
Find Family Hotels in Eastern Shore, MD
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Check availability on Eastern Shore Family Hotels
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Sep 30 - Oct 1Tomorrow
Oct 1 - Oct 2This weekend
Oct 2 - Oct 4Next weekend
Oct 9 - Oct 11Our 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
- Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
NT$3,510
NT$3,896 total
includes taxes & fees
Oct 25 - Oct 26




2. Baymont by Wyndham Easton
Baymont by Wyndham EastonEaston
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12




3. 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.
NT$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2




4. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$6,030
NT$6,633 total
includes taxes & fees
Oct 27 - Oct 28




5. 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.
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 11 - Oct 12
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28




7. Hampton Inn Easton
Hampton Inn EastonEaston
- Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
NT$4,080
NT$4,488 total
includes taxes & fees
Oct 18 - Oct 19
NT$4,850
NT$5,383 total
includes taxes & fees
Oct 6 - Oct 7
View all properties
Family-friendly hotels with free breakfast in Eastern Shore
NT$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12




Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
NT$3,510
NT$3,896 total
includes taxes & fees
Oct 25 - Oct 26




La Quinta Inn & Suites by Wyndham Newark - Elkton
La Quinta Inn & Suites by Wyndham Newark - ElktonElkton
NT$3,296
NT$3,692 total
includes taxes & fees
Oct 4 - Oct 5
NT$4,850
NT$5,383 total
includes taxes & fees
Oct 6 - Oct 7
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 11 - Oct 12
NT$4,080
NT$4,488 total
includes taxes & fees
Oct 18 - Oct 19
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28
NT$2,987
NT$3,346 total
includes taxes & fees
Oct 11 - Oct 12
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 8 - Oct 9
Family-friendly hotels with pools in Eastern Shore
NT$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2
NT$4,850
NT$5,383 total
includes taxes & fees
Oct 6 - Oct 7




Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
NT$3,510
NT$3,896 total
includes taxes & fees
Oct 25 - Oct 26
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 11 - Oct 12
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28
NT$4,080
NT$4,488 total
includes taxes & fees
Oct 18 - Oct 19
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 8 - Oct 9
NT$4,027
NT$4,510 total
includes taxes & fees
Oct 11 - Oct 12
NT$3,307
NT$3,670 total
includes taxes & fees
Oct 25 - Oct 26
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
Days Inn by Wyndham Ocean City Oceanfront
8/10 Good
"It's good"
Francis Scott Key Family Resort
8/10 Good
"Great place for families lots of amenities to keep them entertained"
Fenwick Inn
8/10 Good
"Our room/suite was fantastic! We stayed in room 521. My only complaints are the breakfast provided wasn’t great and the pool/hot tub area is in need of some improvement. But the hotel and staff itself were great! We would still stay there again."
Bonita Beach Hotel
8/10 Good
"I had a few mechanical issues like one electrical outlet not working, no working room telephone and the shower handle coming off in your hand."
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- Visit Neavitt
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- Bay Country Shop
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