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Great Oak Manor

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322 Reviews from our TripAdvisor Community

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Showing 322: English reviews
Washington DC, District of Columbia
Reviewed yesterday NEW

There is no way to get off the 3rd floor if there is an emergency. Also the fire extinguisher in my room has not been inspected since 2007. Most of the lights were turned off when we came back from dinner so it made it hard to see. Also I was not able to find any staff later in the...

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Helpful?
Thank bobindc43
Reisterstown, Maryland
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 immaculate. From the moment we walked through the front door we felt completely welcome. If...

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Helpful?
3Thank Michelle Y
About Innkeeper's Favourite Review
GOMStaff, General Manager at Great Oak Manor, responded to this review

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 events and manor news!! Thanks so much & until next time, Michael & Vickie &...

Reisterstown, Maryland
Reviewed 1 week ago

This is our second stay at Great Oak Manor but it felt like we were coming home. Mike, Lynne and Bill, thank you again for an amazing get-a-way! We enjoyed 3 nights in the D'Oench room (second floor). The views are stunning and the room spacious with a real fireplace. The bed is incredibly comfortable yet firm enough that you...

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Helpful?
1Thank Michelle Y
GREATOAKMANOR, Manager at Great Oak Manor, responded to this review

Michelle and Melissa, Thank you for your wonderful review. It was a pleasure spending the holidays with the both of you! I'm glad you enjoyed your meals here with us. We very much enjoyed the addition of your sauerkraut suggestion to our Thanksgiving meal and it will be a must have next year! The Russell room will be a great...

Reviewed 1 week ago via mobile

We stayed in the Russell room Thanksgiving Day weekend and we couldn't have left more relaxed. The breakfast Mike provided was excellent the grounds were great the local restaurants were terrific especially the Bay Wolf the room was fantastic the history interesting the staff was courteous and professional

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1Thank rockborn s
GREATOAKMANOR, Manager at Great Oak Manor, responded to this review

Thank you for the great review. We are so pleased that you had such a relaxing holiday weekend stay. We are glad to hear that you enjoyed the surrounding area and restaurants as well. Chestertown is definitely a lovely quaint town to explore! Thanks again, Mike & Lynne

Easton, Pennsylvania
Reviewed 2 weeks ago

We had stayed at this property before and were looking forward to another wonderful stay. Unfortunately, our experience on this visit left a lot to be desired. The location is wonderful, but that is where it ended. The inside of the building needs quite a bit of renovation, from very worn rugs, to painting of moldings to wallpaper coming off...

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Helpful?
Thank RoHoehler
GREATOAKMANOR, Manager at Great Oak Manor, responded to this review

Although we strive for excellence, we sometimes encounter things like a faulty furnace which causes us to fall short. We have since solved the heating issues. Please contact us at the Manor so we can arrange for you to have another stay with us. It is very important to us that you experience the Manor at it's best. Thank you...

Pikesville, Maryland
Reviewed 4 weeks ago

Right on the water, large property, well kept. It's as good on the inside as it looks on the outside. Elegant and classy with the most excellent staff we have encountered. Breakfast was great, our evening dinner on Friday a very pleasant surprise. More to do just around the Manor than we had time for, very highly recommended!

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Helpful?
Thank F21208
GREATOAKMANOR, Manager at Great Oak Manor, responded to this review

We are so happy to hear you enjoyed your stay so much, as well as your Friday night dinner. It was our pleasure to help your stay here to be enjoyable. Thanks for the great review, Mike & Lynne

Mohnton
Reviewed 27 October 2016

The property is excellently maintained and the grounds are beautiful. Bikes and kayaks are free to use. While the inn's furnishings are formal, the feel is more casual in the dining area with a beautiful sun room that looks out over the lawn and river. Mike is very accommodating and professional as the innkeeper and quickly takes care of requests....

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1Thank Bob W
GREATOAKMANOR, General Manager at Great Oak Manor, responded to this review

Thank you for taking the time to review our Manor. We are so pleased that you enjoyed the grounds with the beautiful views along with our amenities. We agree, the carriage house is spectacular and is a must see! We look forward to having you back. Thanks, Mike

Philadelphia
Reviewed 20 October 2016

Beautiful place. We loved having use of the kayaks for the whole afternoon our first day. They were very kind to let us use them a bit early and provided great advice as to where to find lunch and dinner in the off season. The grounds very beautiful and well kept. Breakfast was delicious, homemade. The afternoon snacks and port...

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Helpful?
Thank marston258
GREATOAKMANOR, General Manager at Great Oak Manor, responded to this review

Thanks for staying with us and for your review. We are so glad that you enjoyed our manor, grounds and amenities. We couldn't agree more that an afternoon on the kayaks is a great start to a getaway. We are sorry for the inconvenience with the wifi, we have put a lot of thought into this are will continue to...

Fairfax, Virginia
Reviewed 18 October 2016 via mobile

Two years since first visit when we were first guest of a new own. It was fun then and now even better. Perfect place for a getaway with wildlife parks nearby and a small town historical center with a nice walking tour. Don't miss din din at The Blue Heron.

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Thank Kenneth C
GREATOAKMANOR, General Manager at Great Oak Manor, responded to this review

We are so glad that you enjoyed your most recent visit to the manor and love to hear that it was even better than your last time here. We agree that historic Chestertown is an amazing place to wander around. We look forward to your next visit. Thank you, Mike & Lynne

Manalapan, New Jersey
Reviewed 18 October 2016

My husband and I spent last weekend with friends at the Manor. The innkeeper Mike and the assistant Innkeeper Ryan did everything to make sure the guests were treated to a wonderful experience. The view of the Bay was unbelievable and the firepit and torches lit at night were the added touches that made this weekend special. The breakfast was...

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Helpful?
Thank chemistandnurse
GREATOAKMANOR, Manager at Great Oak Manor, responded to this review

We are so happy to hear that you enjoyed your recent visit with us. The views and the conversation around the fire pit are some of our favorite things about the manor too! We are also happy that you liked your breakfast service so much, we work hard at keeping it creative and delicious and are pleased to hear it...

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Amenities

Highlights
  • Free Parking
  • Free Breakfast
  • Beachfront
  • Free High Speed Internet ( WiFi )
GreenLeadersGold level
About the property
  • Beachfront
  • Pets Allowed ( Dog / Pet Friendly )
  • Non-Smoking Hotel
Room types
  • Suites
  • Non-Smoking Rooms
  • Family Rooms
In your room
  • Air Conditioning
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
Services
  • Free Parking
  • Free Breakfast
Official Description (provided by the hotel)
Great Oak Manor is located on Maryland's Eastern Shore, where the Chesapeake Bay is aglow in vibrant, warm sunsets; where towering oaks gently kiss the skyline; and where you can let your body rest and your mind wander. Tucked away on the outskirts of Chestertown, Maryland, our magnificent 18th century country-style estate rests alongside the Chesapeake Bay waterfront. With 12 guestrooms and various common rooms, Great Oak Manor offers the finest in a romantic luxury bed and breakfast inn, where all of your whims are cared for, day and night. Whether you're adventurous, need to get away, or just want to be taken care of, there's something here for everyone. Spend an afternoon perusing the quaint streets of historic Chestertown, exploring the Eastern Neck Refuge, sampling the fresh catch in Rock Hall, or just curl up in the arms of a weathered Adirondack chair to soak up the view. Aside from offering a relaxing getaway for travelers, Great Oak Manor also serves as the ideal location for various events, retreats, parties, and weddings. Welcome to our home, stay a while. ... more   less 

Additional Information about Great Oak Manor

Address: 10568 Cliff Rd, Chestertown, MD 21620-4115
Region: United States > Maryland > Chestertown
Price Range: $233 - $342 (Based on Average Rates for a Standard Room)
Hotel Class:3.5 star — Great Oak Manor 3.5*
Number of rooms: 12
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Also Known As:
Great Oak Manor Hotel Chestertown
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Questions & Answers

Here's what travellers have asked, with answers from Great Oak Manor staff and other travellers.
2 questions
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Columbia, Maryland
Ocean City, New Jersey

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Questions? Get answers from Great Oak Manor staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“Wait to book because they will drop the rate or give you half off”
 of 5 bubbles bobindc43, 6 Dec 2016 | Read review
“Do not book a room on the third floor. Too far up and in need of updating.”
 of 5 bubbles RoHoehler, 20 Nov 2016 | Read review
“D'Oench is a large room with a good view but no balcony. Caulk has the same view, it's a little smaller but has a small balcony area.”
 of 5 bubbles BobW60, 27 Oct 2016 | Read review
“Russel room fantastic”
 of 5 bubbles chemistandnurse, 18 Oct 2016 | Read review
“Every room is beautiful”
 of 5 bubbles frequentflyer3343, 14 Sep 2016 | Read review
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