
Find Family Hotels in Eastern Shore, MD
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Check availability on Eastern Shore Family Hotels
Tonight
Aug 6 - Aug 7Tomorrow
Aug 7 - Aug 8This weekend
Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Our top choices for Eastern Shore family-friendly hotels




1. Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake BayCambridge
- Kids will love this resort's waterslide, private beach, and pools—a paradise for adventure with kayaking and year-round swimming options.
₩312,734
₩422,760 total
includes taxes & fees
Aug 24 - Aug 25




2. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
- Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
₩169,307
₩187,930 total
includes taxes & fees
Sep 7 - Sep 8




3. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
₩254,452
₩279,897 total
includes taxes & fees
Aug 9 - Aug 10
₩210,567
₩235,835 total
includes taxes & fees
Sep 7 - Sep 8
₩240,237
₩266,663 total
includes taxes & fees
Aug 23 - Aug 24




6. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
- Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.
₩192,118
₩211,329 total
includes taxes & fees
Aug 30 - Aug 31




7. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
- Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
₩197,591
₩217,350 total
includes taxes & fees
Aug 9 - Aug 10
₩184,004
₩248,738 total
includes taxes & fees
Sep 7 - Sep 8
View all properties
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
₩169,307
₩187,930 total
includes taxes & fees
Sep 7 - Sep 8
₩197,591
₩217,350 total
includes taxes & fees
Aug 9 - Aug 10
₩162,421
₩180,287 total
includes taxes & fees
Sep 7 - Sep 8
₩192,118
₩211,329 total
includes taxes & fees
Aug 30 - Aug 31
₩312,734
₩422,760 total
includes taxes & fees
Aug 24 - Aug 25
₩175,202
₩194,474 total
includes taxes & fees
Aug 31 - Sep 1
₩240,237
₩266,663 total
includes taxes & fees
Aug 23 - Aug 24
₩196,596
₩216,258 total
includes taxes & fees
Sep 7 - Sep 8
₩152,387
₩169,150 total
includes taxes & fees
Aug 31 - Sep 1
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
₩169,307
₩187,930 total
includes taxes & fees
Sep 7 - Sep 8
₩162,421
₩180,287 total
includes taxes & fees
Sep 7 - Sep 8
₩197,591
₩217,350 total
includes taxes & fees
Aug 9 - Aug 10
₩117,702
₩160,191 total
includes taxes & fees
Sep 1 - Sep 2
₩163,730
₩181,740 total
includes taxes & fees
Sep 7 - Sep 8
₩192,118
₩211,329 total
includes taxes & fees
Aug 30 - Aug 31
₩312,734
₩422,760 total
includes taxes & fees
Aug 24 - Aug 25
₩240,237
₩266,663 total
includes taxes & fees
Aug 23 - Aug 24
₩139,572
₩177,590 total
includes taxes & fees
Sep 7 - Sep 8
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.
View all propertiesTop Eastern Shore Hotel Reviews
Princess Royale Oceanfront Resort
10/10 Excellent
"Nice"
Fenwick Inn
8/10 Good
"The only real complaint is the breakfast - the single center table is not appealing - and does not reflect health."
Coastal Palms Inn & Suites
10/10 Excellent
"It was a good stay place for the price. Location was very close to beach for someone with kids and older parents."
Quality Inn Ocean City Beachfront
10/10 Excellent
"Clean"
Carousel Resort Hotel & Condominiums
8/10 Good
"Definitely family friendly and in a really convenient spot. The building could use a little pick me up- repainting, bigger pool area, better post beach showers and out door bathrooms (they were pretty nasty). But our room was super clean, the staff was very accommodating and there was always something for the kids to do without even leaving the hotel. So, like I said, needs a bit of a facelift which I’m sure is hard to keep up with when you have harsh ocean like conditions. But would totally come back!"
Tidelands Caribbean Hotel and Suites
10/10 Excellent
"Great location and staff were excellent"
Howard Johnson by Wyndham Ocean City Oceanfront
10/10 Excellent
"Staff was fantastic! Went out of their way to make our stay as comfortable as possible"
Plim Plaza Hotel
10/10 Excellent
"Plenty parking space and great locatiin"




















































