Find Hotels with an Outdoor Pool in Eastern Shore, MD

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Top Eastern Shore Hotels with an Outdoor Pool

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
$127 nightly
The price is $141
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Beach Bum West-O Motel

2.5 star property
8.8 out of 10, Excellent, (361)
"Excellent place to stay!!"
$60 nightly
The price is $67
Oct 24 - Oct 25
Total with taxes and fees
Beach Bum West-O Motel

Dunes Suites Oceanfront

2.5 star property
9.2 out of 10, Wonderful, (1087)
"Beautiful view and nice accommodations. "
$78 nightly
The price is $87
Oct 19 - Oct 20
Total with taxes and fees
Dunes Suites Oceanfront

Francis Scott Key Family Resort

2.5 star property
8.6 out of 10, Excellent, (15)
"The front desk lady was a wonderful, helpful person. Sweet personality as well as knowledgeable. "
$75 nightly
The price is $83
Oct 12 - Oct 13
Total with taxes and fees
Francis Scott Key Family Resort

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Great location, free parking, free breakfast excellent staff."
$92 nightly
The price is $102
Oct 19 - Oct 20
Total with taxes and fees
St Michaels Inn

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (421)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
$218 nightly
The price is $242
Nov 2 - Nov 3
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club

Holiday Inn Express North East by IHG

2.5 star property
8.4 out of 10, Very Good, (521)
"I like the great hospitality and it was very clean good breakfast also"
$111 nightly
The price is $124
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express North East by IHG

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful view!"
$100 nightly
The price is $110
Oct 5 - Oct 6
Total with taxes and fees
Knapps Narrows Marina & Inn

Mainstay Suites Ocean City West

2.5 star property
8.8 out of 10, Excellent, (224)
"Staff & rooms were very clean & very roomy "
$67 nightly
The price is $75
Oct 12 - Oct 13
Total with taxes and fees
Mainstay Suites Ocean City West

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

2.5 star property
8.8 out of 10, Excellent, (1000)
"Nice place and great breakfast options that’s included"
$67 nightly
The price is $75
Oct 12 - Oct 13
Total with taxes and fees
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
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

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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