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

Visit hotel website
Traveler (84)
Room & Suite (27)
Dining (7)
Certificate of Excellence


Certificate of Excellence
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.
Read more
Property amenities
Free parking
Free High Speed Internet (WiFi)
Breakfast included
Non-smoking hotel
Room features
Air conditioning
Family Rooms
Non-smoking rooms
Good to know
Great View
Hotel links
Visit hotel website


Full view
61Somewhat walkable
Grade: 61 out of 100
19Restaurantswithin 0.75 miles
5Attractionswithin 0.75 miles
68Room tips
Traveler rating
  • 317
  • 4
  • 0
  • 2
  • 0
Time of year
Traveler type
  • Filter
  • English
Popular mentions
What a lovely time my wife and I had at Chestnut Hill bed and breakfast. Troy and Kathleen pay attention to the smallest of details that truly enhanced our experience! My wife continually repeated to me how much she loved it! Wonderful breakfast, and fabulous snacks with a
Read more
Over the Valentine's Day holiday, we enjoyed a special 3-day/2-night get-away @ Chestnut Hill Bed & Breakfast. We had a wonderful experience: outstanding accommodations, great conversation w/ guest and owners, delicious breakfast and fabulous appetizers and wine were included w/
Read more
If you are looking for World Class Hospitality, Service, Comfort, Relaxation then look no further than Chestnut Hill B&B. The owners Troy and Kathleen, go all out to make your stay here the best you will ever have. From the moment you walk in they are making you feel at home.
Read more
I can't say enough about this place. The staff and ownership are 2nd to none. Getting out of DC is a must and this place gives us the relaxation, ambience and food just makes us feel all warn inside! Its a must stay if you are anywhere near DC!
Read more
My wife and I generally do not write reviews but we felt compelled to after the wonderful weekend we just enjoyed. The owners - Kathleen and Troy run a fantastic establishment that I would recommend to anyone - whether you enjoy wine tastings or antiquing in nearby quaint towns
Read more
Album Categories
All photosTravelerRoom & SuiteDining Business Center & Event Rooms
Beautiful flowers and goodies awaiting us in our room
Bathroom of bridal suite
I know that they have many weddings there... but I would not say it is secluded. It sits on a hill looking down to an intersection. It is however, very peaceful! There is horseback riding, vineyards, historical sights, and of course Monticello, (Thomas Jefferson's estate). It is located in the foothills of the Blue Ridge Mountains, and if you go in November, you will see the tail end of the fall color spectrum. Definitely worth it!!!
0 votes
Show all answers
"Everything about the stay was excellent."
"Go with the BEST - Alexander Daley's Suite!"
"Downstairs is by the bar. Upstairs are quieter."
"Each room has a theme and uniquely decorated. Each one perfect."
"We always try to stay in Ask Anna for the beautiful bathroom and Jacuzzi tub!"
United StatesVirginiaOrange
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing