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.
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
29/10/2017 30/10/2017
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    Chester Bed & Breakfast

    243 James River Rd, Scottsville, VA 24590-3822
    Lowest prices for your stay
    29 Oct. 30 Oct.
    Our online travel partners don't provide prices for this accommodation, but we can search other options in ScottsvilleSee available hotels in Scottsville
    Traveller (8)
    Room & Suite (3)
    Dining (2)
    • Excellent95%
    • Very good5%
    • Average0%
    • Poor0%
    • Terrible0%
    Travellers talk about
    “jean and craig” (21 reviews)
    “white oak” (2 reviews)
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Non-Smoking Rooms
    Room Service
    All hotel details
    29 Oct.30 Oct.
    1 room, 2 adults, 0 children
    We're sorry, there are no rooms available on TripAdvisor. Please change your dates, or view all Scottsville hotels with availability
    Write a Review
    Reviews (40)
    Traveller rating
    Traveller type
    Time of year

    1 - 5 of 40 reviews

    Reviewed 1 November 2016

    Stayed here in the White Oak room for a weekend of touring presidential homes. The location was about 15 miles from Monticello (Jefferson) and Highland (Monroe). Montpelier (Madison) was approximately 40 miles away. The location was good - not too far from the sites. The...More

    Thank Margaret M
    Reviewed 3 October 2016

    My wife and I spent a lovely weekend at the Chester as a birthday getaway for my wife, and it was just what we were looking for. Jean and Craig (and Trixie!) are welcoming and gracious hosts, and the accommodations were perfect. We were in...More

    Thank Simon C
    Reviewed 6 January 2016 via mobile

    My husband and I stayed at Chester this holiday season and I can't rave enough about our wonderful trip. Jean and Craig were gracious hosts who welcomed us into their beautiful home and treated us like family. Our room was comfortable and inviting with a...More

    Thank Chelsea S
    Reviewed 9 December 2015

    Our daughter Nicola had heard lots of great comments about Chester b&b and booked us in for a week.We stayed in a beautiful room in the main house for two nights.When the cottage came free we moved there. What a lovely place with bedroom,bathroom,kitchen and...More

    Thank Mcgoffsontour
    Reviewed 12 November 2015

    My boyfriend Michael and I stumbled upon the Chester this past weekend while passing through the area. From the moment we arrived, Jean, Craig, and their awesome dog Trixie welcomed us to their home. The room was quietly tucked in the back of the home,...More

    Thank Ashley S
    Best Western Plus Waynesboro Inn & Suites Conference Center
    701 reviews
    #1 of 9 hotels in Waynesboro
    Doubletree by Hilton Charlottesville
    1,399 reviews
    #12 of 35 hotels in Charlottesville
    Oakhurst Inn
    481 reviews
    #3 of 35 hotels in Charlottesville
    Sleep Inn & Suites Monticello
    256 reviews
    #20 of 35 hotels in Charlottesville
    • Top amenities
    • Free Parking
    • Breakfast included
    • Free High Speed Internet ( WiFi )
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Room amenities
    • Air Conditioning
    • Refrigerator in room
    • Price range
    • USD 195 - USD 270 (Based on Average Rates for a Standard Room)
    • Room types
    • Non-Smoking Rooms
    • Number of rooms
    • 6
    • Location
    • United States >
    • Virginia >
    • Scottsville
    Add Photo Photos
    Traveller (8)
    Room & Suite (3)
    Dining (2)
    Hotel & Grounds (6)
    Business Centre & Event Rooms (1)
    Doubletree by Hilton Charlottesville
    1,399 reviews
    33.03 km away
    Sleep Inn & Suites Monticello
    256 reviews
    22.88 km away
    Best Western Plus Waynesboro Inn & Suites Conference Center
    701 reviews
    48.03 km away
    Oakhurst Inn
    481 reviews
    25.18 km away
    Nearby Restaurants
    The Smoke House Grille
    79 reviews
    .81 km away
    Amicis Italian Bistro
    65 reviews
    .92 km away
    Tavern on the James
    136 reviews
    .98 km away
    Baine's Books & Coffee
    15 reviews
    .83 km away
    Nearby Attractions
    James River Reeling and Rafting
    29 reviews
    1.24 km away
    Cunningham Creek Winery & Farm Store
    20 reviews
    15.18 km away
    Walton's Mountain Museum
    192 reviews
    17.64 km away
    James River Brewery
    31 reviews
    .78 km away
    Questions & Answers
    Get quick answers from Chester Bed & Breakfast staff and past guests.
    Note: your question will be posted publicly on the Questions & Answers page.
    Posting guidelines
    Room Tips
    "White Oak room on the 2nd floor is perfect for privacy as it is separated from other rooms"
    Read review
    "The cottage is our pick"
    Read review
    "The host/hostess will help you choose a room depending on your style, large and spacious or small and cozy."
    Read review
    "The rooms on the upper level are probably quieter, as would be the guest cottage. You can hear guests above..."
    Read review
    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