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All 7 Orange B&Bs / inns

Chestnut Hill Bed & Breakfast Inn

3.5 of 5 Bed and Breakfast   |   236 Caroline Street, Orange, VA 22960
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Ranked #1 of 7 Orange B&B and Inns
Certificate of Excellence 2014
A recent review
5 of 5 stars reviewed 4 weeks ago
Mssbjones78 Lansdowne
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213 people have reviewed this hotel

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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 (45)
Date | Rating
  • English first
  • Any
English first
1 review
5 of 5 stars Reviewed 4 weeks ago via mobile

My husband and I got married at the Inn on August 2, 2014 and rented the entire B&B for the weekend. We knew when we rented that the establishment was beautiful, but actually having the Chestnut experience created the most romantic wedding weekend ever! Our family who occupied the rooms were stunned by the beauty, amenities, the service, the food,... More

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

Me and my new bride recently had our wedding with the awesome folks at the Chestnut Hill B&B. It was nothing short of perfection!!! Troy, Kathleen, and Lea are truly the best hosts and coordinators (don't bother hiring one). They have great contacts for caterers, DJ's, florist, etc. and it is extremely affordable. We got the package where we could... More

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1 review
5 of 5 stars Reviewed 4 weeks ago

My wife and I visited Chestnut Hill in July for our 10 year wedding anniversary. We stayed for 2 nights in the Alexander Daley room/suite. Upon arrival we had champagne on ice waiting for us along with a bed full of rose petals. The room was spectacularly clean and inviting. This room has an awesome bathroom with jacuzzi tub and... More

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Manalapan, New Jersey
1 review
5 of 5 stars Reviewed July 17, 2014

When my wife and I arrived we were greeted as if we were walking into our own home. That sums up the entire experience. It felt like our home away from home. The room was beautiful and the atmosphere was so relaxing and friendly. Chestnut Hill is close enough to some amazing sightseeing opportunities and wineries. During our stay we... More

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Middletown, Virginia
Top Contributor
87 reviews 87 reviews
8 hotel reviews
32 helpful votes 32 helpful votes
5 of 5 stars Reviewed July 14, 2014

Kathleen is definitely in the right business. She is welcoming, friendly, and informative. The inn is beautiful and every detail was thought through for the rooms. Breakfast was delicious, but the best part was meeting the other guests!

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Washington DC, District of Columbia
2 reviews
5 of 5 stars Reviewed July 4, 2014

My wife and I would absolutely stay here again. This is a beautiful inn in a lovely area. The staff go the extra mile, as evident in every aspect of the impeccable service, food, and amenities. Also, the staff have intimate knowledge of the region, and answer any questions you may have to ensure you get the most out of... More

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Kommetjie, South Africa
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed June 26, 2014

Everything about our experience at Chestnut Hill Bed & Breakfast went above and beyond what we expected of our overnight getaway. We knew we were staying at a nice B & B arranged by my in-laws for our anniversary, but we had no idea how wonderful it would be. Kathleen and Troy are such lovely people, so hospitable and warm,... More

Was this review helpful? Yes 1
Washington Township, New Jersey
2 reviews
5 of 5 stars Reviewed June 19, 2014

Our stay at Chestnut Hill was our first Bed & Breakfast experience. We were overwhelmed from the first moment we stepped into this lovely home. Kathleen welcomed us as if we were beloved friends. Our room was beautiful and comfortable. Breakfast each day was beyond our expectations. We shared enjoyable conversations and sharing with the other guests during Happy Hour... More

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Clinton, Maryland
1 review
5 of 5 stars Reviewed June 18, 2014

This was my first experience with a bed and breakfast and I have to say Troy, Kathleen, and Lea exceeded my expectations. From the service throughout our stay and the coordination and planning of my wedding. Everyone was so welcoming to not only us but our families. Also, the grounds and the rooms are absolutely beautiful. Let me not forget... More

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4 reviews 4 reviews
5 of 5 stars Reviewed June 14, 2014

My husband and I just returned home from an amazing anniversary getaway at Chestnut Hill Bed and Breakfast. Kathleen was wonderful! She was so accommodating and really went the extra mile to make us feel welcome and special on our visit. We stayed in the Emily Macon Bridal Suite which is a beautiful large room on the top floor. All... More

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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*
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62 photos of this hotel

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Hotel & grounds (7)
Dining (3)
Room/suite (7)
Bathroom (4)
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Room/suite (4)
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Business Center with Internet Access Free Breakfast Free High Speed Internet ( Wi-Fi ) Free Parking Room Service Suites
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Official Description (provided by the hotel)
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. ... more   less 
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Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

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