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    Simply Bed and Bread

    205 reviews
    #2 of 11 B&Bs / Inns in Chestertown
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    208 Mount Vernon Ave, Chestertown, MD 21620-1324
    Lowest prices for your stay
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    Guests 1 room, 2 adults, 0 childrenGuests 12
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    Traveller (17)
    Room & Suite (5)
    Dining (1)
    Certificate of Excellence

    About

    5.0
    Excellent
    205 reviews
    Location
    Cleanliness
    Service
    Value
    Certificate of Excellence
    Think home-y, not hotel.Think character, not cookie-cutter.Think individualized, not generic.Think fresh, not frou-frou.Think stocking feet, not stuffy.Think friendly, not formal.Private. Yet personal.2 cozy, spacious, allergy-friendly upstairs rooms in a 1947 Cape Cod on a quiet street 100 yards from Washington College. Close to the hospital, Heron Point, historic downtown and the waterfront.
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    Property amenities
    Free Parking
    Free High Speed Internet (WiFi)
    Breakfast included
    Non-Smoking Hotel
    Room features
    Air Conditioning
    Non-Smoking Rooms
    Refrigerator in room
    Good to know
    HOTEL STYLE
    Residential Neighbourhood
    Business
    205Reviews
    20Photos
    6Q+A
    38Room tips

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    Popular mentions
    Simply...Delightful!
    What a lovely b&b in Chestertown! Our hosts were friendly, thoughtful, and accommodating! Rooms were comfortable and quiet. Breakfast was sumptuous. Thanks, Cheryl and David for your eastern shore hospitality!
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    Date of stay: September 2018
    Response from cherylhoopes, Owner at Simply Bed and Bread
    Responded 23 Sep 2018
    Thank you! We loved having you! ~ Cheryl & David
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    An excellent place to stay!
    I stayed here two nights and Cheryl was the best! The room was so comfortable and the breakfast was absolutely yummy. And she spent a lot of time answering my questions and explaining the city. I have stayed at a lot of B&Bs but this was most likely the best! Thank you, Cheryl…
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    Date of stay: March 2018
    Response from cherylhoopes, Owner at Simply Bed and Bread
    Responded 24 Apr 2018
    Oh my goodness, thank you!!!! It was wonderful having you! ~ Cheryl & David
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    Hospitality and Comfort
    David and Cheryl are the most wonderful hosts. They are gifted with caring hearts and a joy in serving. From our first phone contact, when Cheryl asked what kind of cookies we liked, I knew these were special people. Their home is lovely, and our room was quiet, spotless,…
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    Date of stay: October 2017
    Excellent Stay and Simply Bed and Bread
    We stayed here one night. Our hosts were excellent and very accommodating even putting our bikes in their garage overnight.. Cheryl made as a wonderful breakfast - more than I could eat. Our room was spacious and there were lots of nice touches including a basket of snacks and…
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    Date of stay: October 2017
    Lovely time in Chestertown!
    Cheryl and David were terrific hosts. From the moment we stepped in the door, they were accommodating and helpful, while also letting us do our own thing. Cheryl cooked amazing meals and had extra treats waiting for us in the bedroom. They truly went above and beyond and…
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    Date of stay: October 2017
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    Emily Room
    Photo provided by managementSimply Bed and Bread
    the California King
    Emily Room
    Emily Room
    Lovely room at Simply Bed & Bred
    Thanks so much, Deejay, for your lovely words! They made me say, "Aaaah," rather than "Arrrrgh!" It was delightful having you and hearing your stories! We look forward to your next trip here! Thanks again, Cheryl
    Thank you, Claire! We loved having you both! (Your daughters were wonderful). ~ Cheryl & David
    Thanks, Mike and Madonna, for your kind words! David had nothing but wonderful things to tell me about the two of you, too! He looks forward to seeing you again, and I look forward to actually meeting you both! Thanks again! ~ Cheryl
    Mike and Madonna, Trip advisor sent me this comment, as my husband Brewster and I have stayed with Cheryl and David so many times, we consider them family! We are on our way to Simply Bed and Bread again tomorrow. It is because of their love and gracious hospitality that we were able to survive my mother in law's death this summer: Cheryl and David went out of their way to accommodate our whole family with hospital visits, lots of food, and more love and support that you'd ever believe! We are actually buying our own home in Chestertown because of these loving friends. Any questions you have about these awesome people and their lovely B and B, ask away ; I'm honored to answer! Pamela, aka ILoveItaly
    0 votes
    Thank you, Laura, for your wonderful words! We loved having you folks for you history adventure!
    What a wonderful surprise to see your review, Anna! Thank you so much! We'll look forward to seeing you again! :)
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    12
    "There are two rooms. Both of them are beautiful."
    "Both rooms are beautiful and quiet."
    "Both rooms (only 2 available) located upstairs and share common bathroom"
    "Only two rooms and both are GRAND!!"
    "Both rooms are amazing!"
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    LOCATION
    United StatesMarylandChestertown
    NUMBER OF ROOMS
    2
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