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 437
AED 485 total
includes taxes & fees
2 Sep - 3 Sep
8.2 out of 10, Very Good, (869 reviews)
The price is AED 420
AED 466 total
includes taxes & fees
1 Sep - 2 Sep
9.2 out of 10, Wonderful, (1,003 reviews)
- Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
The price is AED 511
AED 562 total
includes taxes & fees
6 Aug - 7 Aug
8.8 out of 10, Excellent, (904 reviews)
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
The price is AED 605
AED 665 total
includes taxes & fees
26 Aug - 27 Aug
7.6 out of 10, Good, (910 reviews)
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
The price is AED 372
AED 409 total
includes taxes & fees
25 Aug - 26 Aug
9.6 out of 10, Exceptional, (383 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
9 Aug - 10 Aug
8.6 out of 10, Excellent, (623 reviews)
- Family-friendly pool oasis near Martinak State Park offers cool splashes and free perks for the whole gang.
The price is AED 453
AED 503 total
includes taxes & fees
31 Aug - 1 Sep
8.6 out of 10, Excellent, (552 reviews)
The price is AED 360
AED 404 total
includes taxes & fees
3 Sep - 4 Sep
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 437
AED 485 total
includes taxes & fees
2 Sep - 3 Sep
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 437
AED 485 total
includes taxes & fees
2 Sep - 3 Sep
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
Princess Royale Oceanfront Resort
8/10 Good
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