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    Great Oak Manor

    10568 Cliff Rd, Chestertown, MD 21620-4115
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    9/3/2017 9/4/2017
    Traveler (160)
    Room & Suite (41)
    Pool & Beach (13)
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    Overview
    • Excellent90%
    • Very good7%
    • Average1%
    • Poor1%
    • Terrible1%
    Travelers 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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    Holiday Inn Express Hotel & Suites Chestertown
    149 reviews
    #1 of 2 hotels in Chestertown
     
    Quality Suites
    116 reviews
    #2 of 2 hotels in Chestertown
     
    Admiral Fell Inn
    1,293 reviews
    #7 of 67 hotels in Baltimore
     
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    598 reviews
    #1 of 10 hotels in Edgewood
     
    Rooms
    Sep 3Sep 4
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    1 room, 2 adults, 0 children
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    Write a Review
    Reviews (367)
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    There are newer reviews for Great Oak Manor
    See the most recent reviews

    11 - 15 of 367 reviews

    Reviewed July 10, 2017

    The upside to Great Oak Manor being a 20 minute drive from Chestertown is that guest enjoy a large, beautiful property, including a tiny private beach, hammocks and magnificent sunsets. The inn is beautifully appointed. It feels like a chateau in the French countryside. Breakfast...More

    1  Thank VC1850
    Response from GREATOAKMANOR, Manager at Great Oak ManorResponded July 11, 2017

    So glad you enjoyed your stay and appreciated the beauty of this area. We are, indeed, fortunate to live here and love sharing it with our guests. We hope to see you again in the near future. Holly

    Reviewed July 5, 2017

    My wife and I escaped to the Great Oak Manor as a reward for graduating our youngest from High School. We spent four lovely days at the beautiful Great Oak Manor. Holly and Richard are amazing. So warm, welcoming and knowledgeable. We stayed in the...More

    1  Thank Mel W
    Response from GREATOAKMANOR, Manager at Great Oak ManorResponded July 11, 2017

    Thank you Mel. It was our pleasure to have you both stay with us. We appreciate your kind words and notice of our efforts. We can't wait for your return and hope it won't be four years! Holly

    Reviewed July 3, 2017

    This is truly a beautiful house....grounds are exceptional and Richard and Holly are delightful. A little too solitary for us (we're NY'ers) but nice for that change of pace! I agree with some of the reviews that a little updating could help enhance the stay....More

    Thank dinnerand
    Response from GREATOAKMANOR, Manager at Great Oak ManorResponded July 4, 2017

    I am distressed that you found your bed so uncomfortable and even more so that you didn't tell us. We could have remedied it had we known. We appreciate your pointing that out to us and do hope you will return to try another one...More

    Reviewed June 30, 2017 via mobile

    My wife and I just returned from from a Sunday thru Thursday trip to the manor. Reservations were a breeze and accommodated our dog which made for a great family vacation. From the moment of arrival we were treated like royalty. Assistance with unloading, personal...More

    Thank Dickson Y
    Response from GREATOAKMANOR, Manager at Great Oak ManorResponded July 4, 2017

    We are all so glad you enjoyed your stay and can't wait for your next visit. Having guests stay for extended visits is a plus for us as it allows us to do what we love best and that is get to know our guests....More

    Reviewed June 26, 2017

    Stayed here Fri/Sat nights. Beautiful house. I stayed in 3rd floor, which was nice, although I overheard some other guests complaining about AC, so it may be good to call ahead to find out which rooms are functioning. Yard is also beautiful, and a great...More

    Thank jackimovic
    Response from GREATOAKMANOR, Manager at Great Oak ManorResponded June 30, 2017

    Thank you for your review of your stay with us. We are glad you enjoyed yourself and hope you will return again soon to enjoy the free use of our kayaks, paddleboards and canoe. The one AC problem has been attended to so all can...More

    Holiday Inn Express Hotel & Suites Chestertown
    149 reviews
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    Quality Suites
    116 reviews
    #2 of 2 hotels in Chestertown
     
    Admiral Fell Inn
    1,293 reviews
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    Hampton Inn & Suites Edgewood/Aberdeen-South
    598 reviews
    #1 of 10 hotels in Edgewood
     
    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
    • $264 - $324 (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, Expedia, Hotels.com, Orbitz, Booking.com, Travelocity, Hotwire, Cheap Tickets and Priceline so you can book your Great Oak Manor 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
    • Great Oak Manor Hotel Chestertown
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    Traveler (160)
    Room & Suite (41)
    Pool & Beach (13)
    Dining (3)
    Hotel & Grounds (124)
    Family and Play Areas (3)
    Business Center & Event Rooms (2)
    Nearby
    Sponsored by:
    Holiday Inn Express Hotel & Suites Chestertown
    149 reviews
    7.66 miles away
     
    Admiral Fell Inn
    1,293 reviews
    20.96 miles away
     
    Quality Suites
    116 reviews
    7.68 miles away
     
    Hampton Inn & Suites Edgewood/Aberdeen-South
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    14.08 miles away
     
    Nearby Restaurants
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    Nearby Attractions
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    Ask a question
    Questions & Answers
    Laurie A
    April 6, 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
    October 20, 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
    February 25, 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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