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“As Good As It Gets!”

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Chestnut Hill Bed & Breakfast Inn
Ranked #2 of 8 Orange B&B and Inns
Certificate of Excellence
Portsmouth, Virginia
2 reviews
“As Good As It Gets!”
Reviewed 19 December 2012

My wife and I have been visiting B&B's throughout the U.S. for over 30 years and The Chestnut Hill B&B is one of the best we've ever visited. The property was recently 100% renovated so the entire building has the latest modern amenities while also maintaining its old historic charm. The decorating is impeccable and first class. The owners, Troy and Kathleen are wonderful energetic hosts who cheerfully cater to your every need. When is the last time an innkeeper called you IN ADVANCE to ask you what kind of wine you liked, (included as part of your stay), or how you preferred your duck appetizer cooked, (also included), for when you arrive?! That is the level of hospitality you will receive from Troy and Kathleen – they are incredible! It simply doesn't get any better than the Chestnut Hill B&B - we will come back over and over again!!

  • Stayed December 2012, travelled as a couple
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Helpful?
Thank Ron W
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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308 reviews from our community

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Rating summary
  • Location
  • Sleep Quality
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Traveller tips help you choose the right room.   Room tips (64)
Date | Rating
  • English first
  • Any
English first
Alexandria, Virginia
Level Contributor
16 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 6 helpful votes
Reviewed 17 December 2012

My boyfriend planned a weekend away for us at the Chestnut Hill B&B in Orange, VA. I had been extremely excited about it, but I had no idea what we were in for. As we drove up the driveway lined with gas-lit lamps, the beauty of the house took my breath away. Walking into the house it felt like we were walking into a home of a close friend. It was warm, inviting, and smelled of incredible creations. Troy welcomed us and immediately filled our wine glasses and took us to our room. The room was immaculate: chandeliers, lovely linens, beautiful furniture, handmade soaps, and our personal favorite, the over-sized jetted tub. Breakfast both days was equivalent to our favorite swanky place in DC with very creative dishes that completely satisfied us. On Saturday we toured three vineyards with people from the B&B and had an amazing time. Troy picked out the vineyards for us to see and gave us vouchers for free tastings and food! That evening hor d'oeuvres, wine, and socializing with our new friends was wonderful. We walked to dinner where Kathleen had made reservations for us at Elmwood at Sparks and had the best filet mignon either of us had ever had. The quality was amazing and the prices were great! Our last morning waking up we were both a little sad that this amazing dream we were both having would soon come to an end. Thank you Kathleen and Troy for making our little romantic weekend getaway seem like an entire vacation far away from our busy everyday lives. We are already planning our next trip back!

  • Stayed December 2012, travelled as a couple
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Helpful?
1 Thank Kate D
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Level Contributor
25 reviews
9 hotel reviews
common_n_hotel_reviews_1bd8 16 helpful votes
Reviewed 16 December 2012

We just got back from our Anniversary weekend and I couldn't type this review fast enough. My wife and I couldn't have asked for a single thing that Kathleen and Troy did not anticipate. We had an incredible time. My research showed reviews that were very positive but I could not have even imagined how great it would be. Our room was luxurious with every amenity we could need. The property was well manicured and immaculate. Their recommendations for dining and wine tastings were right on point. Our breakfast was perfect. I will definitely recommend the hospitality and warmth of Chestnut Hill B&B to all of our family!

Room Tip: Every room is fantastic. We had the room called Four Quarters which is the only one with a King siz...
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  • Stayed December 2012, travelled as a couple
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Helpful?
1 Thank Fvf2588
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Williamsburg, Virginia
1 review
Reviewed 27 November 2012

We so enjoyed our stay at this beautiful inn on so many levels. But, Kathleen and Troy are the primary reason that Chestnut Hill is such a tremendous delight! Their attention to every detail, the way they accommodate each guest and cater to their individual needs, and most noticably, their genuine warmth. We appreciate them for all of it and we could not have spent our 2nd anniversary in a better place than in the comfort and charm of Chestnut Hill. Kathleen and Troy are the ultimate hosts of an ideal B&B. Cathy & Dana, Williamsburg, Virginia.

Room Tip: Each room has its own special features and charm.
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  • Stayed November 2012, travelled as a couple
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Helpful?
Thank cnaylor2222
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
1 review
Reviewed 25 November 2012

I booked a romantic getaway for my husband and I. Chestnut Hill was perfect. The inn was amazingly beautiful. The owners were friendly and professional. The food was the best we have ever eaten. Every detail was planned carefully. The full service was awesome. We will definitely come visit again. Chestnut Hill is an amazing experience.

  • Stayed November 2012
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Helpful?
Thank jdcunning
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Virginia Beach, Virginia, United States
2 reviews
Reviewed 13 November 2012

we stayed there this last weekend and had an outstanding time. the service was great and people where friendly. easy to find and the owners where more then helpfull with tipes and directions that helped plan our weekend get away.

  • Stayed November 2012, travelled as a couple
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Helpful?
Thank Roman B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Washington, DC
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
Reviewed 8 November 2012

Kathleen & Troy treated us like family! Comfortable and informal. The food was great and our whole stay was warm and inviting. We truly enjoyed our anniversary weekend at Chestnut Hill. Having never been to the Montpelier Hunt Races (or any other race for that matter) the day was a real treat. The set up on the rail was perfect! All of the guests felt like old friends. The "family" style breakfast was decadent - now if my husband would just make Grand Mariner French Toast stuffed with Italian Marscapone everyday!!!

  • Stayed November 2012, travelled as a couple
    • Value
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    • Rooms
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Helpful?
1 Thank Tyler C
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

Property: 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 #2 of 8 B&Bs / Inns in Orange
Price Range (Based on Average Rates): £££
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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