Eastern Shore Hotel Guide - Family Friendly Hotels in Eastern Shore, Maryland

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Top Eastern Shore Family Friendly Hotels

Grand Hotel Ocean City Oceanfront

3.0 star property
Downtown Ocean City
  • Outdoor pool
  • Arcade/games room
9.0 out of 10, Wonderful, (3339)
Families delight in beachfront adventures followed by splashes in dual swimming pools. Children explore the playground while teens battle in the arcade room. Parents savour relaxation with sauna access, poolside dining, and comfortable accommodation overlooking crashing waves.
Grand Hotel Ocean City Oceanfront

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
  • Children's club
  • Childcare
  • Cots/infant beds provided
  • 2 outdoor pools
  • Arcade/games room
8.8 out of 10, Excellent, (1005)
Splash into family fun with a waterslide, children's pool, and seasonal outdoor swimming area at this beachfront hotel. Young explorers can enjoy beach volleyball, kayaking, and kids club activities while parents relax at Sago Spa. Staff consistently delivers friendly, helpful service.
The price is €197
includes taxes & fees
2 Dec - 3 Dec
Hyatt Regency Chesapeake Bay

Hyatt Place Ocean City / Oceanfront

3.0 star property
Downtown Ocean City
  • Indoor pool
9.0 out of 10, Wonderful, (1587)
The price is €72
includes taxes & fees
28 Dec - 29 Dec
Hyatt Place Ocean City / Oceanfront

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
  • Cots/infant beds provided
9.2 out of 10, Wonderful, (925)
Splash into family adventures at this waterfront hotel featuring a gated seasonal pool with sun loungers and umbrellas. Kids appreciate premium TV channels while parents love the free breakfast buffet, convenient Matapeake State Park access, and complimentary cots.
The price is €76
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

DoubleTree by Hilton Ocean City Oceanfront

4.0 star property
Midtown Ocean City
  • Cots/infant beds provided
  • 2 outdoor pools
  • Indoor pool
9.0 out of 10, Wonderful, (1004)
Family memories flourish at this beachfront haven where little ones splash in three distinct pools while parents relax under sun loungers. Spacious rooms with ocean views, convenient kitchens, and proximity to attractions create the perfect foundation for unforgettable seaside adventures.
The price is €74
includes taxes & fees
11 Dec - 12 Dec
DoubleTree by Hilton Ocean City Oceanfront

Comfort Inn & Suites Cambridge

2.5 star property
Cambridge
  • Indoor pool
8.2 out of 10, Very good, (787)
The price is €105
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Cambridge

La Quinta Inn & Suites by Wyndham Newark - Elkton

3.0 star property
Elkton
  • Cots/infant beds provided
9.0 out of 10, Wonderful, (1004)
Kids flourish at this welcoming hotel offering spacious rooms with sofa beds and cots at no extra charge. Premium TV channels keep young ones entertained while parents appreciate the quiet, comfortable environment. Just a 3-minute drive from Iron Hill County Park delivers outdoor adventures.
The price is €88
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Newark - Elkton

The Tidewater Inn

3.0 star property
Easton
  • Spa
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Breakfast available
8.8 out of 10, Excellent, (838)
Spacious rooms delight with premium TV channels while refrigerators and microwaves are available upon request for family convenience. The hotel's central location puts ecotours within easy reach, complemented by free parking and exceptional staff service.
The price is €160
includes taxes & fees
29 Dec - 30 Dec
The Tidewater Inn

Best Western Plus Pocomoke City

2.5 star property
Pocomoke City
  • Cots/infant beds provided
  • Indoor pool
8.6 out of 10, Excellent, (876)
Family adventures bloom at this rural retreat with an indoor swimming pool, perfect for splashing year-round. Cots, premium TV channels, and pay films entertain the youngest travellers, while parents appreciate the 24-hour fitness centre and proximity to Delmarva Discovery Centre.
The price is €97
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus Pocomoke City

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
  • Cots/infant beds
8.6 out of 10, Excellent, (857)
Seasonal outdoor pool adventure awaits families with young explorers at this Chestertown haven. Pool gates ensure child safety while premium TV channels and blackout drapes guarantee entertainment and rest. Free breakfast and proximity to the dog park complete this family retreat.
The price is €98
includes taxes & fees
30 Nov - 1 Dec
Comfort Inn & Suites Chestertown
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

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