Eastern Shore Hotel Guide - Hotels with Pool in Eastern Shore, Maryland
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Our top choices for Eastern Shore hotels with a pool
8.2 out of 10, Very good, (1,000 reviews)
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is €86
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,003 reviews)
- Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
The price is €118
includes taxes & fees
22 Jul - 23 Jul
The price is €145
includes taxes & fees
6 Jul - 7 Jul
8.6 out of 10, Excellent, (926 reviews)
- Dive into the seasonal outdoor pool with comfortable loungers and umbrellas at this refreshing hotel retreat in Chestertown.
The price is €104
includes taxes & fees
15 Jul - 16 Jul
9.0 out of 10, Wonderful, (1,008 reviews)
- Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
The price is €143
includes taxes & fees
29 Jun - 30 Jun
8.8 out of 10, Excellent, (2,058 reviews)
- Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.
The price is €149
includes taxes & fees
29 Jun - 30 Jun
Microtel Inn & Suites by Wyndham Ocean City
Microtel Inn & Suites by Wyndham Ocean CityWest Ocean City
8.2 out of 10, Very good, (1,005 reviews)
- Scenic seaside splashes await at this family-friendly hotel with a seasonal outdoor pool and hot tub.
The price is €115
includes taxes & fees
30 Jun - 1 Jul
9.0 out of 10, Wonderful, (1,006 reviews)
- Splash into relaxation at this spotless hotel, featuring a sunlit indoor pool and inviting hot tub.
The price is €128
includes taxes & fees
5 Jul - 6 Jul
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.
Hotels with pools and free breakfast in Eastern Shore
9.0 out of 10, Wonderful, (1006)
The price is €128
includes taxes & fees
5 Jul - 6 Jul
4-star hotels with pools in Eastern Shore
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
9.0 out of 10, Wonderful, (1008)
The price is €262
includes taxes & fees
30 Jun - 1 Jul
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.
Top Eastern Shore Hotel Reviews
Grand Hotel Ocean City Oceanfront
10/10 Excellent
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