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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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237 reviews from our community

Traveler rating
    234
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23
184
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)
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  • English first
  • Any
English first
  • All months
    (237)
  • Mar-May only
    (60)
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    (78)
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    (55)
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1 review
5 of 5 stars Reviewed yesterday NEW via mobile

My husband and I really like visiting Orange,VA. This was the most impressive stay at a B&B we have ever had. The proprietors are exceptional. The property is amazing. The rooms were elegant. We enjoyed the openness of the place. The bar area with a well stocked complimentary fridge helped make us feel at home. They owners knew great things... More 

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Sykesville, Maryland
Reviewer
3 reviews 3 reviews
5 of 5 stars Reviewed 1 week ago

We wanted to take our sweet King Charles Cavalier puppy with us but never dreamed she might be welcomed with open arms at an exquistite B&B.Troy and Kathleen are such warm and efficient Innkeeper/ owners that they make it look easy! Thank you for a wonderful memory!!!

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Richmond, Virginia
1 review
5 of 5 stars Reviewed 1 week ago

My partner and I visited Chestnut Hill last month. I received the trip as a Christmas present for him. We rented the Alexander Daley suite. The rooms were so well maintained and beautiful, and I loved our suite. Everything about it was excellent. Kathleen and Troy were so helpful and personable and did everything they could to make our stay... More 

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Orchard Park
Senior Reviewer
6 reviews 6 reviews
3 hotel reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed 2 weeks ago

We had a great weekend at Chestnut Hill for my sister in laws wedding. The rooms are clean, super comfortable, and spacious. We rented the entire B&B for the extended family, so we can attest to every room's high quality. The nearby restaurants on Main Street were great too. Kathleen, Troy and the rest of the staff were pros at... More 

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Fredericksburg, Virginia
1 review
5 of 5 stars Reviewed 4 weeks ago

Chestnut Hill is a beatifully redone mansion on a hill. I highly recommend the Master Suite but am sure all rooms are great. Troy and Kathleen are engaging hosts who make you feel right at home and were very helpful and knowledgable about the area and it's many activities. The "pub" downstairs is a great place to meet in the... More 

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1 review
5 of 5 stars Reviewed 4 weeks ago

Inn Keepers and staff were very professional and treated you like special guests. The accommodations were commensurate with the price of the stay. Inn Keepers went above and beyond to ensure your stay was memorable. Excellent recommendations for local events and dining.

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Rochester, New York
1 review
5 of 5 stars Reviewed March 13, 2015

My husband and I had never stayed at a B&B before and traveled from NY. Chestnut Hill is beautiful and Kathleen and Troy are the most welcoming hosts. I'm not sure others will compare and we are "spoiled" by the fabulous time we spent there. The food is delicious, the staff and owners are so accommodating and every detail has... More 

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Mechanicsville, Virginia
2 reviews
5 of 5 stars Reviewed March 10, 2015

Sam and I loved our weekend get away . Everything was perfect from the rooms to the atmosphere. Kathy and Troy were very helpful made reservations and were so friendly.all the little extras to the chocolates wine and robes made it perfect

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2 reviews
5 of 5 stars Reviewed March 3, 2015

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 

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Manassas, Virginia
1 review
5 of 5 stars Reviewed March 2, 2015

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 

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