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“Gem of a B&B in Wine country”

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Chestnut Hill Bed & Breakfast Inn
Ranked #1 of 8 Orange B&B and Inns
Certificate of Excellence
Reviewed 13 October 2009

Two years ago, my wife and I stayed in two separate chateaus in Bordeaux to tour the vineyards and generally spoil ourselves. We spent a fraction on our trip to Virginia wine country and had as fantastic of an experience. The Chestnut hill B&B was a big reason for this.
The B&B itself is located 40 miles northeast of charlottsville and provides a great jumping off location to tour approximately 40 vinyards, Montecello, Montplier and several quaint towns scattered through the rolling Virginia hills.
The property itself is located on a secluded lot that overlooks the town of Orange and houses several newly renovated rooms in addition to a “pub” that serves as a common room during evening appetizers.
The property alone would make this a good B&B, but Troy and Kathleen set it over the top. They were very helpful in planning outings, recommending restaurants, and suggesting wine tastings. The food served at the B&B is the highlight. Each of the three appetizers we had could have been on the chefs tasting menu that at the nearby restaurant (nothing to sneeze at itself). Will recommend and hopefully return.

  • Stayed: October 2009, travelled as a couple
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Thank andrew o
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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311 - 314 of 314 reviews

Reviewed 11 September 2009

What you have done here at Chestnut Hill is truly remarkable. The marraige of Old World charm and new world comforts and conveniences is perfect. The Ritz Carlton was always the standard we measured against - but now you've raised the bar. The beauty and elegance of the decore is breathtaking and the comfort and luxury of the suites are unmatched. Your out-of-this-world breakfast was unique and delicious. Our day trip to the skyline drive and expecially Luray Caverns was an unexpected surprise of natural beauty. Also our trip back into history at the Montecello was a must see. But above all those things being able to spend time with two of the sweetest people in the world is what we'll cherish most

  • Stayed: July 2009, travelled on business
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Thank mfiacable
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 9 September 2009

truly remarkable, Kathleen and Troy have perfected the hospitality field. Every room is amazing and gives the much needed relaxing feel of old world roots with modern charm. The food is perfected and words cannot describe how great our stay was. We will come back for sure in the future!

  • Stayed: August 2009, travelled as a couple
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Thank lunamojo
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 September 2009

We recently had the pleasure of spending 3 nights at Chestnut Hill Bed and Breakfast. Husband and wife innkeepers Kathleen and Troy could do no wrong! The house is beyond lovely. The grounds are picture perfect. The food is mega star quality, both in taste and presentation. You never have to ask for anything-I believe they can read minds! They must be able to read each others because their individual talents come together seamlessly to provide one incredible experience.

Troy’s background is real estate but we think he must be moonlighting with a Food Network chef. We literally scraped our plates clean at every meal! He also stepped in and acted as our tour guide, mapping routes for us and suggesting places to explore and dine.

We arrived later than expected the first night and were quickly offered dinner. While they indicated it was no trouble because they were cooking for themselves anyhow, it was again lovely, delicious, beautifully presented and a welcome relief that we didn’t have to search for a restaurant after a long ride. Upon arrival, Kathleen offered us a much appreciated glass of wine from their extensive selection and a tour of the house to get us acquainted and wind down after a long day.

Kathleen and Troy have been official innkeepers for just a few months, but perhaps they should consider writing a book or training inn keeper wannabes on how to run an inn the right way! There can be no question that they have beautifully and lovingly restored a very historic house. More importantly, they have turned it into a warm and welcoming home. In the end, it was their kindness and attention to detail that really made our stay spectacular. They are friendly and very down to earth people who love people and love to make those people smile. You quickly feel like you’re visiting old friends. And you can’t wait to visit again…and again. Bravo! Our highest recommendation!

  • Stayed: August 2009, travelled as a couple
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Thank TheHersheyKids
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Additional Information about Chestnut Hill Bed & Breakfast Inn

Address: 236 Caroline St, Orange, VA 22960-1541
Phone Number:
Region: United States > Virginia > Orange
Amenities:
Business Centre with Internet Access Free Breakfast Room Service
Hotel Style:
Ranked #1 of 8 B&Bs / Inns in Orange
Price Range: £148 - £190 (Based on Average Rates for a Standard Room)
Hotel Class:3.5 star — Chestnut Hill Bed & Breakfast Inn 3.5*
Number of rooms: 6
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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