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Chestnut Hill Bed & Breakfast

236 Caroline Street , Orange, VA 22960 USA (Show map)
4.9
463 Reviews
$179 - $295
per night

Check Dates

BedandBreakfast.com Diamond Collection

Professionally Inspected & Certified

About

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.

Rooms & Rates

Alexander Daley's Master Suite

ALEXANDER DALEY'S MASTER SUITE - One of Chestnut Hill’s favorites… Majestically appointed with only the finest furnishings and décor. Overlooking the front garden and formal fountain with a view of the quaint town of Orange. Queen size four poster, pillow-top bed dressed in triple-sheeted superior quality cotton sheets and deluxe down pillows and comforter; Lush, cozy spa robes and oversized luxurious bath sheets are a perfect accompaniment to your relaxing spa bath; Two gas fireplaces; Walk-in closet; 32” HD flat-screen television; Romantic chandelier lit private bath with gas fireplace, two-person Jacuzzi tub, his & her porcelain dual saucer sinks mounted on a handsome acacia wood dressing table imported from India, exhilarating multi-spray shower, and custom designed tile throughout.

  • Maximum Capacity: 2

Emily Macon's Bridal Suite

EMILY MACON’S BRIDAL SUITE - Surround yourself with pure luxury, comfort and uncompromised service at every corner on your wedding day with only the finest of furnishings and delicate bridal décor. Overlooking the front formal gardens and cascading fountain with a view of the quaint town of Orange. Queen size exquisitely carved four-poster, pillow-top bed dressed in superior quality triple-sheeted cotton sheets and deluxe down pillows and comforter; Lush cozy spa robes and oversized luxurious bath sheets; Dressing table with lighted make-up mirror; Double closet; Separate living area with 42” HD flat-screen television in living quarters and finely detailed wet bar with complimentarily stocked refrigerator; Enjoy the extravagance of the romantic private bath with lavish claw-foot tub and separate glass enclosed shower adorned with superior quality personal amenities and luxurious bath sheets. Magnificent custom designed tile throughout.

  • Maximum Capacity: 2

Four Quarters

FOUR QUARTERS You'll just have to ask... Serenely lit room on the second floor overlooking the back gardens, fountain and scenic hillside of Chestnut Hill. This guest room is your destination for memorable Virginia weekend getaways. The custom duvet & draperies, seating area, and bath décor are adorned and furnished in a luxurious style. Perfect for a romantic get-away. •King size pillow-top bed dressed in superior quality cotton sheets and deluxe down pillows and comforters •Lush, cozy spa robes •32" mounted HD flat screen television •Double closet •Private bath with custom porcelain tile •Seating area

  • Maximum Capacity: 4

Ask Anna

ASK ANNA - When in doubt... This room is situated in our lower level multi-media entertainment area and is adorned with Imported Mahogany Hardwood floors, luxurious rich gold and burgundy décor and elegantly hand-painted furnishings. Just step outside your room and enjoy the bar area or watch a movie on our 60” plasma television. The private bath has a Jacuzzi tub and separate glass enclosed shower. The chandelier-lit bathroom has exquisite custom tile with copper accents and oversized porcelain pedestal sink and Jacuzzi tub. Queen size, pillow-top bed dressed in Superior quality cotton sheets and deluxe down pillows and comforter; Lush, cozy spa robes and oversized luxurious bath sheets are a perfect accompaniment to your relaxing spa bath; 32” HD mounted flat screen television; Luxuriously appointed private bath with custom tile and two-person Jacuzzi tub; Oversized pedestal sink.

  • Maximum Capacity: 2

Pink Serendipity

PINK SERENDIPITY - The faculty of making fortunate discoveries by accident. Romantically secluded on the third floor of Chestnut Hill it reveals the original brick work of the chimney that was raised in the 1870’s when the mansard roof was added. This softly lit room is graced with hardwood floors and ceilings and overlooks the back gardens and scenic hillside. Queen size pillow-top bed dressed in triple-sheeted superior quality cotton sheets and deluxe down pillows and comforter; Lush, cozy spa robes; 32” HD mounted flat screen television; Double closet; Private bath with custom porcelain tile; Oversized pedestal sink; Seating area.

  • Maximum Capacity: 2

Kate's Coincidence

KATE’S COINCIDENCE - Situated just off our lower level multi-media entertainment area and offers a commercial chair lift situated just outside the quarters that is conveniently accessible to the driveway and designated parking. Just step outside your room and enjoy the bar area or watch a movie on our 60” plasma television. Beautifully decorated and furnished, this room is also equipped with safety bars and other amenities that make it equally enjoyable for our guests with special needs. Please ask us for more details about our dedication to accommodating guests with medical requirements and our commitment to the American’s with Disabilities Act. Queen size, pillow-top bed dressed in superior quality cotton sheets and deluxe down pillows and comforter; Lush, cozy spa robes; 27” HD mounted flat screen television; Luxuriously appointed private bath with custom roll- in shower and five foot turn around for wheelchair accessibility.

  • Maximum Capacity: 2

Check Dates

Reviews

Overall
4.9

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  • Guest room4.9
  • Services5.0
  • Value4.9
  • Cleanliness5.0
  • Dining5.0

Score Breakdown based on
463 Reviews

Write A Review

Superb

5 on July 08, 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 the local attractions. This was a very relaxing, enjoyable stay.


Our Anniversary Trip

5 on May 11, 2014

Chestnut Hill Bed and Breakfast is the best place to visit for a little relaxation! Troy and Kathleen made our stay perfect in every way. The atmosphere and warm greeting was outstanding. Our room was comfortable and so charming.


My Eldest Son's Wedding Event

5 on April 21, 2014

What a truly delightful weekend! Everything about this B&B is elegant in a very, very quaint, relaxing and simplified way. The rooms, the decor, the landscaping, the meals,... All of it combined to make unforgettable memories I shall cherish forever! I'm so delighted my son and daughter-in-law chose this beautiful and elegant B&B setting for their wedding celebration! I can't wait to tell everyone I know about my weekend at Chestnut Hill and I am already planning to return.


Perfect retreat

5 on April 09, 2014

This was my first time going alone to a B&B for a mini "retreat." The Chestnut Hill B&B proved to be the perfect place. Kathleen and Troy are gracious hosts who make you feel comfortable and at home. Troy's delicious lobster bisque was an outstanding way to begin my stay. The breakfast was delightful, and the room was lovely and very spacious. Kathleen even delivered wine, the bisque and the next morning, the breakfast to my room so I could enjoy some much needed quiet alone time. I can't say enough about my wonderful stay here. I hope to be back soon!


Wonderful Stay

4.6 on March 16, 2014

We had a lovely stay at Chestnut Hill this past week! We stayed in Ask Anna and were thrilled with the spacious, luxurious, and comfy room! The only thing that could have made the room better is if the heat had been turned up just a tad, but with this crazy weather it's hard to know what temperature to set things at. The food was excellent, the staff helpful and pleasant, and Kathleen and Troy were great at meeting are requests and activities! Thank you to everyone at Chestnut Hill for making our stay perfect!


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Location

Location Type

Countryside, Mountains, Small town, Wine country

Airport

Charlottesville, VA (CHO-Charlottesville-Albemarle) 25 miles

Directions to property:

Take the US-250 exit, EXIT 124, toward SHADWELL/CHARLOTTESVILLE and turn RIGHT onto RICHMOND RD/US-250 E. Travel approximately 2 miles. Stay STRAIGHT to go onto LOUISA RD/VA-22 and continue to travel approximately 5.5 miles. Stay STRAIGHT to go onto GORDONSVILLE RD/VA-231. Continue to follow VA-231 N for approximately 9.6 miles. Enter next roundabout and take 2nd exit onto US-15 N and travel 8.4 miles to first traffic light. DO NOT proceed through traffic light intersection. The entrance to Chestnut Hill B&B is on the left JUST before this traffic light intersection

Area Attractions

Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Live Music, Museum, National/State parks, Nature area, Performing Theater, Picnic area, Religious Services, River, Rodeo, Ruins, Ski area, Vineyard, Winery

Inn Details

Establishment type

Bed and Breakfast, Historic Inn

On-site amenities

Board games, CD player, Ceiling fans, Computer, Copier, DVD Player, In-room internet, Desk, Fax Machine, Fireplace, Hot tub/whirlpool tub, Internet Service, Library, TV Video games, Telephone, VCR, Videos, Washer/dryer, Wedding Facilities, Wet bar, Wi-Fi , Koi Pond with Waterfall, Outdoor Water Fountain Feature, Social Area with 62 inch Entertainment Center, Bridal Suite, Business Center, Library

Room amenities

Air conditioning, Alarm clock, Amenities Basket, Bath robes, Hairdryer, Radio, Satellite/Cable TV, TV, Turndown Service

Check Dates

Policies

  • Check In:: 4:00 - 6:00 p.m
  • Check Out:: 11:00 a.m.
  • Open All Year Round: Yes
  • Smoking Allowed: Limited
  • Drinking Allowed: Yes
  • Suitable For Children: Supervised & well behaved children of all ages are welcome.
  • Guest Pets Allowed: Limited You are welcome to enjoy our two resident lap dogs.

Terms and Conditions

  • Minimum Stay: Two night minimum for weekends, holidays and special events
  • Deposit Amount Required: Reservations are made with a 50% Deposit. Balance is due upon arrival. All payments made by check must be received at least seven days prior to check in.
  • Cancellations: Refunds, minus a $25.00 cancellation fee, will be provided if cancellation request is received at least 10 days prior to arrival date. Deposits are not refundable unless the room is rebooked.

Innkeepers

Name(s)

Kathleen & Troy Ayers

Languages spoken

English

Check Dates

Meals

Breakfast

Full

  • Time Served: 9:00 a.m.
  • Serving Location: Dining Room, Guest room

Special meal options

Low fat , Restrictive , Vegetarian


Details

BedandBreakfast.com Diamond Collection

236 Caroline Street , Orange, VA 22960 USA (Show map)

Property highlights


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