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Great Oak Manor

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301 Reviews from our TripAdvisor Community

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Showing 301: English reviews
Philadelphia, PA USA
Level Contributor
15 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed yesterday NEW

I stayed at Great Oak Manor for a blissful three days with my dog so we could have a quick escape from urban madness. It was PERFECT. Quiet and serene, I could choose to just sit on the grounds with a cocktail and listen to the birds and water, or be active and swim/kayak/bike...or drive 15 minutes into town for... More 

Helpful?
Thank phillyqueenie
Reisterstown, Maryland
Level Contributor
3 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
INNKEEPER’S FAVORITE REVIEW
5 of 5 stars Reviewed July 3, 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... More 

Helpful?
1 Thank Michelle Y
About Innkeeper's Favorite Review
The Innkeeper’s Favorite Review is a recent traveler review pinned as a favorite by this property’s owner or manager.
Doylestown, Pennsylvania
Level Contributor
17 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 days ago NEW

This elegant bed and breakfast will be high on our list of places for a return visit! We were met at the door by Mike, the innkeeper, and graciously welcomed and given a tour of the manor. The spacious and numerous common rooms were nicely appointed. The small snack room had microwave popcorn, cold sodas and Keurig coffee available anytime.... More 

Helpful?
Thank MaryC633
Mikeatgreatoak, General Manager at Great Oak Manor, responded to this review

Thank You for spending your time with us, its truly wonderful to share Great Oak Manor with new friends! Great Oak Manor is such a special place to us and we are glad you found us! Thanks and See you soon! Mike More 

Smyrna, Delaware
Level Contributor
5 reviews
3 hotel reviews
5 of 5 stars Reviewed 1 week ago

We went over for a short getaway, and had a very relaxing time. The host was so welcoming, and the happy hour and lots of rooms and views to enjoy were wonderful. Bed was comfy, and breakfast was great - more than continental, but not overdone.

Helpful?
Thank Lisa H
Mikeatgreatoak, General Manager at Great Oak Manor, responded to this review

Thank you Lisa, It was a pleasure having you at Great Oak Manor, I enjoyed having you and your friends stay with us! This place is magical when old friends can come together and enjoy themselves! Come back and see us! Mike More 

Lynchburg, Virginia
Level Contributor
6 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
4 of 5 stars Reviewed 1 week ago

Impressive grounds and a lovely building. The innkeeper is friendly, but his use of the word "guys" (as in "Hi guys!" "Here's your room guys!" "This is our breakfast area guys.") was a bit off-putting. Breakfast was very good. One minor issue: we stayed in the Russell Room. It's one of the largest rooms at the inn. Temperatures were in... More 

Helpful?
Thank MAWilson5555
Mikeatgreatoak, Manager at Great Oak Manor, responded to this review

Thanks for taking the time to review Great Oak Manor! I'm sorry you were put off by my choice of words. Sometimes its very difficult in a property of our size to have the interaction I need to learn names! Our in room air conditioners normally do well but this has been a true test with the excessive heat. Thanks... More 

Annapolis, Maryland
Level Contributor
3 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed 1 week ago

I heard about Great Oak Manor from my cousin who raved about it. So my mother and I decided to try it out at the beginning of August. We stayed 3 nights and had a wonderful visit! What really made it special was how we were treated. The innkeeper made a point to make sure my elderly mother was accommodated.... More 

Helpful?
Thank reviewgal722
Mikeatgreatoak, Manager at Great Oak Manor, responded to this review

So glad you mentioned feeling like family, We strive to make Great Oak Manor a special place that you will think of for all of your vacation needs! We hope to see you again in the future! we have hopefully fixed our Wifi issues! Thanks and see you soon! Mike More 

Pennsylvania
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 1 week ago

We stayed for 3 nights in the beginning of August. We were in the Roese Room which is currently considered a pet friendly room. Apparently this could change. We have dogs and has a slight concern about the condition but had no worries upon arrival! The room was extremely clean. The location is ideal for a quick access to get... More 

Helpful?
Thank Kelly M
Mikeatgreatoak, Manager at Great Oak Manor, responded to this review

Hello Kelly, Thank you so much for taking the time to review Great Oak Manor! I'm so glad you mentioned the new furniture, it is now in place! We are excited to share some of the great happenings here at the manor! Always updating and offering more services! Thanks again and hope to see you again soon! Mike More 

Sicklerville, New Jersey
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 2 weeks ago

Yes, that's right,18 years. My wife and I have been coming for that long and have been bringing family and friends to share the experience of such a wonderful peaceful retreat. The Great Oak Manor offers loads of amenities and activities and the staff is so accomodating so much so that I don't believe they know how to say no... More 

Helpful?
Thank johnwW3461KE
Mikeatgreatoak, General Manager at Great Oak Manor, responded to this review

Great to see returning guests continue to have amazing visits to Great Oak Manor.. Lots of great things planned and many more services to be offered soon! stay tuned for updates. We are excited about the future and look forward to having you back with us! Thanks Mike More 

The Villages, Florida
Level Contributor
26 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 2 weeks ago

Our son and daughter-in-law stayed here and enjoyed it, so my wife and I and another couple decided to try it too. We weren't disappointed, except for the hot weather in August and the little black flies that attacked us. If we had visited in the Spring or Fall, we probably would have enjoyed being outdoors, but even with this... More 

Helpful?
Thank Howard M
Mikeatgreatoak, General Manager at Great Oak Manor, responded to this review

Hello Howard, It was great to meet you and you wife and the other couple as well! I hope your travels find you back our way next year! Safe travels and stay cool down south! Check out our email newsletter for info on all the great things happening here! Thanks Mike More 

Sewell, New Jersey
Level Contributor
3 reviews
5 of 5 stars Reviewed 2 weeks ago via mobile

Absolutely the best B&B we've ever stayed in. We've been there twice and plan on returning again and again. Everything from the hospitality to the delicious breakfast, the breath taking views--nothing compares. Mike the inn keeper has made our stay memorable. Our home away from home.

Helpful?
Thank jamoroso62
Mikeatgreatoak, General Manager at Great Oak Manor, responded to this review

it was a pleasure having you stay with us again! Thank you for taking the time to share your review with us; it's always great to hear from our guests and get feedback. We hope to see you back soon! Mike More 

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Amenities

Highlights
  • Free Parking
  • Free Breakfast
  • Beachfront
  • Bar/Lounge
  • Free High Speed Internet ( WiFi )
GreenLeadersGold level
About the property
  • Beachfront
  • Non-Smoking Hotel
  • Pets Allowed ( Dog / Pet Friendly )
Things to do
  • Bar/Lounge
Room types
  • Non-Smoking Rooms
  • Family Rooms
  • Suites
In your room
  • Air Conditioning
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
Services
  • Free Parking
  • Free Breakfast
  • Meeting Rooms
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
Location: United States > Maryland > Chestertown
Price Range: $186 - $312 (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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