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Chester Bed & Breakfast

243 James River Road , Scottsville, VA 24590 USA (Show map)
4 Reviews
$195 - $270
per night

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Whether you seek a quiet getaway, a business trip respite, a memorable reunion or an elegant wedding, Chester Bed & Breakfast provides the perfect setting. Chester, located close to historic Charlottesville, Virginia, is a gracious bed and breakfast with the elegant charm befitting an English country inn. The house and grounds provide an intimate and private setting for luxurious comfort and relaxation, and the owners have the art of gracious service perfectly mastered. Guests will enjoy Chester’s lovely rooms and private baths, woodburning fireplaces, spacious porches and landscaped grounds, as well as nightly turndown service and elegant gourmet breakfasts each morning. Chester Bed & Breakfast also offers a wonderful venue for outdoor weddings and commitment ceremonies, as well as wedding planning and other services to ensure that your special day is perfect. Located conveniently near Charlottesville and the University of Virginia, our historic Inn has provided special wedding memories for years. Whether you are located in Fork Union, Scottsville, Charlottesville, or anywhere else in Central Virginia, Chester Bed & Breakfast takes great pride in making all of your wedding dreams come true. We are also the perfect place for smaller destination celebrations.

Rooms & Rates

American Holly

Nestled off of the library in the North wing of the house, this room is spacious and inviting, with two comfortable wing chairs by the wood burning fireplace for reading and visiting. Fall asleep to the gentle sound of the garden fountain, and step onto the patio from your own private entrance for an early morning walk or a cup of coffee by the pond. All of our rooms have private baths.

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

Tulip Poplar

With a four-poster bed facing the wood burning fireplace, this room is perfect for a romantic getaway. Enjoy views of the garden pond, and relax with a glass of wine or cup of coffee in the Southern rockers on the adjacent North Porch. Two wing chairs surround the fireplace for conversation, reading, or relaxing. A spacious private bathroom completes the room.

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


A sumptuous chaise lounge next to the wood burning fireplace and a romantic four-poster wrought iron bed make this a cozy and inviting space to unwind. The private bath has a large glass-enclosed shower. Overlooking the back lawn, it's the perfect room for stress-free relaxation.

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

White Oak

This spacious, light-filled second-floor room overlooks the 300-year-old oak tree on the front lawn and much of the Chester grounds through its four original large windows. A favorite with bridal and anniversary couples, this secluded room sits in the South wing of the house and features a sitting area, writing desk, and spacious bathroom.

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


Overlooking the front lawn, this second-floor room has a beautiful and private view from the four-poster bed. Two wing chairs surround the wood burning fireplace, and the spacious bathroom overlooks the 300-year-old majestic oak tree through a privacy shade.

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

The Cottage Suite

Our Cottage Suite provides a private and peaceful environment for relaxation. The warm and inviting sitting room is a cozy place to relax in front of the gaslight fire, enjoy a movie on a flat-screen television, or play a game of cards. The kitchenette is equipped with a refrigerator and microwave. The writing desk in the large bedroom overlooks the back lawn and woods and the four-poster bed is the perfect place to end your day. In the morning, relax in the rocking chairs on your private porch with a cup of coffee or tea before joining us in the dining room for breakfast.

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

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  • Guest room4.8
  • Service4.8
  • Value4.5
  • Cleanliness4.8
  • Dining5

Score Breakdown based on
4 Reviews

Write A Review

a perfect get-away

5 on July 18, 2014

My husband and I were married here. It is a wonderful place to just relax or for a celebration. The hospitality and accommodations are second to none! We highly recommend...

Beautiful rooms, delicious food, relaxing stay

5 on July 27, 2011

Chester was a great place to stay while we explored Charlottesville and Virginia "wine country." Our room was beautiful, the bed was so comfortable, and the porch and pond were great for sitting and drinking wine (and coffee in the morning). We also had a delicious four-course dinner with wine. Romantic and relaxing. A group of women were checking in when we left for their annual Chester weekend ... we're going to try to get some friends together and do the same thing next year!

Peaceful and luxurious

5 on October 29, 2010

We were looking for a relaxing weekend getaway, and couldn't have been more delighted to have found Chester! Our room was beautiful, the bed was incredibly comfortable, and the breakfasts were decadent. We took walks around the inn with cups of coffee each morning, and explored Charlottesville and some wineries during the day. The innkeepers took wonderful care of us without "hovering." We left completely relaxed and rejuvenated and have already booked for next year. Don't miss this place.

A Jem

4.0 on July 05, 2010

Jean and Craig are great hosts. The 1847 home and grounds are beautiful. Highly recommended.

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Location Type

Scottsville, Countryside, Mountains, Small town, Wine country


Charlottesville, VA (CHO-Charlottesville-Albemarle) 35 miles

Area Attractions

Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Nature area, Picnic area, River, Vineyard, Winery

Inn Details

Establishment type

Private Home Bed and Breakfast

On-site amenities

Piano, Telephone, Wedding Facilities

Room amenities

Air conditioning, Alarm clock, Amenities Basket, Board games, In-room internet, Fireplace, Hairdryer, Library, Turndown Service, Wi-Fi

On-site activities

Bird watching, Canoeing, Fishing, Hiking trails, Shopping, Sight-seeing

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  • Check In:: 4 PM
  • Check Out:: 11:00 AM
  • Open All Year Round: Yes
  • Smoking Allowed: Limited
  • Drinking Allowed: Yes
  • Suitable For Children: Limited
  • Guest Pets Allowed: No

Terms and Conditions

  • Cancellations: Full refund with ten days notice. For cancellations with less than ten days notice, deposits will be refunded if the Accommodations can be rebooked.



Jean and Craig

Languages spoken


Resident Pets


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  • Time Served: As needed $25,
  • Serving Location: Dining Room

Special meal options

Restrictive , Vegetarian , by request

Details Diamond Collection

243 James River Road , Scottsville, VA 24590 USA (Show map)

Property highlights

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