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
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
27/8/2017 28/8/2017
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    Chestnut Hill Bed & Breakfast Inn

    236 Caroline St, Orange, VA 22960-1541
    Hotel website
    Save
    Best prices for your stay
    27/8/2017 28/8/2017
    Savings alert: 22% below average rate

    The price you found is 22% lower than this hotel's average rate of US$276/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    Lock in the lowest price from our partners
    US$216
    View Deal
    Traveller (80)
    Room & Suite (16)
    Dining (5)
    Doubletree by Hilton Charlottesville
    1,364 reviews
    #13 of 35 hotels in Charlottesville
     
    Holiday Inn Express Orange
    208 reviews
    #1 of 2 hotels in Orange
     
    Homewood Suites by Hilton Charlottesville
    904 reviews
    #1 of 35 hotels in Charlottesville
     
    Skyland
    2,261 reviews
    #1 of 1 hotels in Shenandoah National Park
     
    Overview
    • Excellent98%
    • Very good1%
    • Average0%
    • Poor1%
    • Terrible0%
    Travellers talk about
    “bridal suite” (18 reviews)
    “b b” (119 reviews)
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Non-Smoking Hotel
    Suites
    Concierge
    3.5 Star Hotel
    All hotel details
    Offers from Chestnut Hill Bed & Breakfast Inn
    {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_photo_carousel_hsx","moduleList":["handlers"],"divClasses":"prw_rup prw_ibex_photo_carousel_hsx","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"dust":{"nav_controls":"ibex_photo_carousel_hsx__nav_controls"},"template":"ibex_photo_carousel_hsx__widget"},"scriptFlags":null}
    Doubletree by Hilton Charlottesville
    1,364 reviews
    #13 of 35 hotels in Charlottesville
     
    Holiday Inn Express Orange
    208 reviews
    #1 of 2 hotels in Orange
     
    Homewood Suites by Hilton Charlottesville
    904 reviews
    #1 of 35 hotels in Charlottesville
     
    Skyland
    2,261 reviews
    #1 of 1 hotels in Shenandoah National Park
     
    Rooms
    27 Aug28 Aug
    |
    1 room, 2 adults, 0 children
    Standard Room

    Getting you more information on this room

    Free Cancellation
    Select
    Show Available Rooms
    Sorry, this partner no longer has rooms available on TripAdvisor. Please visit one of our 7 partner sites to see rooms from US$215.
    We're sorry, there are no rooms available on TripAdvisor. Please change your dates, or view all Orange hotels with availability
    Standard Room

    Getting you more information on this room

    Free Cancellation
    Select
    {"BOOKING_FEATURES": ["IB_STREAMLINED_SELECTED_ROOM","IB_NEW_REG_FLOW_INTERRUPTER","IB_SHOW_EMAIL_FOR_INSECURE_LOGIN","VISA_SPONSORSHIP_WEB","RCMS_INLINE_ROOM_GRID_MAX_OCC","IB_POST_BOOKING_LOGIN","IB_IRG_PERFORMANCE_METRICS","IB_IRG_MATCH_META","CHILDREN_SEARCH","IB_DW_INLINE_PASSWORD","ATTRACTIONS_REMOVE_PAYMENT_ADDRESS_FIELDS","IB_DW_CCNAME_WITH_AUTOCOMPLETE","IB_IRG_PERFORMANCE_METRICS_MOBILE","IB_BOOKNOW_CLEAN_WITH_ICON_SHORT_BTN","STORED_CARDS","IB_POST_BOOK_LOGIN_CTA","IB_PRICE_WINS_COPY","IB_DW_PROMPT_KNOWN_EMAIL","IB_PRICES_OUTSIDE_ROOM_BUTTON","IB_EXIT_INTERRUPTER","IB_SHOW_AMENITIES_AS_ICONS","IB_NEW_REG_FLOW","META_AIR","IB_INLINE_ROOM_GRID","IB_TIME_OF_STAY_PAYMENT_TYPES_V3","IBEX_HIGH_EQUITY_BRANDING","IB_PRICE_WINS_POST_TX","IB_BOOKING_FORM_FAVICON","IB_URGENCY_BLOCK","IB_NEW_REG_FLOW_POST_BOOK"] , "IMPRESSION_KEY": "2fa56c90c1cb44d69067413c2db81aac", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":1469131,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[32688517],"additionalContentIds":[],"pollCount":0,"checkin":{"day":27,"month":8,"year":2017},"checkout":{"day":28,"month":8,"year":2017},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":215,"entryCurrency":"USD","complete":false,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":null,"impressionKey":"2fa56c90c1cb44d69067413c2db81aac","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":216,"lowestMetaPrice":215,"additionalPartner":false,"highestMetaPriceDisplay":216,"roomsToVerify":[],"clazz":null},"summary":null,"unavailable":false,"metaOffers":[],"mismatchCheckModel":null,"totalMediaCount":0,"hotelPhotos":[],"noticeHeaderMessage":null,"moreProviders":null,"lowestPricePartner":null,"showAllRooms":true,"isMetaCheaper":false,"isBookingLessThanOrEqualToMeta":null,"avgHistoricalPrice":0.0,"avgHistoricalDisplayPrice":null,"expressBookState":{"hasFullTravelerInfo":false,"hasReducedBillingInfo":false,"hasFullBillingInfo":false},"highestMetaPrice":216,"lowestMetaPrice":215,"highestMetaPriceDisplay":216,"hotelName":"Chestnut Hill Bed & Breakfast Inn","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6IjJmYTU2YzkwYzFjYjQ0ZDY5MDY3NDEzYzJkYjgxYWFjIiwiQUlLIjoiNzI0Njg2ZWEyNDNiNGRhMWJjNWFhYzc3ODE5OTY1YWUifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","cheaperPricesExist":false,"enableLPF":false,"priceDropPercent":0,"canExpandRooms":false,"expandRoomsToAllPartners":false,"roomSelectionKey":null,"useSupplierDirectTreatment":false,"isSupplierDirect":false,"showProviderSeparator":false,"clazz":null,"seeMoreMessage":null,"seeMoreIFrameMessage":null,"isPricelineCom":false,"isPriceDrawerEnabled":false}, "ibAvailability": true, "metaAvailability": true, "topOfferIsIB": false, "numHacTries": -1, "checkIn": "27/08/2017", "checkOut": "28/08/2017", "lowestPrice": "US$215", "hasDates": true, "hacComplete": false, "contentIdMappings": {"109296339":"HotelsCom2IB","65730280":"Hotwire","79492936":"CheapTicketsEWS","32688517":"Expedia","78932636":"OrbitzEWS","53956893":"TravelocityEWS","78350369":"PricelineIB"}, "pollingEnabled": false, "preventScroll": false, "offerClickToken": null, "conditionalUpdate": false, "mightGetRooms": true, "divClasses": "ppr_rup ppr_priv_hr_inline_room_grid_hsx", "singlePartnerRoomGridWidget": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_room_grid_hsx","moduleList":["handlers","tracking"],"divClasses":"prw_rup prw_ibex_room_grid_hsx","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","tracking":"(ta.prwidgets.getjs(this,'tracking'))"},"dust":{"sub_header":"ibex_room_grid_hsx__sub_header"},"template":"ibex_room_grid_hsx__widget"},"scriptFlags":null}, "multiPartnerRoomGridWidget": null, "mismatchMessage": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_mismatch_message","moduleList":["handler"],"divClasses":"prw_rup prw_ibex_mismatch_message","js":{"handler":"(ta.prwidgets.getjs(this,'handler'))"},"dust":{},"template":"ibex_mismatch_message__widget"},"scriptFlags":null}, "maxRoomsToShow": 300, "isTablet": false, "roomGridRowWidget": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_room_grid_row_hsx","moduleList":[],"divClasses":"prw_rup prw_ibex_room_grid_row_hsx","js":{},"dust":{"amenities":"ibex_room_grid_row_hsx__amenities","condition_col":"ibex_room_grid_row_hsx__condition_col","price_text":"ibex_room_grid_row_hsx__price_text","reservation_col":"ibex_room_grid_row_hsx__reservation_col"},"template":"ibex_room_grid_row_hsx__widget"},"scriptFlags":null}, "mismatchMessageLightbox": null, "deviceInfo": "OtherOS OtherBrowser", "bookOnTripAdvisor": "Book on <img class=\"ibHeaderImg\" alt=\"TripAdvisor\" src=\"https:\/\/static.tacdn.com\/img2\/branding\/rebrand\/TA_logo_primary.png\"\/>"}
    Write a Review
    Reviews (313)
    Traveller rating
    Traveller type
    Time of year
    Language
    There are newer reviews for Chestnut Hill Bed & Breakfast Inn
    See the most recent reviews

    31 - 35 of 313 reviews

    Reviewed 1 August 2016 via mobile

    My daughter chose this vendor for her wedding. It was an excellent choice. The B&B features a historical well appointed manor, well groomed grounds including a large patio, a columned area for ceremonies and a large tent. We had an outdoor ceremony, hors d'oeuvres on...More

    Thank BillDMtSidney
    Response from Kathleen A, Owner at Chestnut Hill Bed & Breakfast InnResponded 3 August 2016

    Thank you so much for this lovely review! Your daughter Lindsay's wedding was phenomenal and we can't wait to see the photos from the ceremony and reception. She looked absolutely amazing! We at the inn pride ourselves on customer service and it's humbling to hear...More

    Reviewed 30 June 2016

    I don't even know to begin to describe our amazing experience that we had with Troy and Kathleen. Let's see, first off, the grounds are IMMACULATE and so is the inside of the house. Their customer service is top-notch. We stayed in the Honeymoon Suite...More

    Thank whoisyaya
    Response from Kathleen A, Owner at Chestnut Hill Bed & Breakfast InnResponded 20 July 2016

    Thank you so much Yolanda for your kind words! You and Justin were a dream to work with and your photos turned out amazing. We can’t wait for you both to come back and visit us here at Chestnut Hill!

    Reviewed 27 June 2016

    If you are looking for a wedding venue or a weekend getaway Chestnut Hill Bed & Breakfast is the place! My husband and I had our wedding at Chestnut Hill and we could not have been more happy. The staff, the food, the rooms, the...More

    Thank hollyjean7
    Response from Kathleen A, Owner at Chestnut Hill Bed & Breakfast InnResponded 29 June 2016

    Thank you so much for these kind words! Your wedding was absolutely beautiful and we really enjoyed you and Brian’s nuptials. We look forward to having you come back and stay with us and wish you both nothing but the best as you embark on...More

    Reviewed 26 June 2016 via mobile

    I can NOT say enough kind words for Troy & Kathleen and the staff at Chestnut Hill. I met Troy when shopping for a wedding venue with my friend about 6 months ago and every interaction we have had has been nothing short of amazing....More

    Thank KFasano
    Response from Kathleen A, Owner at Chestnut Hill Bed & Breakfast InnResponded 27 June 2016

    It means a lot to know that we made your stay here memorable at Chestnut Hill. The bridal party and all the guests were so kind and humorous and it was a pleasure having you all stay with us. The Maxey wedding was simply phenomenal...More

    Reviewed 18 June 2016

    Chestnut Hill B and B is absolutely amazing! We stayed at Chestnut Hill for my nephew's wedding weekend. The wedding party and family were the only guests at the Inn for two nights. My husband and I have stayed in many B and B's but...More

    Thank Linda L
    Response from Kathleen A, Owner at Chestnut Hill Bed & Breakfast InnResponded 19 June 2016

    Thank you so much for such incredibly kind words, Linda. I know I said it a hundred times over the weekend but everyone was so gracious and kind and it made our job so enjoyable. The wedding was one of the most beautiful and meaningful...More

    Doubletree by Hilton Charlottesville
    1,364 reviews
    #13 of 35 hotels in Charlottesville
     
    Holiday Inn Express Orange
    208 reviews
    #1 of 2 hotels in Orange
     
    Homewood Suites by Hilton Charlottesville
    904 reviews
    #1 of 35 hotels in Charlottesville
     
    Skyland
    2,261 reviews
    #1 of 1 hotels in Shenandoah National Park
     
    About
    Awards & Recognition
    Certificate of Excellence
    Amenities
    • Top amenities
    • Free Parking
    • Free High Speed Internet ( WiFi )
    • Breakfast included
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Concierge
    • Room amenities
    • Air Conditioning
    Details
    • Price range
    • US$196 - US$277 (Based on Average Rates for a Standard Room)
    • Hotel class
    • Room types
    • Suites ,
    • Non-Smoking Rooms ,
    • Family Rooms
    • Number of rooms
    • 6
    • Reservation Options
    • TripAdvisor is proud to partner with Travelocity, Expedia, Hotels.com, Orbitz, Cancelon, Hotwire and Cheap Tickets so you can book your Chestnut Hill Bed & Breakfast Inn reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
    • Location
    • United States >
    • Virginia >
    • Orange
    Add Photo Photos
    Traveller (80)
    Room & Suite (16)
    Dining (5)
    Hotel & Grounds (73)
    Bathroom (5)
    Business Centre & Event Rooms (2)
    Nearby
    Skyland
    2,261 reviews
    45.73 km away
     
    Homewood Suites by Hilton Charlottesville
    904 reviews
    38.24 km away
     
    Doubletree by Hilton Charlottesville
    1,364 reviews
    34.26 km away
     
    Holiday Inn Express Orange
    208 reviews
    2.53 km away
     
    Nearby Restaurants
    La Finca Grill
    228 reviews
    .62 km away
    The Light Well
    244 reviews
    .75 km away
    Wise Guys
    108 reviews
    .77 km away
    Silk Mill Grille
    248 reviews
    1.36 km away
    Nearby Attractions
    James Madison's Montpelier
    900 reviews
    5.82 km away
    James Madison Museum
    50 reviews
    .47 km away
    Rapidan River Kayak Company
    20 reviews
    4.49 km away
    Honah Lee Winery
    48 reviews
    6.62 km away
    Ask a question
    Questions & Answers
    mcarthur_runae
    31 October 2014|
    AnswerShow all 3 answers
    Response from Terry M | Reviewed this property |
    I know that they have many weddings there... but I would not say it is secluded. It sits on a hill looking down to an intersection. It is however, very peaceful! There is horseback riding, vineyards, historical sights, and... More
    0
    Votes
    Room Tips
    "We always try to stay in Ask Anna for the beautiful bathroom and Jacuzzi tub!"
    Read review
    "Every room was magnificent. The Bridal Suite is off the hook!"
    Read review
    "I was able to tour the Bridal Suite and it was AMAZING!!!"
    Read review
    "All of the rooms are exceptional!"
    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