-
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 32” 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.
Bridal Suite Bathroom with Claw Foot Tub and Jetted Shower Head. Enjoy a hot bubble bath while overlooking the quaint town of Orange from your top floor window.
ASK ANNA 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; - 27” HD mounted flat screen television; - Luxuriously appointed private bath with custom tile and two-person Jacuzzi tub; - Oversized pedestal sink.
Luxurious Jacuzzi Tub and Jetted Shower. Custom Porcelain Tile with Copper Accents.
Library
THE ALEXANDER DALEY MASTER SUITE One of Chestnut Hill’s favorites… Majestically appointed with only the finest furnishings and period 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.
Alexander Daley's Master Suite Bathroom with Cozy Fireplace and Luxurious Two Person Jacuzzi Tub and Multi-Jetted Shower.
Alexander Daley's Master Bedroom
FOUR QUARTERS You’ll just have to ask… This room is on the second floor and overlooks the back gardens, fountain and scenic hillside of Chestnut Hill. The silk bedspread, seating area and bath décor’ are adorned and furnished in a “French Country” style. Perfect for a romantic getaway. The luxurious king size, pillow-top bed is dressed in superior quality cotton sheets and deluxe down pillows and comforter; -	Lush, cozy spa robes; -	27” mounted HD flat screen TV; -	Double closet; -	Private bath with custom porcelain tile; -	Separate seating area.
Enjoy your breakfast in our sundrenched formal dining room.
The grounds are meticulously manicured making Chestnut Hill the perfect setting for weddings, anniversaries, graduations, family reunions, corporate functions, and any other large outdoor event.
All of our rates at Chestnut Hill include a full breakfast served each morning prepared in our state-of-the-art gourmet kitchen.
PINK SERENDIPITY 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; - 27” HD mounted flat screen television; - Double closet; - Private bath with custom porcelain tile; - Oversized pedestal sink; - Seating area.
Relax on the back porch and enjoy the peace and quiet and the abundance of wildlife.
Emily Macon's Bridal Suite Enjoy the comforts of the living area including a 50" flat screen television and kitchen area with complimentary stocked refridgerator.
Parlor
Enjoy a gourmet breakfast in the sun drenched dining room.
-
Address
236 Caroline Street
Orange, VA 22960
USA - Phone+1-540-661-0430
- EmailContact Innkeeper
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.
Professionally Inspected
Diamond Collection Inspected and CertifiedInspector Insights: Welcoming innkeepers; uncluttered, elegant accommodations combine period charm and modern amenities; delicious breakfasts and delightful social hour.
Reviews
Score Breakdown based on 410 Reviews
4.9 out of 5- Guest room 5
- Services 5
- Value 5
- Cleanliness 5
- Dining 5
Award Winner: 2012 - 2013Award Winner: 2011 - 2012Award Winner: 2010 - 20115 out of 5April Wedding Weekend
April 21, 2013
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!
5 out of 5Oh! What a Wonderful Stay!
April 18, 2013
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.
5 out of 5Amazing!
April 15, 2013
This place was amazing! The workers were wonderful and personable. Every detail was over the top. We will be back!
5 out of 5Wonderful Stay at Chestnut Hill B&B
April 10, 2013
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
Location
Innkeeper Information
Innkeeper(s)
Kathleen & Troy Ayers
The innkeepers speak:
-
English
-
Address
236 Caroline Street
-
Rooms & Rates
-
Nightly Rate
$179 - $295
Standard
Standard Description
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
N/APolicy
Reservation Policy
-
Check In: 4:00 - 6:00 p.m Check Out: 11:00 a.m.
-
Minimum Stay: Two night minimum for weekends, holidays and special events
-
Deposit Amount Required: Reservations are made with a 50% Deposit. Balance is due upon arrival. All payments made by check must be received at least seven days prior to check in.
-
Cancellations: Refunds, minus a $25.00 cancellation fee, will be provided if cancellation request is received at least 10 days prior to arrival date. Deposits are not refundable unless the room is rebooked.
-
Open All Year Round: Yes
General Policies
-
Smoking Allowed: Limited
-
Guest Pets Allowed: Limited
-
Drinking Allowed: Yes
-
Drinks Available: Yes
-
Children Allowed: Supervised & well behaved children of all ages are welcome.
-
Suitable For Children: Yes
-
Childcare Provided: No
Discount Type
-
Active Military & Retired Veterans
Percent Off: 10% Days Required: 2 -
Senior Citizens - 65 & Over
Percent Off: 10% Days Required: 2 -
Single Occupancy - Weekday Business Travelers
Percent Off: 10% Days Required: 1
-
Nightly Rate
$179 - $295
-
Reviews
Score Breakdown based on 410 Reviews
4.9 out of 5- Guest room 5
- Services 5
- Value 5
- Cleanliness 5
- Dining 5
Award Winner: 2012 - 2013Award Winner: 2011 - 2012Award Winner: 2010 - 20115 out of 5April Wedding Weekend
April 21, 2013
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!
5 out of 5Oh! What a Wonderful Stay!
April 18, 2013
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.
5 out of 5Amazing!
April 15, 2013
This place was amazing! The workers were wonderful and personable. Every detail was over the top. We will be back!
5 out of 5Wonderful Stay at Chestnut Hill B&B
April 10, 2013
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
5 out of 5Perfect Place to Hold a Wedding
April 05, 2013
Chestnut Hill was the perfect place to hold a wedding. I will treasure the memories that we made on our special day! Thank you!
5 out of 5Fabulous
March 28, 2013
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!
5 out of 5Perfect Honeymoon Getaway
March 20, 2013
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
5 out of 5Friendliest and Most Hospitable
March 20, 2013
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
-
Location
Location Type
-
Countryside
-
Mountains
-
Small town
-
Wine country
City - Town of Orange
-
Distance to city: 0 miles
-
Directions to property:
From the North: (DC, Baltimore, Northern Virginia) Travel South on I-95 into Virginia to VA-3 west via exit number 130B towards Culpeper. Proceed approximately 13 miles and turn left on onto VA-20/CONSTITUTION HWY. Continue to follow VA-20/CONSTITUTION HWY 22 miles to the second traffic light. This traffic light is the intersection of US-15/CAROLINE ST/VA-20. From this intersection you can see Chestnut Hill Bed and Breakfast Inn. At this intersection, turn left onto US-15/CAROLINE ST/VA-20 and then make an IMMEDIATE first right into our driveway.
Airport
-
Charlottesville, VA (CHO-Charlottesville-Albemarle) 25 miles
-
Directions to property:
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
Area Attractions
-
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
-
-
Amenities
Type:
-
Historic Inn
-
Bed and Breakfast
Property highlights
-
Antiques/decor
-
Business travel
-
Christian Travel
-
Family Travel
-
Gourmet food
-
Group events
-
Honeymoons
-
Luxury
-
Nature
-
Peaceful getaway
-
Romantic escape
-
Weddings
On-site
-
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
Guest room(s)
-
Air conditioning
-
Alarm clock
-
Amenities Basket
-
Bath robes
-
Hairdryer
-
Radio
-
Satellite/Cable TV
-
TV
-
Turndown Service
Other
-
Koi Pond with Waterfall
-
Outdoor Water Fountain Feature
-
Social Area with 62 inch Entertainment Center
-
Bridal Suite
-
Business Center
-
Library
-
-
Breakfast
-
Type: Full
-
Time Served: 9:00 a.m.
-
Serving Location: Dining Room,Guest room
Complimentary Perks
-
Afternoon Tea
-
Dessert
-
Fruit
-
Non-alcoholic Beverages
-
Wine/Cheese Plate
Special meal options
-
Low fat
-
Restrictive
-
Vegetarian
-
Book today!
Book now!
Oops - Please enter dates
Oops - Please try other dates or contact the inn
Please enter different dates above
Sorry, returned no available rooms for your travel dates.
Please choose alternative travel dates, or contact the property via phone or its website to inquire about availability that may not have been loaded into our system.
Other Available Inns
If you didn't find the room you're looking for, contact the inn directly.
Contact The Innkeeper
Best Price Guarantee
What is the Best Price Guarantee?
Simple! BedandBreakfast.com guarantees you're getting the best price on your bed and breakfast stay when you book your room on BedandBreakfast.com. Within 24 hours of your booking, if you find a better price for the same room on the same date(s) at the same B&B, BedandBreakfast.com will refund the difference to you!
What does the Best Price Guarantee cover?
The Best Price Guarantee covers any Bed and Breakfast booked online through BedandBreafkast.com. The Bed and Breakfast must be booked using the Book It button on BedandBreakfast.com in order to qualify.
How do I take advantage of the Best Price Guarantee?
Just call 1-800-GO-B-AND-B (1-800-462-2632) within 24 hours of booking and give our customer support representative the details on the lower price you found.
Best Price Guarantee Terms and Conditions
The BedandBreakfast.com Best Price Guarantee ensures that when you book and pay for your reservation online through the BedandBreafkast.com website, you are booking your room at the lowest available price. If you find a lower price for the same room on the same dates at the same B&B, and contact us within 24 hour of making your booking, we will refund the difference in price to you. This guarantee does not apply to bookings made over holidays and/or for special events. All requests are subject to verification by BedandBreakfast.com. BedandBreafkast.com will not accept screenshots or other purported evidence of a lower price that cannot be independently confirmed by BedandBreakfast.com personnel. Nor will BedandBreakfast.com verify any requests that it believes, in its sole discretion, is the result of a printing or other error or is made fraudulently or in bad faith.