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06/04/2017 06/05/2017
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    Great Oak Manor

    10568 Cliff Rd, Chestertown, MD 21620-4115
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    06/04/2017 06/05/2017
    1 room
    • 1 room
      2 adults
      • 2 adults
        0 children
        • 0 children
          No availability for your dates from these sites
          Traveler (154)
          Room & Suite (40)
          Pool & Beach (12)
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          Overview
          • Excellent87%
          • Very good7%
          • Average2%
          • Poor1%
          • Terrible1%
          Travelers talk about
          “music room” (14 reviews)
          “private beach” (11 reviews)
          Free Wifi
          Free Parking
          Breakfast included
          Air Conditioning
          Beachfront
          Non-Smoking Hotel
          Suites
          Pets Allowed
          Pool
          3.5 Star Hotel
          All hotel details
          Brampton Bed and Breakfast Inn
          612 reviews
          #1 of 11 B&Bs / Inns in Chestertown
           
          The Inn at Osprey Point
          305 reviews
          #1 of 10 B&Bs / Inns in Rock Hall
           
          Holiday Inn Express Hotel & Suites Chestertown
          143 reviews
          #1 of 2 hotels in Chestertown
           
          John Stam House
          23 reviews
          #6 of 11 B&Bs / Inns in Chestertown
           
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          1 room, 2 adults, 0 children
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          Write a Review
          Reviews (346)
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          131 - 135 of 346 reviews

          Reviewed February 11, 2016

          Everything about the Manor was great, from the breakfasts, to the entire property. It was great sitting out on the back lawn watching Eagles fly around and land in the trees nearby, and walking down on the beach. There were also plenty of firepits to...More

          Review collected in partnership with this hotel
          Thank tylera83
          Response from GOMStaff, General Manager at Great Oak Manor

          Hi Tyler, We are so pleased to hear that you enjoyed your experience at the Manor. We look forward to having you back in the warmer weather to take advantage of the beach and it's amenities! Kaylin Benfield Innkeeper

          Reviewed February 9, 2016 via mobile

          We had such a great weekend! The views were beautiful, the rooms were clean, and the bed was very comfortable. The innkeepers, Scott & Kaylin, were very accommodating, which made our stay easy and relaxing. Breakfast on Saturday was delicious. Excited to go back.More

          Thank kaitcurr27
          Response from GOMStaff, General Manager at Great Oak Manor

          Hi Kait, We are so appreciative of your kind words and pleased to know that you enjoyed your stay at the manor. It was such a pleasure to have you as a guest and we hpe to see you back at the Manor again soon!...More

          Reviewed February 8, 2016

          I had such a great experience at the Manor this weekend. The Innkeepers were very accommodating and were as nice as can be. The breakfast that they provided were so delicious. I wish I was able to stay another day just to have the breakfast....More

          Thank Sara D
          Response from GOMStaff, General Manager at Great Oak Manor

          Hi Sara, It was such a pleasure having you as a guest and we are thrilled to know that you enjoyed your time at the Manor as well as enjoyed the breakfast. Please be sure to come and visit us again soon! Kaylin Benfield Innkeeper

          Reviewed February 8, 2016

          We stayed for one night on New Years Eve for our anniversary. We stayed in Geddes-Piper, and I got the Romantic Package as an add-on. Scott and Kaylin, the innkeepers who live on the premises, were wonderful about working with me on the timing of...More

          Thank LKenney07
          Response from GOMStaff, General Manager at Great Oak Manor

          We are so pleased to hear that you enjoyed your stay as well as the romantic package. Geddes-Piper is such a unique and special room, what perfect way to celebrate your anniversary. It was a pleasure to meet you both and we look forward to...More

          Reviewed February 7, 2016

          This Was a beautiful bed and breakfast. The innkeepers were very friendly. The breakfast was good. The view was outstanding and my room was very nice. It was very homey and relaxing and there was so many things to do. It was so much fun,...More

          1  Thank Angelina R
          Response from GOMStaff, General Manager at Great Oak Manor

          Hi Anelina, thank you so much for your kind words! We certainly enjoyed having you as a guest and are so glad to know that you felt at home. We hope to have you back again soon. Kaylin Benfield Innkeeper

          Brampton Bed and Breakfast Inn
          612 reviews
          #1 of 11 B&amp;Bs / Inns in Chestertown
           
          The Inn at Osprey Point
          305 reviews
          #1 of 10 B&amp;Bs / Inns in Rock Hall
           
          Holiday Inn Express Hotel & Suites Chestertown
          143 reviews
          #1 of 2 hotels in Chestertown
           
          John Stam House
          23 reviews
          #6 of 11 B&amp;Bs / Inns in Chestertown
           
          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
          • $263 - $355 (Based on Average Rates for a Standard Room)
          • Hotel class
          • Room types
          • Suites ,
          • Non-Smoking Rooms ,
          • Family Rooms
          • Number of rooms
          • 12
          • Reservation Options
          • TripAdvisor is proud to partner with Booking.com, Travelocity, Hotwire, Orbitz, Cheap Tickets, Cancelon, Expedia, Hotels.com 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 (154)
          Room & Suite (40)
          Pool & Beach (12)
          Dining (3)
          Hotel & Grounds (120)
          Family and Play Areas (3)
          Business Center & Event Rooms (2)
          Nearby
          Sponsored by:
          Nearby Restaurants
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          Fords Seafood
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          Nearby Attractions
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          10 reviews
          8.47 miles away
          Questions & AnswersAsk a question
          Laurie A
          nightly rate
          April 6, 2017|
          Answer Show 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
          Planning an overnight stay for an anniversary. Does this establishment accommodate LGBT guests?
          October 20, 2015|
          Answer Show 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
          Recommendations for dining (breakfast, lunch or dinner) in this area?
          February 25, 2015|
          Answer Show 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
          "Bay views from rooms along the back of the manor"
          Read review
          "Ask for a bay view room"
          Read review
          "They do have dog-friendly rooms available."
          Read review
          "the website does not do the rooms justice. All have a little different flair."
          Read review
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