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Chestnut Hill Bed & Breakfast Inn

Certificate of Excellence
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236 Caroline Street, Orange, VA 22960
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Chestnut Hill Bed & Breakfast Inn
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Chestnut Hill Bed & Breakfast Inn
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248 Reviews from our TripAdvisor Community

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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    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 (53)
Date | Rating
  • English first
  • Any
English first
  • All months
    (248)
  • Mar-May only
    (64)
  • Jun-Aug only
    (85)
  • Sep-Nov only
    (55)
  • Dec-Feb only
    (44)
All months
1 review
5 of 5 stars Reviewed 1 week ago

We just had another wonderful stay at the Chestnut Hill B&B! Kathleen and Troy are the best hosts! We always enjoy talking with them and having beautiful accommodations and great breakfasts! We also enjoy visits to nearby vineyards for the wine tastings. We will be back!

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Richmond, Virginia
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed 2 weeks ago

Our July 4th Wedding was perfect thanks to the work of Troy, Kathleen, Leona, and the entire B&B team! The venue was beautiful, and our overnight stay was fantastic. Gorgeous rooms, delicious food - you really can't go wrong with this place!

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Raleigh, North Carolina
1 review
5 of 5 stars Reviewed June 19, 2015

Chestnut Hill Inn and the owners are amazing! My husband and I enjoyed our stay and the fabulous pampering we received. Every detail is complete. Our room was gorgeous and comfortable. We enjoyed delicious appetizers and free drinks each afternoon. Te breakfasts were out-of-this-word, I encourage you to experience Chestnut Hill Inn.

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Cary, North Carolina
1 review
5 of 5 stars Reviewed June 17, 2015

The staff at the Chestnut Hill Bed and Breakfast are friendly, courteous, and very accommodating. The Inn itself is absolutely beautiful as are the accompanying grounds. There is lots to see and do in nearby Culpepper Virginia. I highly recommend the Inn to both couples and families.

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Kentucky
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed June 8, 2015

Gaslights line the drive and you park in the back to find fountains, friends, and family! This place is a great getaway whether getting married, seeking a romantic getaway or even just escaping from the rigors of everyday life. I spent the night in the Emily Macon suite and i cannot rave enough of the lush ambiance. The bed was... More 

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Alexandria, Virginia
1 review
5 of 5 stars Reviewed June 7, 2015

My husband and I spent our anniversary weekend at Chestnut Hill. This was our second visit and it was even better than the first. Troy and Kathleen are great hosts. Additionally, their staff member are phenomenal. As usual, the breakfast and snacks were awesome! We will definitely return and plan to visit every six months for relaxation.

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Denver, Colorado
1 review
5 of 5 stars Reviewed June 5, 2015

This is an amazing historical home with all the modern amenities you could ask for. The wedding facilities were beautiful and their guest rooms were elegant and comfortable. The owners and staff were friendly, efficient and could not be more helpful. From the great dining room where marvelous breakfasts were served to the back porch overlooking the Koi pond, the... More 

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Woodbridge, Virginia
1 review
5 of 5 stars Reviewed May 28, 2015

By far - the best value for our money. Luxurious home on a great location (drove by it on many trips), finally took the opportunity to stay. Our hosts were gracious, generous and kind. Gifted a stay for others in our family. Local food, historic sites and adventure await your stay. Chestnut Hill's website is packed with various "things to... More 

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Mechanicsville, MD
Level Contributor
4 reviews
4 hotel reviews
5 of 5 stars Reviewed May 26, 2015 via mobile

We were greeted warmly by Kathleen upon our arrival. Homemade oatmeal cookies were fresh out if the oven (yum!). We were given a tour of the beautifully decorated historic inn. It was late afternoon so we relaxed on the patio not far from a lovely fountain. Kathleen served us a delicious lobster bisque and a glass of wine. Heaven! We... More 

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Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed May 26, 2015

Chestnut Hill is a wonderful place with wonderful people. I highly, highly recommend this renovated 1800’s mansion (Bed & Breakfast). To me, it is the best B&B I have ever stayed at. The rooms are amazing and perfectly decorated with elegance. We had the bridal suite and it was a home away from home. Troy and Kathleen are so welcoming... More 

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