We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Chestnut Hill Bed & Breakfast Inn

Certificate of Excellence
Hotel website
236 Caroline Street, Orange, VA 22960
Book on
TripAdvisor
Trusted partner. We work with getaroom to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
1 room 1 adult
Enter dates for best prices
Check In Check Out
Check Availability
Book on
or compare prices from up to 200 sites including:
Professional photos
Chestnut Hill Bed & Breakfast Inn
View Map
Add Photo Write a Review

263 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
Woodbridge, Virginia
Level Contributor
31 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed 5 weeks ago

A perfect venue for a wedding! The staff was amazingly helpful and the setting was gorgeous! It was a beautiful ceremony and everything went off without a hitch - in large part to the wonderful staff smoothing out all the last minute issues that popped up. They knew what they are doing and cheerfully did what it took to make... More 

Helpful?
Thank reberiffic
Aldie, VA
Level Contributor
53 reviews
16 hotel reviews
common_n_hotel_reviews_1bd8 41 helpful votes
5 of 5 stars Reviewed December 18, 2015

My husband and I went for our 21st wedding anniversary and every moment of our stay at Chestnut Hill was divine. The owners are kind and welcoming, the rooms beautifully decorated, comfortable and well appointed. We stayed in the lower level and snacks and wine are complimentary. Breakfasts in the dining room were delicious and gourmet. We will definitely return... More 

Helpful?
Thank lrgay
Rescue, California
Level Contributor
13 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed December 16, 2015

We stayed here halfway through a month long road trip. The owners have accomplished their goal of providing a gracious B and B with all the comforts of home. Our stay started with fresh, hot cookies along with a detailed tour of the home and amenities. Our room was elegant, yet cozy. Breakfast was an event every morning, just exceptional.... More 

Helpful?
Thank Kitty F
Cobourg, Canada
Level Contributor
5 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed December 7, 2015

On our way to Myrtle Beach we stayed just one night at Chestnut Hill. Without a doubt, Chestnut Hill is one of the BEST B & B's in America. Our hosts Troy and Kathleen immediately made us feel like family and frankly gave us run of the house from the time we arrived. Our bedroom was superb and in the... More 

Helpful?
Thank RadioGuy96
1 review
5 of 5 stars Reviewed November 24, 2015 via mobile

Troy & Kathleen have put together the perfect home away from home. Chestnut Hill is a blend of finished antiquity, contemporary comfort & service beyond compare! Stellar reviews rarely couple superior expectations; CH BnB is an example of this -- masterly accomplished. We gladly look forward to our next visit.

Helpful?
Thank John F
Verner, Ontario, Canada
Level Contributor
52 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed November 17, 2015 via mobile

High dollar get away, but as nice as you expect from the driveway on up. Communication to check in has been great. Good location, nicely stocked, lots pf room to gather, well maintained. I can't wait for breakfast.

Helpful?
1 Thank Jay B
Columbia, MD
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed October 15, 2015

This is the best B&B I've ever stayed in (and I've been a business traveler for 15 years). The basement level is massive and has a fully stocked bar with big screen TV and two huge rooms We stayed in the basement room (I believe it was called Try Ann) and the room was huge and had a massive bathroom... More 

Helpful?
1 Thank Stacy M
Level Contributor
24 reviews
common_n_hotel_reviews_1bd8 15 helpful votes
5 of 5 stars Reviewed October 10, 2015

Large room and bath with very nice linen. The afternoon wine and hors d'oeuvres was excellent and provided a very nice and warm touch. The breakfast were fabulous and they went to great lengths to make us feel at home. Was very helpful with suggestions of places to eat and providing complimentary wine tasting cards.

Helpful?
2 Thank maltt
Alexandria, Virginia
2 reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed October 8, 2015

My husband saw this place, so we booked a late anniversary weekend. Kathleen and Troy are great hosts, the entire historic home is beautifully decorated, the open wine and beer bar (and the in-room fully supplied Keurig) were unexpected and complimentary, the breakfast and hours d'oeuvers were outstanding, the room was clean, the bed soft, and all the amenities....I could... More 

Helpful?
1 Thank dab29
Virginia
Level Contributor
20 reviews
12 hotel reviews
common_n_hotel_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed October 7, 2015

Chestnut Hill was a fantastic venue for a friend's wedding. Our young daughter loved the place as much as we did from watching the fish pond to running around the grass. The breakfast was superb and the staff was just as friendly, accommodating, and more important, helpful for anything we needed. Highly recommend this B&B for vacation or wedding.

Helpful?
1 Thank alovorn
Questions? Get answers from hotel staff and past guests. Ask a question

69 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (47)
Viewed
Hotel & grounds (9)
Viewed
Dining (3)
Viewed
Room/suite (7)
Viewed
Bathroom (4)
Viewed
Other (24)

Management photos: Courtesy of the property manager

Viewed
All management photos (22)
Viewed
Room/suite (4)
Viewed
Hotel & grounds (4)
Viewed
Dining (1)
Viewed
Other (13)
Check In Check Out
Prices are for 1 room, 2 adults
Show Prices
Hotels you might also like...
Also consider these accommodations in or near Orange
1.6 mi away
Holiday Inn Express Orange
0.2 mi away
Comfort Inn & Suites Orange
24.7 mi away
Omni Charlottesville
Omni Charlottesville
#5 of 34 in Charlottesville
4.5 of 5 stars 1,248 reviews
Show Prices
Show Prices
Show Prices
20.6 mi away
Keswick Hall
Keswick Hall
#1 of 1 in Keswick
4.5 of 5 stars 379 reviews
0.4 mi away
Holladay House Bed and Breakfast
0.5 mi away
Mayhurst Inn
Mayhurst Inn
#4 of 7 in Orange
5.0 of 5 stars 286 reviews
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

Enter dates for best prices
Check In Check Out
Price Your Stay