Find Hotels with an Outdoor Pool in Eastern Shore, MD

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Check availability on Eastern Shore Hotels with an Outdoor Pool

Top Eastern Shore Hotels with an Outdoor Pool

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
8.8 out of 10, Excellent, (1001)
"Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. "
United States
Daniel
$197 nightly
The price is $223
Dec 17 - Dec 18
Total with taxes and fees
Hyatt Regency Chesapeake Bay

DoubleTree by Hilton Ocean City Oceanfront

4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1000)
"The room was clean,the staff was friendly and I enjoyed my stay."
United States
Kelvin
$77 nightly
The price is $86
Dec 1 - Dec 2
Total with taxes and fees
DoubleTree by Hilton Ocean City Oceanfront

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (924)
"nice, clean, up to date, budget friendly hotel"
United States
mike
$95 nightly
The price is $105
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Grand Hotel Ocean City Oceanfront

3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (3324)
"We always stay here, great place!!"
United States
Melissa
$58 nightly
The price is $65
Nov 23 - Nov 24
Total with taxes and fees
Grand Hotel Ocean City Oceanfront

Hyatt Place Ocean City / Oceanfront

3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1586)
"The staff was courtesy and helpful. My staff was great and I will stay here again when I return. "
United States
Corey
$76 nightly
The price is $84
Dec 5 - Dec 6
Total with taxes and fees
Hyatt Place Ocean City / Oceanfront

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
8.6 out of 10, Excellent, (848)
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
United States
Santa
$102 nightly
The price is $113
Nov 23 - Nov 24
Total with taxes and fees
Comfort Inn & Suites Chestertown

Hilton Ocean City Oceanfront Suites

4.0 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1315)
"Overall it was a wonderful place to stay!"
United States
Mark
$111 nightly
The price is $123
Dec 1 - Dec 2
Total with taxes and fees
Hilton Ocean City Oceanfront Suites

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (125)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
$160 nightly
The price is $174
Dec 1 - Dec 2
Total with taxes and fees
Kent Island Resort

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (355)
"Yes. room was spotless and staff was awesome!"
United States
Frank
$100 nightly
The price is $110
Nov 23 - Nov 24
Total with taxes and fees
Knapps Narrows Marina & Inn

Park Place Hotel

3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (1037)
"Great views and courteous staff."
United States
Michelle L
$65 nightly
The price is $71
Nov 23 - Nov 24
Total with taxes and fees
Park Place Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Eastern Shore

Discover top Eastern Shore attractions

The Eastern Shore of the United States offers a delightful mix of relaxation and adventure, perfect for looking for a tranquil getaway. Begin your exploration at Assateague Island National Seashore, where wild ponies roam free along pristine beaches, allowing for serene walks and unforgettable family photos. Then, head to the charming town of St. Michaels, known for its quaint shops and waterfront dining, where you can relish fresh seafood while enjoying picturesque views of the Chesapeake Bay. For a touch of history, visit the Chesapeake Bay Maritime Museum, which offers engaging exhibits that the whole family can enjoy, making it both educational and leisurely. The area is also dotted with beautiful parks and nature reserves perfect for picnicking or leisurely bike rides, such as the Eastern Shore’s Blackwater National Wildlife Refuge, renowned for its scenic landscapes and birdwatching opportunities. After a day of exploration, unwind at one of the many hotels featuring stunning pools, like the Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina, where you can relax poolside while the kids splash around or indulge in a spa treatment. Staying in the St. Michaels area provides a wonderful home base, with easy access to various attractions and a welcoming atmosphere, ensuring that every moment of your stay is filled with comfort and enjoyment.

Top Eastern Shore Hotel Reviews

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