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  • 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 32” 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.
    Bridal Suite Bathroom with Claw Foot Tub and Jetted Shower Head. Enjoy a hot bubble bath while overlooking the quaint town of Orange from your top floor window.
    ASK ANNA 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; - 27” HD mounted flat screen television; - Luxuriously appointed private bath with custom tile and two-person Jacuzzi tub; - Oversized pedestal sink.
    Luxurious Jacuzzi Tub and Jetted Shower. Custom Porcelain Tile with Copper Accents.
    Library
    THE ALEXANDER DALEY MASTER SUITE One of Chestnut Hill’s favorites… Majestically appointed with only the finest furnishings and period 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.
    Alexander Daley's Master Suite Bathroom with Cozy Fireplace and Luxurious Two Person Jacuzzi Tub and Multi-Jetted Shower.
    Alexander Daley's Master Bedroom
    FOUR QUARTERS

You’ll just have to ask…

This room is on the second floor and overlooks the back gardens, fountain and scenic hillside of Chestnut Hill. The silk bedspread, seating area and bath décor’ are adorned and furnished in a “French Country” style. Perfect for a romantic getaway. The luxurious king size, pillow-top bed is dressed in superior quality cotton sheets and deluxe down pillows and comforter;

-	Lush, cozy spa robes;
-	27” mounted HD flat screen TV;
-	Double closet;
-	Private bath with custom porcelain tile;
-	Separate seating area.

    Enjoy your breakfast in our sundrenched formal dining room.
    The grounds are meticulously manicured making Chestnut Hill the perfect setting for weddings, anniversaries, graduations, family reunions, corporate functions, and any other large outdoor event.
    All of our rates at Chestnut Hill include a full breakfast served each morning prepared in our state-of-the-art gourmet kitchen.
    PINK SERENDIPITY

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;
- 27” HD mounted flat screen television;
- Double closet;
- Private bath with custom porcelain tile;
- Oversized pedestal sink;
- Seating area.

    Relax on the back porch and enjoy the peace and quiet and the abundance of wildlife.
    Emily Macon's Bridal Suite Enjoy the comforts of the living area including a 50" flat screen television and kitchen area with complimentary stocked refridgerator.
    Parlor
    Enjoy a gourmet breakfast in the sun drenched dining room.
    • Nightly Rate $179 - $295
      ,
    • Reviews 417  
    • Rooms 6
    • Accepts Gift Cards

    • Address 236 Caroline Street
      Orange, VA 22960
      USA
    • Phone+1-540-661-0430
    • EmailContact Innkeeper

    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


    Standard

    1 Queen Beds, Private Bath, sleeps2
    Average Nightly Rate N/A Check Dates

    Professionally Inspected

    Diamond Collection Inspected and Certified

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

    Reviews

    Score Breakdown based on 417 Reviews

    4.9 out of 5
     
    • Guest room  5
    • Services  5
    • Value  5
    • Cleanliness  5
    • Dining  5

    Explanation of Our Ratings

      Outstanding
      Exceeded my expectations
      Met my expectations
      Okay, but below average
      Unsatisfactory
    Award Winner: 2012 - 2013
    Award Winner: 2011 - 2012
    Award Winner: 2010 - 2011
    5 out of 5
     

    Class act

    June 05, 2013

    This bed and breakfast is in a beautiful inn run by an extremely hospitable and welcoming couple. Beautiful decorating, delicious breakfast, and a warm feel make this inn an unforgettable experience.

    4.6 out of 5
     

    Enjoyable Experience.......

    June 03, 2013

    Kathleen & Troy were absolutely down home friendly. They maintain excellence throughout thier home and make you feel like you're home. Rooms were outstanding throughout. We look forward to our next stay......John & Susan D.

    5 out of 5
     

    Beautiful

    May 30, 2013

    A very classy and beautiful bed and breakfast. Everyone was very nice, and we had a wonderful stay. We will be going back again!

    5 out of 5
     

    Fabulous getaway.

    May 23, 2013

    Hospitality is unrivaled. The Ayers went the distance to ensure we had an enjoyable visit to the area.


    Location

    Innkeeper Information

    Innkeeper(s)

    Kathleen & Troy Ayers

    The innkeepers speak:

    • English

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  • Rooms & Rates

    • Nightly Rate $179 - $295

    Standard

    Standard Description

    • Maximum Capacity: 2
    • Bathroom Private Bath
    • Beds 1 Queen

    Nightly Rate
    (High/Low Season)
    N/A
    Check Dates

    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: Yes


    General Policies

    • Smoking Allowed: Limited

    • Guest Pets Allowed: Limited

    • Drinking Allowed: Yes

    • Drinks Available: Yes

    • 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

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  • Reviews

    Score Breakdown based on 417 Reviews

    4.9 out of 5
     
    • Guest room  5
    • Services  5
    • Value  5
    • Cleanliness  5
    • Dining  5

    Explanation of Our Ratings

      Outstanding
      Exceeded my expectations
      Met my expectations
      Okay, but below average
      Unsatisfactory
    Award Winner: 2012 - 2013
    Award Winner: 2011 - 2012
    Award Winner: 2010 - 2011
    5 out of 5
     

    Class act

    June 05, 2013

    This bed and breakfast is in a beautiful inn run by an extremely hospitable and welcoming couple. Beautiful decorating, delicious breakfast, and a warm feel make this inn an unforgettable experience.

    4.6 out of 5
     

    Enjoyable Experience.......

    June 03, 2013

    Kathleen & Troy were absolutely down home friendly. They maintain excellence throughout thier home and make you feel like you're home. Rooms were outstanding throughout. We look forward to our next stay......John & Susan D.

    5 out of 5
     

    Beautiful

    May 30, 2013

    A very classy and beautiful bed and breakfast. Everyone was very nice, and we had a wonderful stay. We will be going back again!

    5 out of 5
     

    Fabulous getaway.

    May 23, 2013

    Hospitality is unrivaled. The Ayers went the distance to ensure we had an enjoyable visit to the area.

    5 out of 5
     

    Can't praise them enough!

    May 22, 2013

    My husband and I got married here and our family stayed in all the rooms. Kathleen and Troy really are the best. I will never be able to go to another B&B without comparing it to them. Luxury doesn't describle this B&B. The property and house are beautiful and well maintaned. All their staff was so helpful and sweet. The breakfast is unbelieveably good. Everyone in our party had a great time and want to go back asap. There really are no words to describe how wonderful they are!

    5 out of 5
     

    We only stayed one night, but felt so refreshed after leaving, we were so pampered and everything was just wonderful!

    May 21, 2013

    We checked in and were given guest passes to 3 wineries. We enjoyed the drive and view as well as the wineries. Went back to Chestnut Hill where they had prepared a wonderful appetizer. We then dressed and went to Willow Grove for a nice dinner. The next morning we had a wonderful breakfast, we also enjoyed meeting and talking to the other guests at the table.

    4.8 out of 5
     

    Loved It!

    April 27, 2013

    Kathleen and Troy took care of all our needs. Would love to go back!

    5 out of 5
     

    April Wedding Weekend

    April 21, 2013

    The Chestnut Hill staff and innkerpers have customer service and attention to details down to a science. If we needed something, they were right there. I especially enjoyed the wonderful food and exquisite bedding. Wedding cupcakes in the hall to settle nerves, a seafood selection to set the special mood of the event. Troy was there to the last of the guests left and Kathleen was uppreparing a stuffed French toast for early Sunday departures. I can honestly say, our weekend wedding for our daughter and guests exceeded our expectations!


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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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  • Amenities

    Type:

    • Historic Inn

    • Bed and Breakfast

    Property highlights

    • Antiques/decor

    • Business travel

    • Christian Travel

    • Family Travel

    • Gourmet food

    • Group events

    • Honeymoons

    • Luxury

    • Nature

    • Peaceful getaway

    • Romantic escape

    • Weddings

    On-site

    • 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

    Guest room(s)

    • Air conditioning

    • Alarm clock

    • Amenities Basket

    • Bath robes

    • Hairdryer

    • Radio

    • Satellite/Cable TV

    • TV

    • Turndown Service

    Other

    • Koi Pond with Waterfall

    • Outdoor Water Fountain Feature

    • Social Area with 62 inch Entertainment Center

    • Bridal Suite

    • Business Center

    • Library

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  • 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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