Find Family Hotels in Eastern Shore, MD
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Our top choices for Eastern Shore family-friendly hotels
1. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,000 reviews)
- Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
The price is AED 386
AED 428 total
includes taxes & fees
15 Nov - 16 Nov
9.4 out of 10, Exceptional, (847 reviews)
The price is AED 511
AED 567 total
includes taxes & fees
24 Nov - 25 Nov
9.6 out of 10, Exceptional, (393 reviews)
- Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.
The price is AED 496
AED 546 total
includes taxes & fees
1 Nov - 2 Nov
8.4 out of 10, Very good, (922 reviews)
The price is AED 398
AED 441 total
includes taxes & fees
22 Nov - 23 Nov
9.0 out of 10, Wonderful, (1,002 reviews)
The price is AED 482
AED 534 total
includes taxes & fees
22 Nov - 23 Nov
9.0 out of 10, Wonderful, (592 reviews)
- Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
The price is AED 470
AED 517 total
includes taxes & fees
29 Oct - 30 Oct
9.4 out of 10, Exceptional, (505 reviews)
The price is AED 785
AED 965 total
includes taxes & fees
15 Nov - 16 Nov
8.6 out of 10, Excellent, (997 reviews)
- Splash into seasonal fun with the family near Washington College, where kids love the outdoor pool and premium entertainment options.
The price is AED 362
AED 401 total
includes taxes & fees
18 Nov - 19 Nov
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.
Family-friendly hotels with free breakfast in Eastern Shore
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1000)
The price is AED 386
AED 428 total
includes taxes & fees
15 Nov - 16 Nov
Family-friendly hotels with pools in Eastern Shore
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1000)
The price is AED 386
AED 428 total
includes taxes & fees
15 Nov - 16 Nov
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
Castle in the Sand
10/10 Excellent
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