Hotels with Swimming Pools in Eastern Shore

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Eastern Shore hotels with a pool

1. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
The price is S$135
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (856 reviews)
  • cleanliness
    Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
The price is S$191
includes taxes & fees
15 Nov - 16 Nov
Hyatt Place Kent Narrows & Marina

3. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Aquatic paradise awaits with 2 outdoor pools, indoor pool, and waterslide offering year-round relaxation at this riverside resort.
The price is S$247
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay

4. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
The price is S$170
includes taxes & fees
18 Nov - 19 Nov
Hilton Garden Inn Kent Island Marina

5. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Plunge into ocean views at this beachfront hotel with 3 pools, where sun-drenched relaxation meets poolside cocktail service.
The price is S$117
includes taxes & fees
15 Nov - 16 Nov
DoubleTree by Hilton Ocean City Oceanfront

6. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (4,000 reviews)
  • cleanliness
    Float in indoor or outdoor pools with oceanfront views in this beach retreat.
The price is S$92
includes taxes & fees
8 Dec - 9 Dec
Grand Hotel Ocean City Oceanfront

7. Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Poolside paradise beckons with year-round swimming options in this bayside retreat.
The price is S$116
includes taxes & fees
7 Dec - 8 Dec
Cambria Hotel Ocean City - Bayfront

8. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is S$128
includes taxes & fees
15 Nov - 16 Nov
Best Western Kent Narrows Inn

9. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
2.5 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Dive into coastal tranquility at the bayfront hotel with year-round pool access and poolside bar service.
The price is S$84
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn & Suites Ocean City/Bayfront-Convention Center

10. Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (1,468 reviews)
  • cleanliness
    Splash into beachfront bliss at this indoor poolside paradise with hot tub and bar service.
The price is S$129
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn & Suites Ocean City by IHG
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.

Choose what matters most at hotels with a pool in Eastern Shore

Explore a world of travel with Expedia