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    Great Oak Manor

    10568 Cliff Rd, Chestertown, MD 21620-4115
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    03/09/2017 04/09/2017
    Traveller (160)
    Room & Suite (41)
    Pool & Beach (13)
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    Overview
    • Excellent90%
    • Very good7%
    • Average1%
    • Poor1%
    • Terrible1%
    Travellers talk about
    “music room” (14 reviews)
    “private beach” (12 reviews)
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Beachfront
    Non-Smoking Hotel
    Suites
    Pets Allowed
    Pool
    3.5 Star Hotel
    All hotel details
    Offers from Great Oak Manor
    Special Offer: 1 FREE NIGHT🆓CLICK HERE
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    Rooms
    3 Sep.4 Sep.
    |
    1 room, 2 adults, 0 children
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    Write a Review
    Reviews (367)
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    1 - 5 of 367 reviews

    Reviewed yesterday

    The first thing we noticed when we pulled up was that the house and grounds are gorgeous! We were met by a big fluffy white pup, the innkeepers' dog, Lizzy, and eventually we became BFFs. We stayed in the Tylden room that has a ironwork...More

    Thank corikub
    Innkeeper's Favourite Review
    Reviewed 30 May 2017

    My husband and I had our 50th Wedding Anniversary planned for the week of May 20th in Newport. RI, where we met and were married. However, I had a stroke instead, so all of our plans had to be cancelled. Our friends had recently been...More

    2  Thank rhodyred
    Response from GREATOAKMANOR, Manager at Great Oak ManorResponded 8 June 2017

    You know when we learned of your stroke and the cancellation of your plans, we knew we needed to make this a special time for the two of you. It is soooo easy to do that for kind and wonderful guests, such as yourself. You...More

    Reviewed 3 days ago via mobile

    Briefly....new things include kayaks,canoes, paddle boards, and a Sunday to Thursday BOGO deal you can't beat. They also took out the indoor pool and added flooring so they now have a large windowed area facing the lawn and the bay. Breakfast is still terrific. On...More

    Thank boba413
    Response from Holly M, Manager at Great Oak ManorResponded 2 days ago

    Yes, it is!! We are so glad you enjoyed your visit to the Eastern Shore and specifically to Great Oak Manor. We look forward to your next visit which we hope won't be too long away.

    Reviewed 1 week ago

    Extremely warm and friendly staff. Beautiful setting and relaxing place to stay. They have kayaks, paddleboards and bikes available for your use. Hammocks and adirondack chairs to lounge on with a beautiful view of the bay. There is also a pool next door at the...More

    Thank Ave S
    Response from GREATOAKMANOR, Manager at Great Oak ManorResponded 1 week ago

    Spot on! You nailed Great Oak Manor to a T. This place is amazing and we are thrilled that now you know it as well. Thank you for your kind words and we hope to see you a gain in the near future.

    Reviewed 1 week ago

    My wife and I enjoyed a two day getaway at the Great Oak Manor. Situated on Maryland's Eastern Shore, the Manor is beautiful and peaceful, with expansive views of the Chesapeake Bay. The rooms are nicely appointed and breakfast was great! The Manor is about...More

    Thank TJTT
    Response from GREATOAKMANOR, Manager at Great Oak ManorResponded 1 week ago

    One of our greatest joys is being able to watch the eagles and Osprey soar. Such a wondrous site. Thank you for your wonderful review. We look forward to your next visit.

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    About
    Awards & Recognition
    GreenLeadersGold level
    Certificate of Excellence
    Amenities
    • Top amenities
    • Free Parking
    • Breakfast included
    • Beachfront
    • Free High Speed Internet ( WiFi )
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Room amenities
    • Air Conditioning
    Details
    • Price range
    • USD 263 - USD 323 (Based on Average Rates for a Standard Room)
    • Hotel class
    • Room types
    • Suites ,
    • Non-Smoking Rooms ,
    • Family Rooms
    • Number of rooms
    • 13
    • Reservation Options
    • TripAdvisor is proud to partner with Cancelon, Hotels.com, Expedia, Orbitz, Booking.com, Cheap Tickets, Travelocity, Hotwire and Priceline so you can book your Great Oak Manor 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 >
    • Maryland >
    • Chestertown
    • Also Known As
    • Great Oak Manor Hotel Chestertown
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    Traveller (160)
    Room & Suite (41)
    Pool & Beach (13)
    Dining (3)
    Hotel & Grounds (124)
    Family and Play Areas (3)
    Business Centre & Event Rooms (2)
    Nearby
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    12.33 km away
     
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    28.53 km away
     
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    15.31 km away
     
    Nearby Restaurants
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    Fords Seafood
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    Nearby Attractions
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    Carla Massoni Gallery
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    Ask a question
    Questions & Answers
    Laurie A
    7 April 2017|
    AnswerShow all 4 answers
    Response from GREATOAKMANOR | Property representative |
    Nightly rates vary as to the type of room and whether it is weekday or weekend day. This month April they range from $149-$349 for weekday nights and $189-399 for weekends. There are currently some specials until the April... More
    0
    Votes
    LKenney07
    21 October 2015|
    AnswerShow all 2 answers
    Response from mileyjackie | Reviewed this property |
    Yes. I was with an all women's bicycle touring group in which some of the women were gay. They come back every year to this wonderful B&B. They are very nice. Both the employees of the establishment and the bicycle group... More
    1
    Vote
    lmcoyle
    26 February 2015|
    AnswerShow all 2 answers
    Response from GREATOAKMANOR | Property representative |
    Hi there! If you choose to stay with us at Great Oak Manor Inn, you'll get a full breakfast with fresh seasonal fruit, cereal, yogurt, homemade baked goods, breakfast meat, and a hot entrée (French toast, eggs to order... More
    2
    Votes
    Room Tips
    "We were in the Wickes and Sterling Suites - both were comfortable and clean."
    Read review
    "Marmaduke have a great view of the Bay."
    Read review
    "Third floor"
    Read review
    "Bay views from rooms along the back of the manor"
    Read review
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