
Find Kid Friendly Hotels in Eastern Shore from S$159
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Check availability on Eastern Shore Family friendly Hotels
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28 Aug - 30 AugOur 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.
S$179
includes taxes & fees
14 Sept - 15 Sept




2. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
S$239
includes taxes & fees
24 Aug - 25 Aug




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.
S$195
includes taxes & fees
17 Aug - 18 Aug
S$164
includes taxes & fees
7 Sept - 8 Sept




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.
S$190
includes taxes & fees
23 Aug - 24 Aug




6. Quality Inn
Quality InnEaston
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
S$159
includes taxes & fees
18 Aug - 19 Aug




7. Best Western Denton Inn
Best Western Denton InnDenton
- Family-friendly pool oasis near Martinak State Park offers cool splashes and free perks for the whole gang.
S$175
includes taxes & fees
31 Aug - 1 Sept
S$237
includes taxes & fees
8 Sept - 9 Sept
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
S$179
includes taxes & fees
14 Sept - 15 Sept
S$164
includes taxes & fees
7 Sept - 8 Sept
S$195
includes taxes & fees
17 Aug - 18 Aug
S$175
includes taxes & fees
31 Aug - 1 Sept




La Quinta Inn & Suites by Wyndham Newark - Elkton
La Quinta Inn & Suites by Wyndham Newark - ElktonElkton
S$137
includes taxes & fees
30 Aug - 31 Aug
S$142
includes taxes & fees
7 Sept - 8 Sept
S$237
includes taxes & fees
8 Sept - 9 Sept
S$190
includes taxes & fees
23 Aug - 24 Aug
S$147
includes taxes & fees
13 Sept - 14 Sept
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
S$179
includes taxes & fees
14 Sept - 15 Sept
S$164
includes taxes & fees
7 Sept - 8 Sept
S$195
includes taxes & fees
17 Aug - 18 Aug
S$237
includes taxes & fees
8 Sept - 9 Sept
S$175
includes taxes & fees
31 Aug - 1 Sept
S$190
includes taxes & fees
23 Aug - 24 Aug
S$142
includes taxes & fees
7 Sept - 8 Sept
S$214
includes taxes & fees
7 Sept - 8 Sept
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
8/10 Good
"The property was pleasant. Our stay in August was in an Oceanfront suite on the 4th floor, but fell short of our prior stay. The Oceanfront balcony was nice with ample space. The balcony furniture consists of Adirondack chairs that are incredibly uncomfortable. We added pillows to them, allowing us to sit out there. The suite was not well-cared for. There was a broken drawer in the kitchen that wouldn’t close or open properly, hanging out. The doors to both the bathroom and bedroom squeaked very loudly when opened or closed, which was quite unpleasant that we added some spray to stop the terrible noise. The beds were okay, but not super comfortable, and they also squeaked. The furniture in the suite was all scratched up and just okay in comfort. I understand that sometimes guests don’t value the quality of the accommodations, but I believe the staff or the responsible person should take the initiative to fix these minor issues. The property was renovated in 2025, and instead of letting it now deteriorate, they should make the extra effort to keep it in good condition. This stay was also marred by the thousands of jellyfish that caused numerous injuries. It was the worst in 50 years, but the hotel failed to inform us about the hazardous conditions upon check-in, which they should have done. We only discovered this information from another couple who were staying at the property. Ocean City also chose not to advise swimmers of this condition either, which was a real danger."
Quality Inn Ocean City Beachfront
10/10 Excellent
"Clean rooms"
Coastal Palms Inn & Suites
8/10 Good
"Breakfast was not the best, barely anything to eat. No room service to come clean, but overall everything else was good"
Days Inn by Wyndham Ocean City Oceanfront
8/10 Good
"Very clean, just a tiny bit small. Great location."
Francis Scott Key Family Resort
10/10 Excellent
"Great family and friendly amenities and the shuttle was great so you didn’t have to drive to the boardwalk"
Princess Bayside Beach Hotel
8/10 Good
"Loved the access to the beach and the roof top pool. The room itself was nice but it had a scent to it, like a cologne or mature perfume."
Howard Johnson by Wyndham Ocean City Oceanfront
8/10 Good
"My room was supposed to be 2 queen beds, but it was 2 full beds"
Tidelands Caribbean Hotel and Suites
8/10 Good
"Experience was good, quick check-in, clean room, enjoyable time"
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"Clean, Close to everything, tons of amenities. Will continue to book the property"
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