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.
Sponsored by:
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Sponsored by:
8/10/2017 8/11/2017
    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}

    Brampton Bed and Breakfast Inn

    25227 Chestertown Rd., Chestertown, MD 21620-3944
    Hotel website
    Save
    Best prices for your stay
    8/10/2017 8/11/2017
    Traveler (120)
    Room & Suite (43)
    Storyboard
    Great Oak Manor
    361 reviews
    #2 of 11 B&Bs / Inns in Chestertown
     
    Holiday Inn Express Hotel & Suites Chestertown
    146 reviews
    #1 of 2 hotels in Chestertown
     
    The Inn at Osprey Point
    321 reviews
    #1 of 10 B&Bs / Inns in Rock Hall
     
    Quality Suites
    115 reviews
    #2 of 2 hotels in Chestertown
     
    Overview
    • Excellent92%
    • Very good6%
    • Average1%
    • Poor0%
    • Terrible1%
    Travelers talk about
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Non-Smoking Hotel
    Suites
    Multilingual Staff
    Wheelchair access
    3.5 Star Hotel
    All hotel details
    Offers from Brampton Bed and Breakfast Inn
    Offers & Announcements: Thank You Teachers! 📚
    Hotel packages
    {"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_photo_carousel","divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"template":"ibex_photo_carousel__widget","moduleList":["handlers"]}}
    Great Oak Manor
    361 reviews
    #2 of 11 B&Bs / Inns in Chestertown
     
    Holiday Inn Express Hotel & Suites Chestertown
    146 reviews
    #1 of 2 hotels in Chestertown
     
    The Inn at Osprey Point
    321 reviews
    #1 of 10 B&Bs / Inns in Rock Hall
     
    Quality Suites
    115 reviews
    #2 of 2 hotels in Chestertown
     
    Rooms
    Aug 10Aug 11
    |
    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 0 partner sites to see rooms from .
    We're sorry, there are no rooms available on TripAdvisor. Please change your dates, or view all Chestertown hotels with availability
    Standard Room

    Getting you more information on this room

    Free Cancellation
    Select
    {"BOOKING_FEATURES": ["IB_IRG_RATE_VERIFICATION","IB_STREAMLINED_SELECTED_ROOM","IB_POST_BOOKING_LOGIN_US","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","MOB_BOOKING_EMAIL_AGREE_HIDE","CHILDREN_SEARCH","IB_EXPRESS_BOOK","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_REVIEW_BOOKING_BUTTON","IB_INLINE_ROOM_GRID","IBEX_HIGH_EQUITY_BRANDING","IB_PRICE_WINS_POST_TX","IB_BOOKING_FORM_FAVICON","IB_KIPLINGER_AWARD","IB_URGENCY_BLOCK","IB_NEW_REG_FLOW_POST_BOOK"] , "IMPRESSION_KEY": "6c1eaa19487b4d6fb2b843bcb9283318", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":77477,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[],"additionalContentIds":[],"pollCount":0,"checkin":{"day":10,"month":8,"year":2017},"checkout":{"day":11,"month":8,"year":2017},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":-1,"entryCurrency":"USD","complete":false,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":null,"impressionKey":"6c1eaa19487b4d6fb2b843bcb9283318","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":0,"lowestMetaPrice":0,"additionalPartner":false,"highestMetaPriceDisplay":0,"roomsToVerify":[],"clazz":null},"summary":null,"unavailable":true,"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":-1,"lowestMetaPrice":-1,"highestMetaPriceDisplay":-1,"hotelName":"Brampton Bed and Breakfast Inn","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6IjZjMWVhYTE5NDg3YjRkNmZiMmI4NDNiY2I5MjgzMzE4IiwiQUlLIjoiZmM3OTU1OTBlYjFmNGFlNmFmNTlkYjJmNTY3MTQwM2MifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","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": false, "metaAvailability": false, "topOfferIsIB": false, "numHacTries": -1, "checkIn": "08/10/2017", "checkOut": "08/11/2017", "lowestPrice": null, "hasDates": true, "hacComplete": false, "contentIdMappings": {}, "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","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","moduleList":["handlers","tracking"]}}, "multiPartnerRoomGridWidget": null, "mismatchMessage": {"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_mismatch_message","divClasses":"prw_rup prw_ibex_mismatch_message","js":{"handler":"(ta.prwidgets.getjs(this,'handler'))"},"dust":{},"template":"ibex_mismatch_message__widget","moduleList":["handler"]}}, "maxRoomsToShow": 300, "isTablet": false, "roomGridRowWidget": {"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_room_grid_row_hsx","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","moduleList":[]}}, "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 (628)
    Traveler rating
    Traveler type
    Time of year
    Language
    There are newer reviews for Brampton Bed and Breakfast Inn
    See the most recent reviews

    311 - 315 of 628 reviews

    Reviewed September 23, 2014

    The staff was exceptionally friendly during the reservation process and during our single night visit. The B&B is well away from the downtown area. The accommodations were excellent, except theTV setup could use some improvement. Breakfast was excellent. I thought the price was a little...More

    1  Thank JJinANP
    Response from danithode, Owner at Brampton Bed and Breakfast InnResponded November 1, 2014

    Thank you for taking the time to write a review. We very much appreciate it.

    Reviewed September 12, 2014

    The Brampton is the B&B by which I measure all others. My husband and I have visited several times over the years, and I cannot wait to return. The rooms were absolutely lovely (yellow and blue were our favorites), the food was outstanding and the...More

    Thank Susan K
    Response from danithode, Owner at Brampton Bed and Breakfast InnResponded November 1, 2014

    Thank you for your wonderful review. We particularly love our "Regulars"!

    Reviewed September 3, 2014

    We recently stayed at this inn for two nights on a holiday weekend. We had the Sophie Suite. The experience was delightful. The room was large with a nice sized bathroom which had a shower and a jetted tub for one person. The air-conditioning was...More

    Thank nreigle
    Response from danithode, Owner at Brampton Bed and Breakfast InnResponded November 1, 2014

    We are delighted that you enjoyed your stay and the food! You are absolutely right about a TV in the bedroom of Sophie's Suite. A larger one has been purchased and awaits it's installation. It should be up shortly. We very much appreciate it when...More

    Reviewed August 12, 2014

    This B& B is an excellent place to relax and be well treated. You enter through an arch of holly trees and are transported back in time. The grounds are beautiful and the wrap around porch on the main building is a place you can...More

    Thank Gloria V
    Response from danithode, Owner at Brampton Bed and Breakfast InnResponded November 1, 2014

    Thank you for your visit to the Brampton and your lovely.

    Reviewed July 23, 2014

    I recently stayed in the Brampton's Sunrise Cottage for 3 nights - while my son was in a lacrosse tournament. Every aspect of my stay was outstanding. THE INN: This is a charming older home, run by an outstanding staff. The "inn" rooms are upstairs...More

    Thank Brookejm
    Response from danithode, Owner at Brampton Bed and Breakfast InnResponded August 5, 2014

    Thank you so much for taking the time to write this detailed review. You made our day!

    Great Oak Manor
    361 reviews
    #2 of 11 B&amp;Bs / Inns in Chestertown
     
    Holiday Inn Express Hotel & Suites Chestertown
    146 reviews
    #1 of 2 hotels in Chestertown
     
    The Inn at Osprey Point
    321 reviews
    #1 of 10 B&amp;Bs / Inns in Rock Hall
     
    Quality Suites
    115 reviews
    #2 of 2 hotels in Chestertown
     
    About
    Awards & Recognition
    GreenLeadersGold level
    Certificate of Excellence
    Amenities
    • Top amenities
    • Free Parking
    • Breakfast included
    • Free High Speed Internet ( WiFi )
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Multilingual Staff
    • Room amenities
    • Air Conditioning
    Details
    • Price range
    • $259 - $353 (Based on Average Rates for a Standard Room)
    • Hotel class
    • Room types
    • Suites ,
    • Non-Smoking Rooms ,
    • Accessible rooms
    • Number of rooms
    • 13
    • Reservation Options
    • TripAdvisor is proud to partner with Booking.com, Expedia, Hotels.com, Travelocity, Priceline, Orbitz and Agoda so you can book your Brampton Bed and Breakfast Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
    • Location
    • United States >
    • Maryland >
    • Chestertown
    • Also Known As
    • Brampton Hotel Chestertown
    Add Photo Photos
    Traveler (120)
    Room & Suite (43)
    Dining (15)
    Hotel & Grounds (97)
    Bathroom (4)
    Business Center & Event Rooms (2)
    Nearby
    Sponsored by:
    Holiday Inn Express Hotel & Suites Chestertown
    146 reviews
    1.73 miles away
     
    Quality Suites
    115 reviews
    1.78 miles away
     
    Nearby Restaurants
    Lemon Leaf Cafe
    572 reviews
    1.44 miles away
    Luisa's Cucina Italiana
    188 reviews
    1.68 miles away
    Blue Heron Cafe
    176 reviews
    1.50 miles away
    Evergrain Bread Company
    140 reviews
    1.60 miles away
    Nearby Attractions
    Carla Massoni Gallery
    18 reviews
    1.60 miles away
    Historical Society of Kent County
    10 reviews
    1.63 miles away
    Garfield Center for the Arts at the Prince Theatre
    5 reviews
    1.60 miles away
    Chester River Packet Company
    51 reviews
    1.74 miles away
    Ask a question
    Questions & Answers
    Taylor B
    May 12, 2017|
    AnswerShow all 8 answers
    Response from Malissa G | Reviewed this property |
    We had dinner at Luisa's Italian restaurant. Was delicious. We had brunch at lemon leaf, awesome chicken salad!
    1
    Vote
    Taylor B
    April 24, 2017|
    AnswerShow all 2 answers
    Response from rachelhanscom | Property representative |
    Hi Taylor, each room has a TV and a DVD player. FYI, during Memorial Day weekend we celebrate the "Tea Party" festival in Chestertown. It's about history, with re-enactments, a street fair and a whole lot of fun. We look... More
    1
    Vote
    Dee F
    June 3, 2016|
    Answer
    Response from rachelhanscom | Property representative |
    I apologize for the delay in response. Truth be told, I just learned about the "questions" feature! We have 2 rooms available for checking in on the 22nd and checking out on the 25th. Were you hoping to check out on the... More
    0
    Votes
    Room Tips
    "There is a large variety of rooms, suites and cottages to fit any of your needs."
    Read review
    "Fairy Hill suite, although part of the main house, is very private and unique."
    Read review
    "Stayed in Sophie's Suite -- centrally located in main house; requires walking stairs"
    Read review
    "Any room is grand and private."
    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