Troy was there to the last of the guests left and Kathleen was uppreparing a stuffed French toast for early Sunday departures. I can honestly say, our weekend wedding for our daughter and guests exceeded our expectations!

Oh! What a wonderful stay! The first thing when we arrived we were told they would up-grade our room. Each room is so different but beautifully decorated. Then the food – Oh my! Gourmet plus! Savory and sweet. I rate this 6 stars out of 1-5 stars. The hospitality is above and beyond. I am looking forward to the next visit.

This place was amazing! The workers were wonderful and personable. Every detail was over the top. We will be back!

We had such a wonderful stay at Chestnut Hill – from the wine and appetizers as we walked in to the most friendly hosts, Kathleen & Troy, and their wonderful staff. The rooms and lawns were stunning and the gourmet breakfasts were the best. We truly did not want to leave. What a fitting end to our Virginia vacation. ~ Quinnan & Cindy

Chestnut Hill was the perfect place to hold a wedding. I will treasure the memories that we made on our special day! Thank you!

Attention to detail, wonderful inn keepers, beautiful decor, scrumptious breakfasts, free flowing wind and beer, and the best cookies ever. It can't be better than Chestnut Hill!

Chestnut Hill was the perfect honeymoon getaway! The house is lovely, the fireplaces were perfect on chilly days, and the food (especially those chocolate oatmeal cookies) was top notch. We were so impressed that your staff managed to win the heart of our dog while we were there - all of those pats and kind words show what a friendly and welcoming place Chestnut Hill is! Best, Alison & Erik

This is by and large the friendliest, most hospitable B and B we have been to. The breakfasts and happy hour food is beyond delish!!! Thank you Chestnut Hill for a memorable anniversary get-away. ~Jim and Pat

Our stay at Chestnut Hill was the utmost in luxury, comfort, and hospitality! The owners, Kathleen and Troy, were available with hands-on service to attend to our every need. Fabulous food and beverages. Excellent! Many Thanks. ~Vera & Ray

Outstanding welcome, and outstanding helpfulness with finding a restaurant that night, and also with finding routes for our next destination. We appreciated being taken in for a one night's stay when other B and Bs often require a number of nights to be booked.

My wife and I have stayed at B&Bs all across the country, and Chestnut Hill, after a single stay, has become one of our favorites. The rooms are great, the atmosphere is relaxing and friendly, and the owners are absolutely delightful. We will be going back often.

Thanks to Chestnut Hill for a wonderful weekend getaway. We had a great time and will recommend this place to everybody. ~Simon and Mariam

Chestnut Hill is warm and welcoming. Thank you for your hospitality and genuine willingness to make our stay comfortable. The food was great and so was the company. Advice Chestnut Hill offered on local wineries and restaurants was appreciated. We hope to return to Chestnut Hill again soon! ~Mark & Mary Jo

My wife and I enjoyed our stay tremendoulsy! The home is lovely and nicely maintained. The rooms are comfortable and the grounds are quiet and spacious. Kathleen and Troy were warm and welcoming hosts. They took care of everything for us, including making dinner reservations. I have no other B&B experiences to compare it to, but I can't imagine a place much better.

Kathleen, Troy, and the staff make the B&B experience wonderful. They not only make you feel at home, but are so personable and friendly that you can talk with them for hours. They are wonderful hosts. The extra care they put into your stay makes this the best B&B experience we have had in the several B&B stays over our many years of travel. Treat yourself it is well worth it!

Kathleen was awesome. She made us dinner reservations at one of the local restaurants. The house was beautiful and had an interesting history. Food and service was great! I will be going back! And this was my first B&B experience.

The 5th time and yet another amazing visit. A surprisingly young crowd, per usual. As a 30-something I never thought I would enjoy a Bed and Breakfast but Chestnut Hill continues to be a great experience. One of the only getaways where we consistently spend the last hour there plotting our next visit!

We loved the elegance of the B&B and the staff friendliness. We highly recommend it.

Most relaxing weekend ever! The proprietors when above and beyond to make everything amazing! The rooms were second to none. Being our first bed and breakfast don't see how I will be able to go to any others! Thanks again to everyone at the bnb who made it a weekend we will never forget!!!!!!

Troy and Kathleen were the best hosts we have ever had at a bed and breakfast. The rooms were wonderful, the food amazing and the hospitality above and beyond. They had an open bar, evening snacks of shrimp and crab. They even called 15 wineries for us the next day to see what ones were open since it was New Years Day. We also had a couples massage that was amazing as well. We will definately go back. We have stayed at many bed and breakfasts and this one was by far the best! Fred and Jill Baker

An incredible find! Lovely accommodations, warm and friendly hosts. Hope to return again soon!

Our stay at Chestnut Hill exceeded all expectations, and the extra touches that Troy and Kathleen provided made it our favorite vacation weekend ever. We purchased the elopement package and you can read up on the items included in the bargain on their website. I wanted to talk about the 'extras' that made it magical. The house and lawn are gorgeous, with photo-friendly fountains and landscaping. The interior has been designed so that each room has character and warmth along with modern comforts (such as a flat-screen television hidden in the armoire). Some of our favorite surprises were fresh-baked cookies each night, chocolates on our pillows, wine and champagne in the downstairs bar, tickets to local vineyards, and even appetizers that were the size of entrees in most restaurants. The food was divine and made our trips to local restaurants pale in comparison (the egg casserole! the beef appetizer! the orange french toast!). As an eloping couple, we were given a bottle of wine after we took our vows, which was so sweet. Troy and Kathleen were truly curious about our experiences around town and in the surrounding counties and wanted to make sure we had the best trip possible. We were so sad to leave! There was only one thing that could be considered a negative and it is beyond Troy and Kathleen's control, which is the proximity to the Amtrak rails. However, the ability to walk to food and drinks makes up for that small inconvenience.

Having stayed in many different B&B's, we can definitely say that Chestnut Hill is now our favorite! Not only are the accommodations and amenities beyond what we could imagine, but Troy & Kathleen, as innkeepers, made our stay most special. We felt extremely welcome as soon as we arrived. We appreciated all of the tidbits of information for restaurants, wineries, etc. Everything met and exceeded our expectations! We will definitely refer everybody we know to Chestnut Hill.

We had such a wonderful time at Chestnut Hill. Between the wine, amazing food, beautiful room & adorable town, we will be returning! Thanks to Troy and Kathleen for such a wonderful time and lots of memories!

We were celebrating our 21st wedding anniversary and decided to pamper ourselves at this time... since we will soon be empty nesters with our son heading off to college next year. We wanted to experience a retreat for ourselves and find out about the charms that a bed & breakfast can offer. We found it! Chestnut Hill is exactly what we hoped for, nestled in the beautiful state of Virginia where we proudly call home. Troy and Kathleen have a treasure with Chestnut Hill. We can't wait to come back!

This is a beautiful facility for a weekend away from the hustle and bustle of everyday life. The rooms are beautifully furnished. Guests are provided with a gourmet breakfast each morning and a glass of wine each afternoon. The owners are so cordial and accommodating! This is a jewel not to be missed!

This B&B is fantastic. The owners have renovated this historic house and spared no expense. The rooms are well decorated, comfortable, spacious, and have great bathrooms. Our room had a queen bed, sitting area, big TV, and a huge bathroom with a jacuzzi tub and separate shower. The basement has a great bar area where everyone hangs out. The owners are awesome and make you feel so at home. The food is amazing! Their breakfasts are two courses and so delicious. They were even able to accommodate my gluten free diet. They also serve delicious hors d'oeuvres and wine around 5 every day in the bar. Orange is a nice town and there are lots of great restaurants nearby. Convenient to historical sites and Charlottesville. We had a great time and plan to go back!

Our stay at Chestnut Hill was wonderful. From the luxurious rooms, amenities and every detail was extraordinary. Troy needs to write a cook book - the breakfasts were yummy and we looked forward to our afternoon cookies! Every recommendation from restaurants, hiking trails, and events were spot on! I cannot say enough about our visit. The decorations and special touches in each room made you feel at home, actually better than home since we were waited on constantly! Loved it! We look forward to returning to Chestnut Hill. Don & Kathy.

Kathleen & Troy treated us like family! Comfortable and informal. The food was great and our whole stay was warm and inviting. We truly enjoyed our anniversary weekend at Chestnut Hill. Having never been to the Montpelier Hunt Races (or any other race for that matter) the day was a real treat. The set up on the rail was perfect! All of the guests felt like old friends. The "family" style breakfast was decadent - now if my husband would just make Grand Mariner French Toast stuffed with Italian Marscapone everyday!!!

Great place, you can"t go wrong with any room selected, breakfast, evening appetizers, and drinks (wine, beer, soft drinks) were A+ Hosts very engaging and helpful with maps, dinning suggestions, and overall service. We will return again!Only disappointment was we stayed for 1 night, next time it will be for 2 or more nights.

We had a great time. The proprietors are friendly people who know the town well - they dote on you while you're there and are great conversationalists. They've really invested the place with their personality and charm. The nearby area is small but pleasant - not far from Charlottesville, so you can hop over there if you're more interested. The breakfast was amazing: for some reason I was expecting buffet-style, but this far exceeded my expectations! And there's free wine and beer included, which I didn't know about. Here's your only concern: the bottom floor rooms can be noisy. There's a bar area right outside that serves the beer and wine and also acts as a social area. It closes at 8 PM, but from about 5 till 8, it was hopping. You might want to make sure you get the upstairs rooms if you can. Still, it was fun getting to know the others guests in this area: just don't plan on taking a late afternoon nap. Definitely recommended! We'll be back.

We went to Chestnut Hill to celebrate our 15th wedding anniversary. (All the way from Ontario, Canada.) This was the most perfect experience, start to finish! The room (& the whole inn for that matter) was exquisitely decorated, warm and comfortable, while also luxurious - quite an accomplishment. The food was delicious, imaginative & beautifully prepared. I can't think of anything we could have wanted that wasn't provided. Finally, Troy and Kathleen were warm, friendly and extremely helpful. We genuinely enjoyed getting to know them both. We look forward to returning sometime in the future. P.S. Loved the "Man Cave!"

Troy and Kathleen helped make our weding magical. Everything was beautiful. The accommodations were comfortable and relaxing for the whole family. Choosing Chestnut Hill for our wedding was the perfect decision!

Once is most definitely "not enough" in the case of Troy and Kathleen's incomparable Chestnut Hill. Where to begin? The grounds? impeccable and uber-tasteful. The house? jaw-dropping gorgeous, leaving "moi" at an utter loss for words.The breakfast? photo-shop perfect and equally original and delectable. To wit: five stars on all of the tangible Bed and Breakfast criteria. But the "magic" of this special place is as much about the owners, Troy and Kathleen who embody what an exceptional "B and B Experience" is all about: genuine human connection and sincere hospitality. Once was definitely not enough, and so we returned. To be continued.

We went back to stay after one year of marriage. This is the best bed and breakfast in the States bar none. Kathleen, Troy and the staff catered to our every need for the second time. We are looking forward to many more visits. The breakfast was fantastically delicious.. The fish pond is an added value that brings calm and tranqulity to any stay. John B.

My husband and I recently spent the weekend at Chestnut Hill B&B celebrating our 35th wedding anniversary. We could not have picked at better location! Troy and Kathleen are wonderful hosts and the food was divine!. Thank you both for making our anniversary a very memorable event David and Karla

I planned a surprise weekend for my wife's 50th birthday. Chestnut Hill exceeded all of our expectations and my wife's surprise birthday weekend was a huge success. I planned a few surprises for my wife and our hosts, Kathleen and Troy carried them out wonderfully. Kathleen and Troy are second to none in all of our travels. The entire atmosphere they created made you feel as if you were a regular visitor to Chestnut Hill. The room was so quite no noise was heard from outside the room at any time of the day. Their recommendation for a romantic and quite restaurant for dinner our first night was absolutely wonderful. They even called the restaurant to inform the staff of our celebration. The service and food was some of the best that we have ever had. When the waiter told us that they were out of the wine I had ordered, the wine stewart offered a more expensive substitute at the same price as the wine they were out of. We also enjoyed the surprise desert that they prepared for my wife. I highly recommend that you visit the Charlottsville area, visit several of the many wineries and by all means treat yourself and stay at the Chestnut Hill B & B.

Our time at Chestnuthill was spectacular. We did not want to leave. From the roses, wine and chocolate in our room to the hospitality displayed by Troy and Kathleen it was great. We are truly spoiled and spend our quality time away only at Chestnut Hill. Our only comment we found some hair under the overflow spout in the bath tub of Ask Anna. No big deal but thought you would want to know.. We are looking forward to our next stay... The Oltmans

Chestnut Hill is absolutely beautiful, Troy and Kathleen are exceptional hosts, food is outstanding! We'll will definitely be back!

My wife and I spent our 1 year anniversary here and it was awesome. I would definitely suggest Chestnut Hill to anyone who is looking for a great B&B. We will be coming back on our 2 year anniversary.

This was by far the BEST experience we have had with a B&B. Kathleen and Troy single-handedly raised the bar for all B&B's. I was spoiled! From planning our days sight-seeing to preparing a breakfast - extraordinaire, it was hard to leave!

This beautiful B&B totally exceeded our expectations. I've told my friends to stay here. Very friendly and comfy. We will be back.

Congratulations to Troy and Kathleen on creating this quintessential B&B! EVERYTHING was universally superb, from the hospitality to the magnificent happy hours to the wonderfully creative and sumptuous breakfasts. We felt so very fortunate to have discovered their beautiful inn and we are already making plans to return -- and bring several neighbors with us. Troy and Kathleen made us feel more like family than guests.

Troy and Kathleen made me feel like one of the family. The bed was extremely comfortable, the wine and hors d'oeuvres were delicious and the breakfast beautifully presented and tasty!

We had an outstanding wedding event at Chestnut Hill Bed & Breakfast in Orange, Virginia. Kathleen & Troy took care of our every request while providing delicious food and a comfortable "home away from home." We would highly recommend this B&B for your outdoor wedding venue for a night or weekend event.

We live just 30 minutes away but this is the best getaway place. When you first pull up, you are greeted with the smiles of your gracious hosts, Kathleen and Troy. This is only the beginning of one of the best experiences. The home (and this is truly a home) is perfection, warm & inviting, the food is fantastic, but the best part is the feeling of welcome you receive from Kathleen & Troy. This is a MUST stay for all!!!

We had the pleasure of staying at Chestnut Hill for my son's wedding. They chose the site because they fell in love with it the moment they saw it and with the owners, Troy & Kathleen. They have created an absolutely beautiful house and grounds. They are extremely gracious, warm and go out of their way to do everything they can to make your stay and event a wonderful experience. I HIGHLY recommend Chestnut Hill Inn in Orange, Virginia for a B&B but especially for an event, such as a wedding. It was perfect!

Loved staying at Chestnut Hill. Kathleen & Troy were so accommodating and helped make our stay in the Orange, Virginia area a real treat. The rooms are beautiful and so well equipped. We loved the late afternoon appetizers and wine in the "pub." Breakfasts were yummy!

An absolutely charming B&B. I felt right at home and was provided lots of ideas on things to do. I definitely plan on returning.

Troy and Kathleen are exceptional hosts. We were met with such a warm and gracious greeting so that we immediately felt at home. Our room was clean and appointed with quality linens and toiletries. Although the house is a 1860s home, everything inside has been remodeled, so the shower and tub, fixtures, floors, etc. Were as nice as a luxury hotel. The food was beyond exceptional and good conversation with Troy and Kathleen. Oh yeah, they know just were to eat and suggest accordingly to guests needs. Wonderful!

This B&B is a true find. The hosts are incredibly friendly, attentive, and responsive. The rooms are gorgeous and spotless. If you want to be pampered in luxurious surroundings this is the place!

Wonderful time! Accommodations were over and beyond what we expected. Troy and Kathleen always make you feel welcome. They are very knowledgeable about where to eat, what to do in the area, anything you want to do they will help! Will be back sooner than later. What a great experience!!

While we have stayed at many great B&Bs, Chestnut Hill is by far the best. Kathleen and Troy are wonderful hosts. We normally like to try new places and not return to places we have visited. However, we have been to Chestnut Hill 3 times in the past 7 months and will go back again. For an exceptional B&B experience you can not do better than the Chestnut Hill!

This brought back many old memories. The restoration of this old home is awesome, many items are just the way I remember. Our stay was very exciting, toured the home and grounds, spent a very restful night, excellent breakfast in morning. This B&B is my grandmothers old home. I have not been there for over 35 years, but the stay was extremely fulfilling.

What a nice place to stay. Troy and Kathleen are top notch hosts and very friendly. The house is very well done with each room having a different theme. If you stay take the time to look at the book on the movement and restoration of the house. The breakfast in the morning was fantastic. If you are looking for things to do during your stay Tray and Kathleen have lots of ideas. I would highly recommend Chestnut Hill B&B.

Our wedding was one that was planned to be very small and intimate. Never in our wildest dreams did we realize with the help of Kathleen and Troy that it would be so elegant. Our day could not have been more perfect! Kathleen and Troy were more than InnKeepers they are truly wedding coordinators. Our cake was "the best cake I have ever tasted" that was my husbands quote. The breakfasts were out of this world prepared by Kathleen herself and her staff. The cookies! fresh baked daily and warm... so good we just had to take some home :) We will never,ever forget our PERFECT wedding. I don't think my husband and I have ever felt so relaxed and comfortable as we did during our stay at Chestnut Hill Bed & Breakfast. I would also like to add the ENTIRE staff at Chestnut Hill are wonderful we did not meet one person who works there who didn't go above and beyond to make sure we always had everything we could want or need.

Kathleen and Troy have recreated an era that is so difficult to experience today. Their attention to detail and their hospitality was amazing. The stay was truly enjoyable.

Thanks to Kathleen & Troy for making our son's wedding dream come true. No detail was overlooked. The food was excellent and the stay was a luxurious experience that exceeded our expectations. We really enjoyed the personalized service. Troy and Kathleen made this a lifetime experience.

Our stay was wonderful! Everything from the food to the accommodations to the degree of service and hospitality were all outstanding. We loved meeting Troy and Kathleen and will definitely plan on going back in the future.

Chestnut Hill was a lovely place to spend a few days during our visit to Virginia. Kathleen and Troy were very gracious hosts and our room lovely. The breakfasts each morning were exceptional. There are many wonderful historical places to visit in this area of Virginia and Chestnut Hill is centrally located to take advantage of many.

Our stay at Chestnut Hill could not have been a better experience. Premier hosts at a premier facility. The afternoon wine and appetizers were a special treat as were the breakfasts. We quickly depended on their "guide" expertise to tour the area. Many wonderful sights to see. The horseback riding is a must! We enjoyed it all. The personalized service made it even more special! Brad, Gwen & Lia, Rockaway, NJ.

This was our third stay at Chestnut Hill and yet again it was an amazing experience. From 5 ”o” clock happy hour appetizers to turn down service with chocolates to delicious breakfast meals, we had an incredible stay. They have updated the outdoor patio since our last visit so we enjoyed some quality time enjoying spring time next to the bubbling fountain. Kathleen and Troy are the hosts with the most and we’ll certainly be back yet again!

My wife and I stayed at Chestnut Hill B&B this past weekend and had a great time. This B&B has great rooms, great proprietors and wonderful food! This was our third stay at Chestnut Hill and we'll definitely be coming back for more in the years to come! I highly recommend to all of our friends and co-workers.

This was our first stay at a B&B and Troy and Kathleen made it a great experience for us. The rooms and grounds are beautiful and they made us feel right at home. The food was fantastic and they gave us great recommendations for things to do and even mapped it all out for us. I look forward to a return visit and will definitely recommend Chestnut Hill to my friends.

Chestnut Hill was one of the best getaways we have ever had. Everything was so amazing, luxurious and comfortable all at the same time. The food was gourmet & FANTASTIC. We never went hungry or thirsty. Our stay could not have been any better. We will certainly be back for years to come!

We had a fabulous weekend! We chose to return to Chestnut Hill because we had such a positive experience a year ago. Never have I felt so pampered and relaxed. From the greeting on Friday - with drinks and lucious appetizers - to the gourmet breakfast on Sunday, we enjoyed the accommodations and the gracious hosts. Kathleen and Troy do so many "extras" for their guests in a way that makes us feel like royalty for a weekend.

My husband and I shared this glorious weekend at Chestnut Hill. It was the best time in years. The food was wonderful. Troy is a great chef. Kathleen is a great hostess. She coordinated the best evening of my life that included eating dinner at a fine restaurant called Vintage. I was reminded of the time my husband and I first met. This stay was more than I expected. An elegant weekend away. If I am ever in need of a get away with my husband, we will spend time again at Chestnut Hill recapturing the love we share.

Our stay at Chestnut Hill was more than we could ever imagine! We travel a lot but have never stayed at a B&B because we didn't know what to expect. From the warm welcome to the simple, elegant touches in the rooms - our stay was simply amazing. And, the food was too good for words. We used Chestnut Hill for our couples retreat - three couples at Chestnut Hill was the time of our lives!

We had an amazing and romantic stay. From the moment we walked through the door we felt so welcomed by owners Troy & Kathleen. They are fantastic hosts! The Bridal Suite is beautiful and elegant yet very comfortable. We didn't want to leave. We will definitely be going back at least once a year!

Wonderful B&B. We really enjoyed our stay. Troy and Kathleen have done an amazing job and they go above and beyond. The food was outstanding!

This was the most beautiful B&B we have ever stayed at, and, we've stayed at many B&B's around the world. The house is gorgeous, the food & drink fabulous and the hospitality exceptional. We will definitely return and plan to spread the word about how terrific Chestnut Hill is!

Our visit to Chestnut Hill was a much needed break to rejuvenate our batteries. We loved our suite with the wonderful bathroom. The fireplace across from the Jacuzzi tub was perfect. Loved the furnishings, the burst of color around every turn and the great conversations. Oliver (Maltese) was the perfect welcoming host for a beautiful weekend. We will be returning for another stay in the Spring.

Perfect Place to Stay Troy and Kathleen were so wonderful from the very first conversation over the phone, and through out the whole stay. The area, rooms, house and service were all amazing. The beds were so comfortable and the food was delicious. This was our first B&B stay and we will definitely be returning to Chestnut Hill!

We were married at Chestnut Hill one year ago today and came back to celebrate our one year anniversary. Once again, we loved, loved, loved this B&B. Our only complaint was that we weren't staying a second night! Thanks so much to Troy and Kathleen for this beautiful place that we cannot wait to return to year after year!

Truly the best B&B experience we've had! The home is amazingly decorated yet very comfortable. Luxury bed and linens were greatly appreciated on a cold night in February. The owners were gracious and wonderfully accommodating.

We really enjoyed our stay at Chesnut Hill-the home was beautiful and the home looks even better than the photos. We enjoyed the little touches such as a daily happy hour and bath salts in our room (we stayed in Ask Anna suite). Kathleen and Troy are very accomodating and you will not be disappointed!

"Over the Top" is a great catch phrase for this Inn not only because it sits on top of a hill with a stately presence and view of the town below, but mostly because the experience is so luxurious it really is "over the top." The Innkeepers, Troy and Kathleen, think of everything, and do everything to make you feel pampered, but in the comforts of being right at home. An unforgettable visit!

My wife and I wanted a honeymoon somewhere within driving distance from home. We did not expect to find a place so beautiful and close with so much to offer. Kathleen and Troy went out of their way to ensure we were completely comfortable and always with a smile. The breakfasts were amazing, unique and made from scratch. This was, by far, the perfect place for a honeymoon

My friend and I were looking for a B&B to stay during a weekend of winery-hopping, and Chestnut Hill was a perfect choice! It was only 20 mins away from the wineries and it is a beautiful property! The bed was extremely comfortable and the breakfast was chef-quality - we had a crab cake eggs benedict one morning and amazing french toast the second morning. The best part, however, was the hospitality of the owners. They greeted us with wine at check-in and printed directions for the wineries and dining. Their suggestions were very helpful in making our stay memorable. I highly recommend Chestnut Hill!

Chestnut Hill was the perfect place to spend New Year's Day. Kathleen and Troy Ayers were lovely - more than hospitable, always offering helpful suggestions for how we could best utilize our time. Our room was absolutely amazing... we didn't want to leave!

What an exceptional weekend we had! Their hospitality is truly beyond compare and the room we stayed in was among the very best we have had the privilege to vacation in. It was a very restful weekend... Just what we needed. Thanks to Troy and Kathleen for sharing their lovely, historic, beautifully decorated bed & breakfast!

We really appreciated their hospitality and the beautiful home. Their service, food, wine, hospitality and charm rival most of the high-end resorts that we've stayed at in the past. We can't wait to go back and we'll miss Oliver & Nikki!! Craig & Firouzeh

For New Years Eve we returned to Chestnut Hill for another fantastic stay! From our brewery tour (5 breweries with a driver) to wonderful accommodations and food, we found ourselves already planning another trip to Chestnut Hill. We love the house, Troy & Kathleen, the food and the surroundings - we will be back!

Hands down best weekend at any B&B we've been to! Kathleen & Troy are so gracious and welcoming we felt like we were at home away from home. The decor, food and hospitality was over the top fabulous. We will definitely be back! Wherever the house may "move," we will come! Happy New Year! Sinclair & Jonathan

Chestnut Hill is the No. 1 Traveler's Choice B&B for a reason - it is truly a Fabulous 5 Star Bed & Breakfast with the highest quality amenities. Gorgeous Room and Top Quality Linens & furnishings, ambience of having a Fireplace in the Room & the Bath was outstanding, absolutely delicious breakfasts but most importantly was the hospitality and friendliness of the Innkeepers - Troy and Kathleen. They made our stay even better!! As seasonsed B&B travelers, we can honestly say that this is really an oustanding Bed & Breakfast - from the accommodations, to the food, to making you feel like you are at home with old friends. Thank you for making our New Year Weekend Getaway a memorable experience. We shall return. Rob and Ruth Ann

What an amazing and memorable weekend and New Year's Eve. It really was a perfect way to bring in the new year. The decor and attention to detail was unparalleled and their gourmet breakfast each morning was a great way to start the day. Their story is beautiful and inspiring. They allow guests to be at home, not just guests in their home. Hence, it was wonderful getting to know Troy and Kathleen and I'm sure they'll see us again! Jessica & Michael.

Excellent place. Homey, clean and the hospitality was outstanding! We would recommend it to our friends.

Christine and I had a wonderful honeymoon and really enjoyed our time at Chestnut Hill in Virginia. The rooms were amazing and comfortable and the breakfasts were delicious. We really appreciated the hospitality and Troy & Kathleen going out of their way to ensure our stay was an unforgettable experience! Warmly, Josh & Christine

What a wonderfully relaxing weekend we had at Chestnut Hill! Every aspect of our stay exceeded our expectations. The only thing that got me out of the most comfortable bed I have EVER slept in... Was the culinary delight that they served for breakfast!!! We truly appreciated their hospitality. Staying at Chestnut Hill was like visiting with old friends. We will definitely go back in 2012. Rob & Laura, Gainsville, VA

Troy and Kathleen were amazing hosts. We immediately felt right at home when we entered Chestnut Hill. The Alexander Daley room was perfect for our weekend getaway. Kathleen made two excellent restaurant choices for dinner and helped arrange fun side activities to make our stay so memorable. We will definitely return to Chestnut Hill!

What wonderful luck to find this beautiful and outstanding bed & breakfast on the WEB. It truly lived up to and exceeded all of our expectations. Troy and Kathleen helped in so many ways to make our anniversary celebration one we will never forget! We are looking forward to returning in the future. Our heartfelt wishes for their continued success. Joel & Glenda

What a wonderful B&B experience. The accommodations were beyond luxury and their hospitality was so over the top gracious! We benefited from their knowledge of the area and attractions and found some awesome haunts we would have otherwise missed. Thanks to Troy and Kathleen for providing this oasis!

Troy and Kathleen welcomed us into their beautiful home with smiles and hospitality, this was our first B & B and my husband and I had no idea what to expect, we were pleastantly surprised. The inn is georgous and the rooms are to die for. Breakfast was fabulous every morning and Troy makes the BEST spring rolls we have ever tasted. Needless, to say Troy and Kathleen became great friends over the course of a 48 hour weekend. Words cannot describe their hospitality and kindness. My husband and I will be returning to Chestnut Hill. Shelia & Angelo

Fabulous! The most gracious hosts and the best food around. We will definitely go back to enjoy the beautiful scenery, hospitality and luxury that Chestnut Hill has to offer.

This place is #1 for a reason! Beautiful, historic facility. Delicious food, immaculate rooms and, most of all, friendly innkeepers beyond compare. We really appreciated everything Kathleen and Troy did for us during our stay. We hope to see them again soon.

My new FIANCE and I had a wonderful stay at Chestnut Hill! Troy and Kathleen provided a very warm, welcoming environment for our romantic engagement getaway. We're already planning on returning for our future anniversaries!

This was our first stay at a B&B and we had conducted much research before choosing Chestnut Hill Bed & Breakfast in Orange, VA. It was a great experience and Troy and Kathy were wonderful hosts. They made us feel welcome from the time we stepped foot through the door. They were never too busty to chat and provided great recommendations (and directions) for sightseeing and restaurants. This stay has made us believers in B&B, vice hotel stays. We recommend Chestnut Hill to anyone looking for a get away for some rest and relaxation!

Troy and Kathleen welcomed us into their beautiful home with smiles and hospitality. Every morning we awoke to a gourmet breakfast in a lovely dining room. They were always helpful, from suggestions for fun day activities to fantastic dining experiences. We were never disappointed. The wineries were exceptional, so many flavors and choices. Lovely Montpelier only a short drive away. A cute little bar with live music just down the street. Kathleen always smiling, and Troy always helpful. We thank them both for a lovely honeymoon week and we will be back!

My husband and I had a wonderful stay. We couldn't have asked for a better experience. The food was amazing and the owners were very attentive to our every need. We will be returning! Brelee and Cain Anderson

So lucky we chose Chestnut Hill to celebrate F.F.'s birthday. This is the best B&B ever! I can't forget their spring rolls! So delicious. It made me feel like home. Jia & F.F.

This was our 2nd week-long stay at Chestnut Hill. Staying there is like staying with friends. Kathleen and Troy offer a warm and welcoming visit from their genuine interest in our daily activities to the delicious breakfasts and evening appetizers. They exemplify southern hospitality. We're already looking forward to visit #3

From the first view of the inn as we drove up the steep driveway, we knew we were in for a treat... and we were not disappointed. The innkeepers treated us like very special guests but made us feel like family. The room was spacious and well appointed. The food was delicious and the ambiance was first class. We WILL return!

We had an outstanding time at Chestnut Hill. It was beautiful, the food was excellent and Troy & Kathleen really went out of their way to be helpful and accommodating.

This was a fantastic four-day weekend. It was the perfect way to celebrate my birthday with plenty of rest and relaxation! The house is a beautiful place and our room was gorgeous. The breakfast every morning was delicious and such a special way to start the day. We are already looking forward to going back again soon! Laura & Tony. Williamsburg, VA.

Our annual fall getaway at Chestnut Hill just gets better and better! I think the reason for that is that we not only cherish the weekend with our friends of 45 years but now we count Kathleen & Troy as our friends as well. We're privileged to have been their guests for each of the three years they've been open and plan to return year after year. They share themselves so generously and genuinely. The spirit that abides at Chestnut Hill is a very special one.

We absolutely loved our stay at the Chestnut Hill B&B! The innkeepers, Troy and Kathleen, were so charming and informative. The inn itself was so much more lovely than we had expected. The pictures online, while great, did not do the Inn justice. The house is immaculate, cozy, beautifully decorated and well appointed. Our room, the bridal suite, was like our own little apartment--I hated to leave it! WE will definitely return to Chestnut Hill.

From the first step into this luxurious Inn, we felt welcome. The hosts, surroundings, food and fellow guests were outstanding. We can't wait to return!

This was a very beautiful B & B. the couple, Kathleen and Troy, who run it went out of their way to make our stay very pleasant. The food was over the top. The room was very comfortable and the decor was lovelly. We enjoyed meeting the owners and their other guest.

The scent of freshly baked chocolate chip cookies wafted over us as we entered Chestnut Hill, signifying that this was not only a beautiful place to stay (we had seen the photos online after all), but also a place filled with warm hospitality. The attention to every detail did not go unnoticed. The grounds including a fire pit, waterfall, patio, koi pond and garden were as impressive as the rooms inside. This is the prettiest bed and breakfast I have ever stayed in, as well as the cleanest. Chestnut Hill sets a high standard of luxurious living. I did not feel like I was staying in someone’s home, but in a five star hotel. Yes, you should visit here.

I had a wonderful two nights at Chestnut Hill B&B. Kathleen and Troy were wonderful hosts and so helpful. I cannot wait to return.

This was our first B&B experience and it was just perfect. The individual attention was superb and the atmosphere could not have been warmer!

We spent the last three days at Chestnut Hill. With their talents and their open hearts they have created a place with an unforgettable atmosphere! This B&B is the Best of the Best of the Best!!! We travel a lot (including Europe) and tried many different hotels, inns, etc. This is beyond any comparison! Charming, fantastically decorated (with great taste, design, etc.) And the food will definitely please the kings! We felt like royalty there. Thank you! Thank you! Thank you! We are so happy we chose Chestnut Hill to stay for our friends wedding. I hope their enthusiasm will keep them going for a long time so many more people can enjoy their stays. Elena & Sergey, Lexington KY

I cannot begin to describe what a fantastic experience we had at Chestnut Hill. Our last holiday was three years ago so my expectations were very high. They way surpassed them all. Not only is their home beautiful and luxurious, it is also warm and inviting. However, the hospitality and friendship they've shown us exceeds even the home! They are the perfect hosts (and cooks!) and I'm looking forward to our next visit! Debi & Ed, Queensville, ONT. CANADA

Our visit to Chestnut Hill was beyond our expectations. The combination of the "old" and the "new" environment was spectacular. We have been to The Inn at Little Washington and feel that Chestnut Hill is far superior. God willing, we hope to return for our 55th wedding anniversary next year. P.S. Don't fire the chef; his culinary talents are superb.

What an exceptional venue and, by far, the most professional, accommodating and genuinely friendly hosts one could hope for. They obviously have perfected the wedding event experience and they make their guests feel like they are part of their family. It could not have been a nicer weekend!

Kathleen and Troy were wonderful hosts. Their inn is by far the most comfortable and relaxing B&B we have experienced. Breakfasts were unique and delicious. It is a beautifully decorated inn and their meticulous care shows through.

We had a fantastic stay the this beautiful Bed & Breakfast! This was our first stay at a B&B but Chestnut Hill rivals the best hotels we have stayed in around the world. Kathleen and Troy Ayers, the owners and operators of Chestnut Hill are so warm and hospitable that they made our 42 anniversary stay a very memorable one. We plan to return again in the near future.

It just doesn't get any better than this! Situated on a beautifully landscaped hill, the decor was both charming and elegant. The innkeepers, Troy and Kathleen, are warm and gracious and have thought of everything to make their guests feel comfortable and special. The breakfasts were truly exceptional! Our stay was delightful and memorable and we'll definitely return!

Great bed and breakfast. The rooms were spectacular, comfortable, beautiful with d noticeable attention to detail. The owners were friendly and hospitable. We were impressed by their individualized recommendations for restaurants and local attractions.

This was my second stay at Chestnut Hill and we will keep going back! Beautifully appointed rooms and fabulous breakfasts! Troy and Kathleen are most gracious hosts and we can't wait to return again!

The atmosphere and inn keepers were extremely friendly and helpful. They went beyond expectations in assisting us with things we wanted to do and how to get to the attractions we wanted to see. They also went beyond expectations in making our 48th anniversary special.

The house is absolutely beautiful! The hospitality unbelievable - We felt like part of the family. Anything we needed, they were both there to help. We couldn't have asked for a nicer place to spend our 15th anniversary. We are looking forward to returning soon.

This was a wonderful experience for us. We could see why they love this place and what a wonderful job they did to conserve a piece of history. The house is beautiful and we hope they keep up what they're doing!

Just making the reservation at Chestnut Hill starts a very special relationship with Kathleen and Troy. But, that's only the beginning. Your time at this magical inn just continues to be more special at every turn. The house is beautiful, the grounds are beautiful and the friendship is a treasure that we will keep for a long time.

This was our first stay at any B&B. It was terrific! Troy and Kathleen couldn't have been more accommodating. Would certainly go again. `

Simply wonderful! Great hospitality - great getaway - luxurious. Quiet, quaint, a home away from home. We will be back!

was in Orange for a wedding - Chestnut Hill was beatiful - great story behind it. The hospitality was superb as was breakfast. Would stay there again. Wonderful dining options in the area.

This place is amazing ,Inkeeper though I was the bride to be :) When I told her I was not the bride I felt a little change on her welcome ?,but this was a SUPER,DUPER place to stay .Don't take me wrong! they are still great helpful people, It is worth it the price . Sincerily , Join Venture GM

A few months back some friends and I decided we needed a wine weekend. We found Chestnut Hill and it was the best choice we could have made! Troy and Kathleen were amazing from the very beginning - making sure they had everything we could want and need and making sure our friends felt welcome and they also set up massages and vineyard tours for us. Best of all, on by their beautiful fountain, my boyfriend ended up proposing to me!

Outstanding hospitality and accommodations. Troy and Kathleen have created a wonderful space to relax and enjoy while doing their best to personalize it to make their guests as comfortable as possible.

An absolute oasis - while we went to enjoy wine country, we ended up enjoying being at the B&B as much or more than any activity. In fact, next time (and there will be a next time) I plan to cut back on activities in order to spend more time simply relaxing at Chestnut Hill.

We had a tremendous time at Chestnut Hill. Troy and Kathleen made us feel right at home and comfortable. The food was incredible and the room was absolutely beautiful. We would love to return there with our children and have them experience such a lovely vacation.

Top-notch accommodations, great customer service. Great location for activities and shopping.

This bed and breakfast was an amazing stay. I travelled with my daughter and we absolutely loved the story of the beautiful home, the welcome platter of cheeses, crackers, and wine, the amazing bed, the beautiful garden, and the yummy breakfast. The owners, Troy and Kathy were so hospitable and helpful. My only regret is that I never did get that picture of the beautiful cardinal coming up to the bird feeder. I would definitely stay here again!

The owners make you feel like you are family. Very comfortable setting. Wonderful house. Grounds are beautiful.

The minute you arrive at Chestnut Hill you are welcomed like old friends. The home and surrounding grounds are beautiful and relaxing. It is appropriately decorated for the era of the house but does not feel like a museum. Guests are encouraged to get comfortable and enjoy their stay. We would definitely recommend this B&B!

Troy & Kathleen could not have been more accommodating. The breakfasts were excellent and the snacks and appetizers served as lovely additions to the wine we purchased in the area. We highly recommend Chestnut Hill to any traveler and will deinitely be staying there again. The only down side - Orange and it's surrounding area do not have many kid-friendly attractions. This is definitely an adult-only vacation area.

Chestnut Hill is the most beautiful bed & breakfast! Troy and Kathleen are wonderful hosts and chefs! The grounds and rooms are well kept, clean, and beautifully decorated.

Troy and Kathleen are the best at everything they do. I felt like I was in the lap of luxury! Beautiful, amazing, wonderful hospitality and first class accommodations. I highly recommend them to anyone because they won't be disappointed.

Had a fantastic stay here. Owners were very helpful and warm. Breakfast was great. Rooms and facilities were beautiful. Can't go wrong with this place...highly recommended!

Wonderful BnB. Truly a five star experience. We stayed in the Alexander Daley suite and it was heaven. The food was delicious and Troy and Kathleen were wonderful hosts. There service was through the roof with every detail thought of to make our stay wonderful. They helped us find wonderful restaurants and activities to make our stay very memorable. We highly recommend Chestnut Hill.

The inn is s beautiful as it appears on the website. The innkeepers go out of their way to make you feel welcome and your stay as comfortable as possible. The inn exceeded our expectations. We had our vow renewal ceremony at the inn and everything was beautiful!

We had an amazing weekend. The breakfast each morning was outstanding not only in presentation but taste as well. We felt as though we were queen and king each morning. We truly appreciated all that they did for our little Miss Lilly. They made our weekend possible by caring for our crazy puppy. She loved hanging out with them all day and the loved the long walks they took her on. Their food recommendations and travel spots were dead on. We loved the sky diving and Restaurant Pomme in Gordonsville.

This was our first stay at a B&B. It will not be our last. We were treated like family in a beautiful home. We are already planning to return soon. As wonderful as the home was, the proprietors were more so. Go relax and enjoy this wonderful place!

Words cannot fully describe the gracious hospitality of Troy and Kathleen. They are two of the most thoughtful, generous and kind hosts. They both went way above and beyond to enrich our visit here. The home is opulent, the furnishings are elegant and the bed linens were the highest quality thread count I have ever slept upon. They created an unforgettable and magical get-away that my friend and I will never forget. The food was healthy, plentiful and scrumptious tasting. I can't wait to return to this blissful, positive-energy filled home for further pampering. We are forever grateful.

Great comfort. Great hospitality. Very elegant yet extremely relaxing. If we're ever close to Orange, we would definitely stay again!

I found this lovely place online. I was impressed with all of the great reviews. I'm more impressed and beyond pleased after staying there for my birthday. This B&B is a piece of Heaven on Earth. I will recommend it and go back again in the future. It really felt like home. I fell in love with everything, their hosts kind spirit, charm and their beautiful home. I really appreciated them making my birthday so special.

This was perhaps the most luxurious, decadent and relaxing weekend getaway my husband and I have ever had. The owners, Troy and Kathleen, went above and beyond to pamper and accommodate us with a gorgeous suite and exquisite dining. The only sad part was that we had to leave! We would recommend this B&B to anyone.

This being our first B&B we really weren't sure what to expect but Kathleen & Troy really made this experience a great one. Everything about Chestnut Hill is first class from the rooms to the gourmet breakfast. It has a very welcoming atmosphere and we will definitely return.

From the drive to get there, the location of the B&B on top of the hill, the view from all the rooms, the gardens and the decor, it's so much more than what you expect. Breakfast was amazing and the owners make your stay incredible!!! We will go back for sure.

Chestnut Hill is a gracious venue for creating treasured memories. Troy and Kathleen 's ability to plan and execute all arrangements are done with ease and efficiency. Our son's graduation weekend could not have been more perfect. The delightful setting, fabulous food and gracious hospitality will long be remembered!

My husband planned a weekend at Chestnut Hill to celebrate our one year wedding anniversary. The weekend could not have been more romantic! One of the owners was at the front door to greet us as soon as we arrived. We were shown to our beautiful room after a short tour of the historic mansion. The room was beautifully adorned with luxurious amenities and decor. From the gourmet breakfast to the exquisite wine and cheese platters served each evening, the staff at Chestnut Hill offers a perfect balance of historic country living accompanied by luxurious elegance.

Absolutely stunning! Gorgeous and romantic inside and out. Easy to get to. Fabulous food. We arrived very late and they left us a rose petal path to find our room. How romantic! They even held breakfast for us until later so that we could sleep in after arriving so late. They made sure we had cookies when we returned at night. And, did I mention how beautiful and romantic this place is? Wow!

We enjoyed staying in the Four Quarters Room this past weekend. Everything about Chestnut Hill is well done. The house is beautifully decorated, the grounds impeccable, and Kathleen and Troy are fabulous and attentive hosts. Everything was organized - including directions printed to restaurants, the winery we toured, and the horse back riding facility that we enjoyed. They know the town well and were able to point us in the direction of a beautiful children's clothing shop, antique stores, and recommend wonderful restaurants to try during our stay. We so appreciated their flexibility with our breakfast time and they even set up a separate table inside of our room for us to enjoy a private dining experience. No detail is left un-done. Truly, this is an outstanding Bed and Breakfast.

We had a fantastic time in Orange, VA. Troy and Kathleen are great hosts, helped us get around the area and took really good care of us. The B&B is fabulous, quiet and easy to get to, great breakfasts. Much recommended, but watch out for the city taxes on restaurants.

Chestnut Hill B&B features beautiful grounds and an outstanding home filled with lovely furnishings. The Innkeepers, Kathleen and Troy are knowledgable and caring. Breakfast is catered to your personal taste and complimentary wines and bottled water are provided as well. In summary, you are made to "feel at home" .... truly the art of the Innkeepers.

We have stayed at many other bed & breakfasts and this is our new favorite from the food to the hospitality. We will go back for sure! We loved the landscaping and the gardens were great! We LOVED the fire pit on the rear patio too.

We thoroughly enjoyed our stay at Chestnut Hill. From the moment we arrived, we felt very well taken care of. Troy & Kathleen and their staff went out of their way to make sure that we had a great time and helped us find things to do in the area and told us about great places to have lunch & dinner. Our room ( Emily Macon's Suite) was fantastic and the well-stocked fridge in the room was a nice touch. Highly recommend!

We had a wonderful weekend with our best friends at Chestnut Hill for the Montpelier Wine Festival. We will definitely be "repeaters" at Chestnut Hill. The food was superb, the rooms generated warmth and love, the hospitality that Troy and Kathleen offered was top notch!