Bed and Breakfast Search >> Maryland >> Chestertown

Great Oak Manor

Chestertown, Maryland.

Tucked away on the outskirts of Chestertown, MD, our magnificent 18th century county style estate rests alongside the waterfront of the Chesapeake Bay. With 12 guest rooms,Great Oak Manor offers the finest in a romantic luxury Inn.

Bed and Breakfast Accommodations

Visiting Great Oak Manor Inn at Chesapeake Bay is like stepping back in time, to when the Eastern Shore was the home of the wealthy farmer and the well to do from Philadelphia, Baltimore, and Wilmington.

There is more wildlife at the Manor than in most sanctuaries. Great Oak Manor, a Chesapeake Bay Inn, offers a private and secluded setting on the Chesapeake Bay for that "get-a-way from it all" feeling in a magnificent 1800's style country estate with 12 guest rooms. Enjoy our magnificent sunsets from our private beach.

Each guest room is unique - from the grand Marmaduke Chesapeake Bay waterside room at the top of the spiral staircase to quaint sloped ceiling rooms on the third floor. Each individually air-conditioned and each with its own story to tell.

The elegant dining room with views of the bay and a fireplace is where a full breakfast with Manor-baked muffins, hot entrees, cereals, yogurts, and fresh fruit are served each morning.

Great Oak Manor offers a private and secluded setting on the Chesapeake Bay with several comfortable common rooms. Our Library, where one can relax and enjoy a book from our extensive collection, music room, to play the piano, our Chesapeake room with guest bar and our large conservatory overlooking the magnificent sunsets on the bay.

Great Oak Manor is the ideal location for small to midsize Corporate Retreats. Our experienced and professional staff, along with a complete conference facility, caters to the corporate world.

Inn Information

Season: Year Round
Rates: 149.00 - 315.00 US Dollars (double occupancy)
Rooms: 12
With private baths: 12
Languages spoken other than English: German
Mealplan: Breakfast included
Food Served:

• Breakfast includes a hot entree
• Afternoon snack, evening port & sherry, fresh fruit & beverages all complimentary

Nearest Airport(s): Philadelphia; Baltimore

Payment methods accepted:

• Checks
• Cash

Services:

Waterfront setting, conference rooms, massage, bicycles, private beach, sunset cruises

Area Attractions and Activities:

Whether it's antiquing or shopping in Chestertown or Rock Hall, or dining at one of our many fine restaurants, there's much to do within minutes of the Inn. On any day there's fishing, sailing, canoeing, kayaking, taking a shot at sporting clays, or cycling across the County along scenic byways. There is golfing, tennis, and birding... or just relax and watch the sunset from the Inn's own terrace.

More options and details are found by visiting our website.

Most Popular Rooms:

Maramaduke:Original Master Suite! A deluxe waterside room that has views of the bay,a fireplace, comfortable reading chairs, king feather bed, walk-in closet and private bath. This is also known as our bridal suite

The Caulk Room: Wonderfully decorated with its own sitting area, private balcony with water view,king size bed, walk-in closet and private bath. The Roese Suite is a lovely two room suite, with a king size bed, fireplace, private bath, garden view.

Check In Instructions:

After 8:00 PM you must make arrangements with the innkeepers. A key to the front door will be left out for you with directions to your room.

Reservation Notes:

Cancellations must be made no later than 14 days prior to arrival. If your cancellation can be resold, a $25 cancellation fee will replace the one night rate cancellation mentioned above. No refunds for early departures.

Accommodation Restrictions

• Please inquire about our policy regarding children.
• Smoking not permitted.
• Pets allowed with limits.

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