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Bed&Breakfast Diamond Collection

Chestnut Hill Bed & Breakfast
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  • Bed&Breakfast Diamond Collection

    An exclusive of professionally inspected and guest-reviewed luxury inns with extensive modern amenities.

    Inspector Insights

    Welcoming innkeepers; uncluttered, elegant accommodations combine period charm and modern amenities; delicious breakfasts and delightful social hour.

    Inn Details

    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.

    Innkeeper Information


    Features

    Type:

    • Historic Inn

    • Bed and Breakfast

    Property Noted For:

    • Antiques/decor

    • Business travel

    • Christian Travel

    • Family Travel

    • Gourmet food

    • Group events

    • Honeymoons

    • Luxury

    • Nature

    • Peaceful getaway

    • Romantic escape

    • Weddings

    Amenities

    Guest Room:

    • Air conditioning

    • Alarm clock

    • Amenities Basket

    • Bath robes

    • Hairdryer

    • Radio

    • Satellite/Cable TV

    • TV

    • Turndown Service

    On Site:

    • Board games

    • CD player

    • Ceiling fans

    • Computer

    • Copier

    • DVD Player

    • In-room internet<br />

    • 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

    Other Amenities:

    • Koi Pond with Waterfall

    • Outdoor Water Fountain Feature

    • Social Area with 62 inch Entertainment Center

    • Bridal Suite

    • Business Center

    • Library

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    Nightly Rate

    $179 - $295

    Policy

    Reservation Policy

    • Check in: 4:00 - 6:00 p.m    Check out: 11:00 a.m.

    • 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.

    • Open all year round: Y

    General Policies

    • Smoking allowed: Limited

    • Guest pets allowed: Limited

    • Drinking allowed: Yes

    • Drinks available: Y

    • Children allowed: Supervised & well behaved children of all ages are welcome.

    • Suitable for children: Yes

    • Childcare provided: No

    Discount type

    • Active Military & Retired Veterans
      Percent off: 10% Days required: 2

    • Senior Citizens - 65 & Over
      Percent off: 10% Days required: 2

    • Single Occupancy - Weekday Business Travelers
      Percent off: 10% Days required: 1

  • Breakfast

    • Type: Full

    • Time Served: 9:00 a.m.

    • Serving location: Dining Room, Guest room

    Complimentary Perks

    • Afternoon Tea

    • Dessert

    • Fruit

    • Non-alcoholic Beverages

    • Wine/Cheese Plate

    Special meal options

    • Low fat

    • Restrictive

    • Vegetarian

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  • Location Type

    • Countryside

    • Mountains

    • Small town

    • Wine country

    City

    • Town of Orange

    • Distance to city: 0 miles

    • Directions to property:
      From the North: (DC, Baltimore, Northern Virginia) Travel South on I-95 into Virginia to VA-3 west via exit number 130B towards Culpeper. Proceed approximately 13 miles and turn left on onto VA-20/CONSTITUTION HWY. Continue to follow VA-20/CONSTITUTION HWY 22 miles to the second traffic light. This traffic light is the intersection of US-15/CAROLINE ST/VA-20. From this intersection you can see Chestnut Hill Bed and Breakfast Inn. At this intersection, turn left onto US-15/CAROLINE ST/VA-20 and then make an IMMEDIATE first right into our driveway.

    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

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    • Overall 
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    • Services 
    • Value 
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    Write a review

    Beautiful... worth every penny!

    About the reviewer

    • Between 36-45 years old

    • Stays at B&Bs once a year

    • Typically stays in moderate lodging

    • Was travelling for a weekend getaway

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    Truly the best B&B experience we've had! The home is amazingly decorated yet very comfortable. Luxury bed and linens were greatly appreciated on a cold night in February. The owners were gracious and wonderfully accommodating.

    Lovely Weekend

    About the reviewer

    • Between 26-35 years old

    • Almost never stays at B&Bs

    • Typically stays in premium lodging

    • Was travelling for a weekend getaway

    • Overall 
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    We really enjoyed our stay at Chesnut Hill-the home was beautiful and the home looks even better than the photos. We enjoyed the little touches such as a daily happy hour and bath salts in our room (we stayed in Ask Anna suite). Kathleen and Troy are very accomodating and you will not be disappointed!

    Over the Top!

    About the reviewer

    • Between 45-55 years old

    • Frequently stays at B&Bs

    • Typically stays in premium lodging

    • Was travelling on business

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    "Over the Top" is a great catch phrase for this Inn not only because it sits on top of a hill with a stately presence and view of the town below, but mostly because the experience is so luxurious it really is "over the top." The Innkeepers, Troy and Kathleen, think of everything, and do everything to make you feel pampered, but in the comforts of being right at home. An unforgettable visit!

    Perfect Place for a Honeymoon!

    About the reviewer

    • Between 36-45 years old

    • Stays at B&Bs once a year

    • Typically stays in moderate lodging

    • Was travelling on vacation

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    • Services 
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    My wife and I wanted a honeymoon somewhere within driving distance from home. We did not expect to find a place so beautiful and close with so much to offer. Kathleen and Troy went out of their way to ensure we were completely comfortable and always with a smile. The breakfasts were amazing, unique and made from scratch. This was, by far, the perfect place for a honeymoon

    Chestnut Hill B&B is a great getaway!

    About the reviewer

    • Between 26-35 years old

    • Stays at B&Bs twice a year

    • Typically stays in premium lodging

    • Was travelling for a weekend getaway

    • Overall 
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    My friend and I were looking for a B&B to stay during a weekend of winery-hopping, and Chestnut Hill was a perfect choice! It was only 20 mins away from the wineries and it is a beautiful property! The bed was extremely comfortable and the breakfast was chef-quality - we had a crab cake eggs benedict one morning and amazing french toast the second morning. The best part, however, was the hospitality of the owners. They greeted us with wine at check-in and printed directions for the wineries and dining. Their suggestions were very helpful in making our stay memorable. I highly recommend Chestnut Hill!

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Award Winner: 2011 - 2012
Award Winner: 2010 - 2011