BedandBreakfast.com Diamond Collection
Professionally Inspected & Certified
Built in 1860, Chestnut Hill has been skillfully renovated to preserve the master craftsmanship of this renowned historic home and professionally decorated to provide our guests with an opportunity to appreciate the past while enjoying the comforts of the present. There are only two guest rooms per floor and each room offers a private bath with hairdryers, quality personal amenities, pillow-top beds dressed in triple-sheeted superior quality cotton linens, lush cozy spa robes, HD flat screen televisions and WiFi Internet access. Extra special touches may include fresh cut flowers, bottled flat or sparkling water and home-made confections.
ALEXANDER DALEY'S MASTER SUITE - One of Chestnut Hill’s favorites… Majestically appointed with only the finest furnishings and décor. Overlooking the front garden and formal fountain with a view of the quaint town of Orange. Queen size four poster, pillow-top bed dressed in triple-sheeted superior quality cotton sheets and deluxe down pillows and comforter; Lush, cozy spa robes and oversized luxurious bath sheets are a perfect accompaniment to your relaxing spa bath; Two gas fireplaces; Walk-in closet; 32” HD flat-screen television; Romantic chandelier lit private bath with gas fireplace, two-person Jacuzzi tub, his & her porcelain dual saucer sinks mounted on a handsome acacia wood dressing table imported from India, exhilarating multi-spray shower, and custom designed tile throughout.
EMILY MACON’S BRIDAL SUITE - Surround yourself with pure luxury, comfort and uncompromised service at every corner on your wedding day with only the finest of furnishings and delicate bridal décor. Overlooking the front formal gardens and cascading fountain with a view of the quaint town of Orange. Queen size exquisitely carved four-poster, pillow-top bed dressed in superior quality triple-sheeted cotton sheets and deluxe down pillows and comforter; Lush cozy spa robes and oversized luxurious bath sheets; Dressing table with lighted make-up mirror; Double closet; Separate living area with 42” HD flat-screen television in living quarters and finely detailed wet bar with complimentarily stocked refrigerator; Enjoy the extravagance of the romantic private bath with lavish claw-foot tub and separate glass enclosed shower adorned with superior quality personal amenities and luxurious bath sheets. Magnificent custom designed tile throughout.
FOUR QUARTERS You'll just have to ask... Serenely lit room on the second floor overlooking the back gardens, fountain and scenic hillside of Chestnut Hill. This guest room is your destination for memorable Virginia weekend getaways. The custom duvet & draperies, seating area, and bath décor are adorned and furnished in a luxurious style. Perfect for a romantic get-away. •King size pillow-top bed dressed in superior quality cotton sheets and deluxe down pillows and comforters •Lush, cozy spa robes •32" mounted HD flat screen television •Double closet •Private bath with custom porcelain tile •Seating area
ASK ANNA - When in doubt... This room is situated in our lower level multi-media entertainment area and is adorned with Imported Mahogany Hardwood floors, luxurious rich gold and burgundy décor and elegantly hand-painted furnishings. Just step outside your room and enjoy the bar area or watch a movie on our 60” plasma television. The private bath has a Jacuzzi tub and separate glass enclosed shower. The chandelier-lit bathroom has exquisite custom tile with copper accents and oversized porcelain pedestal sink and Jacuzzi tub. Queen size, pillow-top bed dressed in Superior quality cotton sheets and deluxe down pillows and comforter; Lush, cozy spa robes and oversized luxurious bath sheets are a perfect accompaniment to your relaxing spa bath; 32” HD mounted flat screen television; Luxuriously appointed private bath with custom tile and two-person Jacuzzi tub; Oversized pedestal sink.
PINK SERENDIPITY - The faculty of making fortunate discoveries by accident. Romantically secluded on the third floor of Chestnut Hill it reveals the original brick work of the chimney that was raised in the 1870’s when the mansard roof was added. This softly lit room is graced with hardwood floors and ceilings and overlooks the back gardens and scenic hillside. Queen size pillow-top bed dressed in triple-sheeted superior quality cotton sheets and deluxe down pillows and comforter; Lush, cozy spa robes; 32” HD mounted flat screen television; Double closet; Private bath with custom porcelain tile; Oversized pedestal sink; Seating area.
KATE’S COINCIDENCE - Situated just off our lower level multi-media entertainment area and offers a commercial chair lift situated just outside the quarters that is conveniently accessible to the driveway and designated parking. Just step outside your room and enjoy the bar area or watch a movie on our 60” plasma television. Beautifully decorated and furnished, this room is also equipped with safety bars and other amenities that make it equally enjoyable for our guests with special needs. Please ask us for more details about our dedication to accommodating guests with medical requirements and our commitment to the American’s with Disabilities Act. Queen size, pillow-top bed dressed in superior quality cotton sheets and deluxe down pillows and comforter; Lush, cozy spa robes; 27” HD mounted flat screen television; Luxuriously appointed private bath with custom roll- in shower and five foot turn around for wheelchair accessibility.
5 on August 13, 2014
My husband and I got married at the Inn on August 2, 2014 and rented the entire B&B for the weekend. We knew when we rented that the establishment was beautiful, but actually having the Chestnut experience created the most romantic wedding weekend ever! Our family who occupied the rooms were stunned by the beauty, amenities, the service, the food, and just the small personal touches that you would find in a 5 star diamond hotel. When I returned to work, people who weren't invited were coming up asking for pictures because those that went bragged that it was the most beautiful wedding they had ever seen. Troy and Kathleen were awesome and went out of their way to make our stay and our wedding exactly how we wanted and were so accommodating of our crazy wedding schedules. Troy was awesome at throwing compliments that made me feel like a was the best bride ever and Kathleen kept me so calm! My husband and I are planning another getaway there soon and it had only been a week! Don't think, just do it! It is worth every penny!
5 on August 11, 2014
Chestnut Hill is both beautiful and friendly! We hope to return many times--if we can get reservations--it's almost always booked up. We would highly recommend it to anyone who wants comfort in an elegant home with plenty of relaxing spaces: the back porch, the huge downstairs den, the formal living room, the second floor lounge. Chestnut Hill also deserves its reputation for outstanding multi-course breakfasts. It's a superb B&B and a great getaway.
5 on July 28, 2014
My now husband and I stumbled upon this delightful bed and breakfast on accident when searching for a place to elope. First off, the building itself, as well as the surrounding property, is stunning inside and out. It has been completely renovated and was the perfect backdrop for our ceremony. The innkeepers, Troy and Kathleen are the most friendly people that you will ever encounter. They treated us like VIPs the entire time. As far as the ceremony goes, all we had to do was get a license and show up. They took care of absolutely everything else. Breakfast and an evening appetizer is included in the stay. Even though Kathleen assured me that neither she nor Troy went to culinary school, you would think differently. They made the most delicious food from the best ingredients. We never needed to eat lunch because breakfast was so amazing and filling. We cannot wait to come back to Chestnut Hill for our first anniversary. I would recommend this bed and breakfast to anyone looking for a fun and fancy yet relaxing place to stay or site for your wedding. It's really the best. ~Megan and Jason
5 on July 08, 2014
My wife and I would absolutely stay here again. This is a beautiful inn in a lovely area. The staff go the extra mile, as evident in every aspect of the impeccable service, food, and amenities. Also, the staff have intimate knowledge of the region, and answer any questions you may have to ensure you get the most out of the local attractions. This was a very relaxing, enjoyable stay.
5 on May 11, 2014
Chestnut Hill Bed and Breakfast is the best place to visit for a little relaxation! Troy and Kathleen made our stay perfect in every way. The atmosphere and warm greeting was outstanding. Our room was comfortable and so charming.
5 on April 21, 2014
What a truly delightful weekend! Everything about this B&B is elegant in a very, very quaint, relaxing and simplified way. The rooms, the decor, the landscaping, the meals,... All of it combined to make unforgettable memories I shall cherish forever! I'm so delighted my son and daughter-in-law chose this beautiful and elegant B&B setting for their wedding celebration! I can't wait to tell everyone I know about my weekend at Chestnut Hill and I am already planning to return.
5 on April 09, 2014
This was my first time going alone to a B&B for a mini "retreat." The Chestnut Hill B&B proved to be the perfect place. Kathleen and Troy are gracious hosts who make you feel comfortable and at home. Troy's delicious lobster bisque was an outstanding way to begin my stay. The breakfast was delightful, and the room was lovely and very spacious. Kathleen even delivered wine, the bisque and the next morning, the breakfast to my room so I could enjoy some much needed quiet alone time. I can't say enough about my wonderful stay here. I hope to be back soon!
4.6 on March 16, 2014
We had a lovely stay at Chestnut Hill this past week! We stayed in Ask Anna and were thrilled with the spacious, luxurious, and comfy room! The only thing that could have made the room better is if the heat had been turned up just a tad, but with this crazy weather it's hard to know what temperature to set things at. The food was excellent, the staff helpful and pleasant, and Kathleen and Troy were great at meeting are requests and activities! Thank you to everyone at Chestnut Hill for making our stay perfect!
5 on January 30, 2014
Once again, the stay at Chesnut Hill was fabulous. The staff is wonderful. They are courteous, professional and extremely attentive to the wants of their guests. The breakfast and happy hours are fantastic. The morning breakfast with the roasted pineapple with pistachios and raspberry chocolate sauce was superb. The rooms are comfortable and allow you to escape. It's the ultimate Bed and Breakfast. And dinner and everything else. The grounds are beautifully manicured. We will definitely come back for years and years.
5 on January 25, 2014
This was our sixth stay with Troy and Kathleen and it has become like a second home.The hospitality is unmatched and the inn is beautiful. If you want to get away and relax, Chestnut Hill is the place to go.
Countryside, Mountains, Small town, Wine country
Charlottesville, VA (CHO-Charlottesville-Albemarle) 25 miles
Take the US-250 exit, EXIT 124, toward SHADWELL/CHARLOTTESVILLE and turn RIGHT onto RICHMOND RD/US-250 E. Travel approximately 2 miles. Stay STRAIGHT to go onto LOUISA RD/VA-22 and continue to travel approximately 5.5 miles. Stay STRAIGHT to go onto GORDONSVILLE RD/VA-231. Continue to follow VA-231 N for approximately 9.6 miles. Enter next roundabout and take 2nd exit onto US-15 N and travel 8.4 miles to first traffic light. DO NOT proceed through traffic light intersection. The entrance to Chestnut Hill B&B is on the left JUST before this traffic light intersection
Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Live Music, Museum, National/State parks, Nature area, Performing Theater, Picnic area, Religious Services, River, Rodeo, Ruins, Ski area, Vineyard, Winery
Bed and Breakfast, Historic Inn
Board games, CD player, Ceiling fans, Computer, Copier, DVD Player, In-room internet, Desk, Fax Machine, Fireplace, Hot tub/whirlpool tub, Internet Service, Library, TV Video games, Telephone, VCR, Videos, Washer/dryer, Wedding Facilities, Wet bar, Wi-Fi , Koi Pond with Waterfall, Outdoor Water Fountain Feature, Social Area with 62 inch Entertainment Center, Bridal Suite, Business Center, Library
Air conditioning, Alarm clock, Amenities Basket, Bath robes, Hairdryer, Radio, Satellite/Cable TV, TV, Turndown Service
Low fat , Restrictive , Vegetarian