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...
11/07/2017 12/07/2017
    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
    11/07/2017 12/07/2017
    1 room
    • 1 room
      2 adults
      • 2 adults
        0 children
        • 0 children
          US$187
          US$179
          US$187
          US$179
          US$187
          US$179
          Traveller (80)
          Room & Suite (16)
          Dining (5)
          Holladay House Bed and Breakfast
          330 reviews
          #1 of 8 B&Bs / Inns in Orange
           
          Mayhurst Inn
          316 reviews
          #5 of 8 B&Bs / Inns in Orange
           
          The Inn at Willow Grove
          351 reviews
          #3 of 8 B&Bs / Inns in Orange
           
          Inn on Poplar Hill
          239 reviews
          #6 of 8 B&Bs / Inns in Orange
           
          Overview
          • Excellent98%
          • Very good1%
          • Average0%
          • Poor1%
          • Terrible0%
          Travellers talk about
          “bridal suite” (18 reviews)
          “b b” (116 reviews)
          Free Wifi
          Free Parking
          Breakfast included
          Air Conditioning
          Non-Smoking Hotel
          Room Service
          Suites
          Concierge
          Pets Allowed
          Business Centre
          3.5 Star Hotel
          All hotel details
          {"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_photo_carousel","moduleList":["handlers"],"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}}}
          Holladay House Bed and Breakfast
          330 reviews
          #1 of 8 B&Bs / Inns in Orange
           
          Mayhurst Inn
          316 reviews
          #5 of 8 B&Bs / Inns in Orange
           
          The Inn at Willow Grove
          351 reviews
          #3 of 8 B&Bs / Inns in Orange
           
          Inn on Poplar Hill
          239 reviews
          #6 of 8 B&Bs / Inns in Orange
           
          Rooms
          11 Jul12 Jul
          |
          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 8 partner sites to see rooms from US$179.
          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","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","HR_IB_EXCLUDE_TAXES_AND_FEES","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": "9ccd754510fc42318f6e969db4714143", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":1469131,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[72227335],"additionalContentIds":[],"pollCount":0,"checkin":{"day":11,"month":7,"year":2017},"checkout":{"day":12,"month":7,"year":2017},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":179,"entryCurrency":"USD","complete":true,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":null,"impressionKey":"9ccd754510fc42318f6e969db4714143","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":187,"lowestMetaPrice":179,"additionalPartner":false,"highestMetaPriceDisplay":187,"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":187,"lowestMetaPrice":179,"highestMetaPriceDisplay":187,"hotelName":"Chestnut Hill Bed & Breakfast Inn","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6IjljY2Q3NTQ1MTBmYzQyMzE4ZjZlOTY5ZGI0NzE0MTQzIiwiQUlLIjoiNGE5YTQ3YmUyNjhkNDUxZjk0M2I2NjQ4NGFkZjcwNDEifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","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}, "ibAvailability": true, "metaAvailability": true, "topOfferIsIB": false, "numHacTries": -1, "checkIn": "11/07/2017", "checkOut": "12/07/2017", "lowestPrice": "US$179", "hasDates": true, "hacComplete": true, "contentIdMappings": {"109296339":"HotelsCom2IB","65730280":"Hotwire","79492936":"CheapTicketsEWS","32688517":"Expedia","78932636":"OrbitzEWS","72227335":"TingoIB","78350369":"PricelineIB","53956893":"TravelocityEWS"}, "pollingEnabled": false, "preventScroll": false, "offerClickToken": null, "conditionalUpdate": false, "mightGetRooms": true, "divClasses": "ppr_rup ppr_priv_hr_inline_room_grid_hsx", "singlePartnerRoomGridWidget": {"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_room_grid_hsx","moduleList":["handlers","tracking"],"template":"ibex_room_grid_hsx__widget","dust":{"sub_header":"ibex_room_grid_hsx__sub_header"},"divClasses":"prw_rup prw_ibex_room_grid_hsx","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","tracking":"(ta.prwidgets.getjs(this,'tracking'))"}}}, "multiPartnerRoomGridWidget": null, "mismatchMessage": {"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_mismatch_message","moduleList":["handler"],"template":"ibex_mismatch_message__widget","dust":{},"divClasses":"prw_rup prw_ibex_mismatch_message","js":{"handler":"(ta.prwidgets.getjs(this,'handler'))"}}}, "maxRoomsToShow": 300, "isTablet": false, "roomGridRowWidget": {"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_room_grid_row_hsx","moduleList":[],"template":"ibex_room_grid_row_hsx__widget","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"},"divClasses":"prw_rup prw_ibex_room_grid_row_hsx","js":{}}}, "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 (308)
          Traveller rating
          Traveller type
          Time of year
          Language
          There are newer reviews for Chestnut Hill Bed & Breakfast Inn See the most recent reviews

          131 - 135 of 308 reviews

          Reviewed 24 July 2013

          We have travelled quite extensively and this B&B is the best, bar none, that we have ever visited! When it comes to southern hospitality, Kathleen and Troy surpass others. The restored home is exquisitely decorated and appointed. We have never had unlimited, complimentary wine or...More

          Thank lainies0610
          Reviewed 4 July 2013

          Chestnut Hill is a first class B & B. Kathleen and Troy go out of their way to make your stay comfortable. They are superb innkeepers and go to great lengths to cater to your needs.They pay great attention to detail. The breakfast and appetizers...More

          Thank C J
          Reviewed 19 June 2013

          We drove up to Orange, VA to celebrate our 53rd wedding anniversary. When we arrived at the Chestnut Hill B&B, we were warmly greeted by Kathleen, the Owner/Innkeeper and Teresa, her wonderful assistant. Once the room was ready, we couldn't lift a finger, even to...More

          Thank RedskinRod38
          Reviewed 17 June 2013

          Well what to say Chesnut Hill is just divine. If you are looking for a great romantic place Chesnut Hill is the place. We stayed two nights in the ask Anna suite. It was beautiful and the innkeepers Kathleen and Troy are just wonderful. They...More

          Thank Hogan2013
          Reviewed 2 June 2013

          We were in Orange for two nights in May. We did something unique for us - we stayed at two different B&B's. Both with nearly perfect TA ratings. Chestnut Hill was a 10-minute walk to downtown; the other Orange B&B was on a quiet wooded...More

          1  Thank Skip B
          Holladay House Bed and Breakfast
          330 reviews
          #1 of 8 B&amp;Bs / Inns in Orange
           
          Mayhurst Inn
          316 reviews
          #5 of 8 B&amp;Bs / Inns in Orange
           
          The Inn at Willow Grove
          351 reviews
          #3 of 8 B&amp;Bs / Inns in Orange
           
          Inn on Poplar Hill
          239 reviews
          #6 of 8 B&amp;Bs / Inns in Orange
           
          About
          Awards & Recognition
          Certificate of Excellence
          Amenities
          • Top amenities
          • Free Parking
          • Free High Speed Internet ( WiFi )
          • Breakfast included
          • Room Service
          • Hotel Amenities
          • Free Parking
          • Breakfast included
          • Concierge
          • Room Service
          • Business Centre with Internet Access
          • Room amenities
          • Air Conditioning
          Details
          • Price range
          • US$199 - US$293 (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 Expedia, Hotwire, Orbitz, Travelocity, Hotels.com, Cancelon 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
          Comfort Inn & Suites Orange
          111 reviews
          .39 km away
           
          Holiday Inn Express Orange
          207 reviews
          2.52 km away
           
          Nearby Restaurants
          La Finca Grill
          214 reviews
          .62 km away
          The Light Well
          241 reviews
          .75 km away
          Wise Guys
          105 reviews
          .77 km away
          Silk Mill Grille
          245 reviews
          1.36 km away
          Nearby Attractions
          James Madison's Montpelier
          871 reviews
          5.82 km away
          James Madison Museum
          50 reviews
          .47 km away
          Honah Lee Winery
          48 reviews
          6.62 km away
          Skydive Orange
          29 reviews
          5.86 km away
          Questions & AnswersAsk a question
          mcarthur_runae
          Is it remote and secluded for newlyweds, also are there local activities, like visit a farm, walk around a lake, any fall festivals? please call 240-431=7122
          31 October 2014|
          Answer Show 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