We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

“Amazing Hospitality and Super Friendly Laid back Atmosphere, We Absolutely Loved it and will be back very soon”

Best prices for -
Check In dd/mm/yyyy Check Out dd/mm/yyyy
Prices are for 1 room, 2 adults
Show Prices
Compare best prices from top travel sites
and 5 more sites!
Chestnut Hill Bed & Breakfast Inn
Ranked #1 of 7 Orange B&B and Inns
Certificate of Excellence
Reviewed 1 September 2010

Wow!



What a treat! We have never been to a B&B and we didn’t know what to expect. What a surprise! The house is gorgeous and they made us feel so welcome and comfortable. We loved the outdoor patio as well. The food and entertainment was wonderful. We will definitely be back.

  • Stayed: August 2010, travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Thank mcjmu
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Write a ReviewReviews (321)
Traveller rating
Traveller type
Time of year
Language

281 - 287 of 321 reviews

Reviewed 1 September 2010

Outstanding, fabulous, wonderful are several words that start to describe Chestnut Hill!! The attention to detail far surpasses any expectations. We were recommended by a friend and can’t wait to thank him. We appreciated the kindness and quality time spent with Troy & Kathleen. The “no skimp” attitude with respect to food and beverages takes Chestnut Hill to the next level… out of this world!!!

We look forward to our next visit...

  • Stayed: August 2010, travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Thank MagicMan07
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 27 August 2010

Outstanding! Kathleen and Troy provided the most delightful experience we have ever had. The décor, the food, the amenities and the company were all outstanding. We will return and we will be bringing our friends!

  • Stayed: August 2010, travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Thank Nan1957
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 23 August 2010

If you are looking for an AWESOME getway of excellent service, food, atmosphere and hospitality THIS is the place to go. When arriving at Chestnut Hill you are overtaken with the gorgeous grounds. The flower gardens, statues, koi pond and the amazing views are just breath taking. The beautiful patio was the perfect place for afternoon drinks or just relaxation. Upon our arrival we were greeted by Kathleen and Troy, the most personable and gracious Innkeepers you will ever meet. The minute you walk into their Inn they make you feel right at home. Chestnut Hill is elegantly decorated, very spacious, comfortable and relaxing. Kathleen made sure we had just the right drinks for the evening. Troy made the most appetizing hordevures you will ever eat. YUM! We stayed in the luxurious Bridal Suite that evening. The bedroom was beautifully decorated and very spacious. The bed had amazing linens and was very comfy! The next morning we woke up to freshly brewed coffee and a delicious breakfast fit for a king.
I also might add this would be the most georgous sitting for an outdoor wedding. When our daughter and son get married this will definitely be the place we choose. The beautiful columns and fountains in the background would make the perfect setting for awesome wedding pictures.
This was our first visit, but not our last. Everyone should experience Chestnut Hill! .You will not be disappointed.

  • Stayed: June 2010, travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Thank lgsimms1
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 19 August 2010

What a wonderful weekend! This historic home was simply amazing! The hospitality and kindness demonstrated by the owners was warm and genuine. Our experience here completely exceeded our expectations. We highly recommend the Chesnut Hill B & B. This was a first class weekend!

  • Stayed: August 2010, travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Thank KathrynSRB
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 12 August 2010

What a truly awesome experience! We enjoyed the hospitality so much that we can’t wait to return. This was our first bed and breakfast stay and thanks to Troy and Kathleen, it will definitely not be our last.

Mike & Sharon

  • Stayed: August 2010, travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
Thank 757vipcard
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 11 August 2010

We found Chestnut Hill through our Barter group and it was the perfect answer to my prayers for what to do for our 20th anniversary. I spoke with Troy and Kathleen several times on the phone, planning special surprises for my husband, and answering their questions about our tastes. I felt like we were friends before we even arrived.
We stayed from Tuesday - Friday and three nights was just the right amount to be spoiled rotten by their cooking and hospitality.
Mornings start with coffee as early as you want, and breakfast was served around 8:30 but they are very flexible to your plans. Grand Marnier french toast, baked eggs, asparagus, fresh fruit, Virginia baked ham, grits and fresh squeezed oj were just some of the amazing breakfast treats prepared for us.
After breakfast, you can hang out on the backporch and enjoy the butterfly garden and fountain, walk in historic Orange or hit the road for Montpelier or Monticello. Afternoons are best suited for the wine tastings in the area. We highly recommend Barboursville which we did with a picnic lunch as part of our package.
When you return, head to the basement where you can curl up on a leather couch with a book and a glass of wine & jazz music playing in the background from their entertainment center. Around 5-5:30 Troy will bring down a delectable appetizer selection - cheese, meats, fruit, crackers. Heavy hors d'oeuvres were included in our package so we also had crab dip, london broil and perfectly steamed shrimp. So much food we didn't need to go out to dinner afterwards. Although for our actual anniversary, we chose to go to Foti's as per Troy's recommendation and we were treated wonderfully on our special day.
I've saved the rooms for last - wow! There are 8 to choose from, only two on each floor. We stayed in Alexander Daley's Master Suite - can I say "Wow!" again! Fabulously decorated, extremely spacious and the bed is amazing! Phenomenal shower, huge bathroom and more than enough closet space. Each room also has a tv but who needs a tv???
Kathleen was very attentive to adding special touches - champagne, rose petals, candles, chocolates, & remembered that I'm a tea drinker. We felt right at home...but in a much nicer home!
If you can't bear to make a total break from reality, wireless internet is available in all the rooms and there is a public computer you can use in Troy's office.
Obviously, we thoroughly enjoyed our stay. Thanks to Kathleen and Troy & our Barter group, our 20th anniversary celebration was more than I imagined it could be!

  • Stayed: August 2010, travelled as a couple
    • Value
    • Location
    • Sleep Quality
    • Rooms
    • Cleanliness
    • Service
1  Thank bdaygirl
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Hotels you might also like...
Also consider these accommodations in or near Orange
2.6 mi away
The Inn at Willow Grove
0.5 mi away
Mayhurst Inn
Mayhurst Inn
#4 of 7 in Orange
321 reviews
0.4 mi away
Holladay House Bed and Breakfast
Show Prices
Show Prices
Show Prices
2.6 mi away
Inn at Westwood Farm
Inn at Westwood Farm
#3 of 7 in Orange
265 reviews
15.3 mi away
Walden Hall
Walden Hall
#1 of 6 in Culpeper
192 reviews
0.1 mi away
Inn on Poplar Hill
Inn on Poplar Hill
#5 of 7 in Orange
246 reviews
Show Prices
Show Prices
Show Prices

Been to Chestnut Hill Bed & Breakfast Inn? Share your experiences!

Write a Review Add Photos & Videos

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 7 B&Bs / Inns in Orange
Price Range: £137 - £187 (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 
Reservation Options:
TripAdvisor is proud to partner with Expedia, Hotels.com, getaroom.com, TripOnline SA, Ebookers, Evoline ltd, 5viajes2012 S.L. and Travel Republic (UK) so you can book your Chestnut Hill Bed & Breakfast Inn reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing