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    Great Oak Manor

    10568 Cliff Rd, Chestertown, MD 21620-4115
    Hotel website
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    Best prices for your stay
    09/07/2017 10/07/2017
    1 room
    • 1 room
      2 adults
      • 2 adults
        0 children
        • 0 children
          US$ 309
          US$ 269
          Great Deal
          US$ 309
          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” (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
          Offers from Great Oak Manor
          Special Price: 15% off room rate
          Brampton Bed and Breakfast Inn
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          Rooms
          9 Jul10 Jul
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          1 room, 2 adults, 0 children
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          Reviews (353)
          Traveller rating
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          1 - 5 of 353 reviews

          Reviewed 2 days ago via mobile

          We enjoyed a overnight getaway at Great Oak Manor, and we are so glad we came! Beautiful grounds and accommodations, a wonderful view of the water, and friendly, welcoming staff! And, to top it all off, a spectacular breakfast with many foods that were wonderful!...More

          Thank Cathy T
          Innkeeper's Favourite Review
          Reviewed 3 July 2016

          Between Vickie Cunningham and Innkeeper Mike Sorrels our stay was pure enjoyment, as a matter of fact we loved it so much we stayed an extra night!! Hospitality is amazing, attention to detail is exceptional. The staff is hardworking and attentive and the grounds are...More

          3  Thank Michelle Y
          Response from GOMStaff, General Manager at Great Oak ManorResponded 6 July 2016

          Hi Michelle, we are so pleased that you enjoyed your stay at the Manor and thank you for your kind words. We do hope that you will come back and enjoy the property in the near future.. Remember to always check our website for upcoming...More

          Reviewed 1 week ago via mobile

          Absolutely charming ! Richard and Holly are delightful hosts and our visit was so relaxing and I am anxious to return ! The beds and linens are so inviting that it's hard to get up for even their lovely breakfast !!!

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

          Thank you Barbara. So glad you enjoyed your stay and are looking forward to your next visit. Holly

          Reviewed 2 weeks ago via mobile

          This place is a real haven of rest. Holly and Richard just do everything right, all the time. The breakfasts are both healthy and delightfully presented, and the beds are very comfortable. The sherry and port night caps are an added bonus. We'll be back...More

          Thank 366WJG366
          Response from GREATOAKMANOR, General Manager at Great Oak ManorResponded 1 week ago

          Thank you for your kind words. We try hard and appreciate your noticing. We are looking forward to your next visit. Cheers! Holly

          Reviewed 3 weeks ago

          My husband and I had the perfect romantic getaway at Great Oak Manor. We stayed in the Caulk room over a long Memorial Day weekend. The room has a small porch with two chairs and table that was great for playing cards and drinking our...More

          Thank Shannon M
          Response from GREATOAKMANOR, Manager at Great Oak ManorResponded 2 weeks ago

          Thank you Shannon. I am so glad you loved being here. We so appreciate your kind words. I am looking forward to your next visit. Holly

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          Holiday Inn Express Hotel & Suites Chestertown
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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
          • US$ 263 - US$ 346 (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, Expedia, Orbitz, Hotwire, Cancelon, Travelocity, Cheap Tickets, Hotels.com 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
          Add Photo Photos
          Traveller (160)
          Room & Suite (41)
          Pool & Beach (13)
          Dining (3)
          Hotel & Grounds (124)
          Family and Play Areas (3)
          Business Centre & Event Rooms (2)
          Nearby
          Nearby Restaurants
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          12.06 km away
          Blue Heron Cafe
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          Chester River Wine & Cheese Co
          33 reviews
          13.46 km away
          Nearby Attractions
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          Carla Massoni Gallery
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          10 reviews
          13.63 km away
          Questions & AnswersAsk a question
          Laurie A
          nightly rate
          6 April 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?
          21 October 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?
          26 February 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
          "Third floor"
          Read review
          "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
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