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

3.5 of 5 236 Caroline Street, Orange, VA 22960
Hotel website
Best prices for your stay
Enter dates for best prices
Check In Check Out
Show Prices
Compare best prices from top travel sites
and 3 more sites!
Certificate of Excellence 2014
Chestnut Hill Bed & Breakfast Inn
Professional photos View all
Browse nearby
Write a Review

229 reviews from our community

Traveler rating
    226
    3
    0
    0
    0
See reviews for
22
178
1
5
Rating summary
  • Sleep Quality
    5 of 5 stars
  • Location
    5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (48)
Date | Rating
  • English first
  • Any
English first
  • All months
    (229)
  • Mar-May only
    (52)
  • Jun-Aug only
    (78)
  • Sep-Nov only
    (55)
  • Dec-Feb only
    (44)
All months
2 reviews
5 of 5 stars Reviewed 2 days ago NEW

My fiancee and I were looking for a weekend escape from the city. We found Chestnut Hill on the Thursday before the weekend. Kathleen and Troy (owners) were unbelievable helpful in planning not only our stay but our entire weekend. They set up dinner reservations, wine tours and other activities. The B&B itself is gorgeous and it has the service... More 

Was this review helpful? Yes
Manassas, Virginia
1 review
5 of 5 stars Reviewed 3 days ago NEW

My wife and I spent the weekend at Chestnut Hill and were amazed before we even arrived. The staff went out of their way to answer all of our questions and worked with us to plan a great weekend from the moment we called to make reservations. No question was too much and the length they go to to make... More 

Was this review helpful? Yes
Senior Reviewer
6 reviews 6 reviews
4 hotel reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 4 weeks ago

My husband and I spent the weekend at Chestnut Hill, and could not have been more pleased with the beauty and elegance of this Inn. Kathleen and Troy treated us like old friends who had come to visit; sharing stories of the history of the beloved inn, and their love for sharing it with others. The food was wonderful, and... More 

Was this review helpful? Yes
Roanoke, Virginia
Contributor
17 reviews 17 reviews
6 hotel reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed 4 weeks ago

My husband and I got a certificate to stay at the B&B for our wedding and chose to go over my birthday weekend. The owners are so friendly and welcoming and the house and room was lovely. Our room was a great size, nicely decorated (I especially loved the bath robes), and had everything we could need. We got to... More 

Was this review helpful? Yes 1
Fredericksburg, Virginia
1 review
5 of 5 stars Reviewed January 28, 2015

This is our second stay at chestnut hill, the first time we stayed for a marriage retreat we concieved our baby girl Grace! From the time you arrive Troy and Kathleen have thought of everything you will need. They are like angels. Their hospitality is impeccable! The whole experience never dissappoints! We have traveled the world with both military careers... More 

Was this review helpful? Yes
Bel Air, Maryland, United States
Reviewer
3 reviews 3 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed January 21, 2015 via mobile

words can't describe what a wonderful experience we had at this beautiful home. The pictures online simply don't do it justice. It was just gorgeous, charming, quaint and elegant, all at the same time the nicest place we've ever stayed. The owners are just wonderful people and we plan on going back for sure!

Was this review helpful? Yes 1
Springfield, Virginia
Reviewer
3 reviews 3 reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed January 13, 2015

Not cheap, but worth every penny. I have stayed here twice in the past year (and I don't normally go back to places!). The home is beautiful and well-appointed, the rooms range from lovely/comfortable to luxurious, and breakfast is outstanding and creative (but not outlandish). Wine, sodas, coffee/tea, and cookies are always available. Afternoon appetizers are out of this world...think... More 

Was this review helpful? Yes 1
Potomac, Maryland
Senior Reviewer
9 reviews 9 reviews
6 hotel reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed January 12, 2015

We'd been hearing about Chestnut Hill B&B for several years now and finally decided to see it for ourselves this past weekend. It was delightful, even better than we'd expected! Sure, the house is charming, beautifully decorated, nicely appointed, the bed was one of the most comfortable I've ever slept in, the breakfasts were right out of gourmet magazine (if... More 

Was this review helpful? Yes 1
Richmond, Virginia
Reviewer
4 reviews 4 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed January 2, 2015

This may have been our 4th stay at Chestnut Hill and it was still as refreshing, relaxing and comforting as every other stay. We arrived .on Dec 30th and left Jan 1, so we brought in the New Year at the Chestnut Hill. Had to make the reservations in Sept, but everything was perfect. Kathleen called us to schedule our... More 

Was this review helpful? Yes 1
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed December 21, 2014

My husband and I stayed at the Chestnut Hill Bed and Breakfast this past weekend. Troy and Kathleen are amazing hosts. Additionally, the staff is super friendly and helpful. Moreover, the food is awesome and the house is incredible. This treasure is well worth the expense.

Was this review helpful? Yes 1
Questions? Get answers from hotel staff and past guests. Ask a question
Owners: What's your side of the story?
Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.
Manage your listing

Been to Chestnut Hill Bed & Breakfast Inn? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Chestnut Hill Bed & Breakfast Inn

Address: 236 Caroline Street, Orange, VA 22960
Phone Number:
Location: United States > Virginia > Orange
Price Range (Based on Average Rates): $$
Hotel Class:3.5 star — Chestnut Hill Bed & Breakfast Inn 3.5*
Number of rooms: 6
Reservation Options:
TripAdvisor is proud to partner with Expedia, Travelocity, Priceline, Hotels.com, Despegar.com and Tingo so you can book your Chestnut Hill Bed & Breakfast Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.

66 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (44)
Viewed
Hotel & grounds (9)
Viewed
Dining (3)
Viewed
Room/suite (7)
Viewed
Bathroom (4)
Viewed
Other (21)

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)
Hotels you might also like...
Check In Check Out
Price Your Stay