Find Family-Friendly Hotels in Eastern Shore, MD
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8 Aug - 9 AugTomorrow
9 Aug - 10 AugNext weekend
14 Aug - 16 AugIn two weeks
21 Aug - 23 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.
£98
includes taxes & fees
7 Sept - 8 Sept
2. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
£136
includes taxes & fees
11 Aug - 12 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.
£113
includes taxes & fees
9 Aug - 10 Aug
£94
includes taxes & fees
7 Sept - 8 Sept
5. 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.
£203
includes taxes & fees
26 Aug - 27 Aug
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.
£110
includes taxes & fees
16 Aug - 17 Aug
7. Quality Inn
Quality InnEaston
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
£92
includes taxes & fees
10 Aug - 11 Aug
£74
includes taxes & fees
7 Sept - 8 Sept
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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
£98
includes taxes & fees
7 Sept - 8 Sept
£113
includes taxes & fees
9 Aug - 10 Aug
£94
includes taxes & fees
7 Sept - 8 Sept
£110
includes taxes & fees
16 Aug - 17 Aug
£203
includes taxes & fees
26 Aug - 27 Aug
£101
includes taxes & fees
31 Aug - 1 Sept
£139
includes taxes & fees
16 Aug - 17 Aug
£115
includes taxes & fees
7 Sept - 8 Sept
£88
includes taxes & fees
7 Sept - 8 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
£98
includes taxes & fees
7 Sept - 8 Sept
£94
includes taxes & fees
7 Sept - 8 Sept
£113
includes taxes & fees
9 Aug - 10 Aug
£95
includes taxes & fees
7 Sept - 8 Sept
£110
includes taxes & fees
16 Aug - 17 Aug
£203
includes taxes & fees
26 Aug - 27 Aug
£139
includes taxes & fees
16 Aug - 17 Aug
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
Fenwick Inn
8/10 Good
"Expedia made it easy to book a room at a moments notice. The property was clean, The room was clean, food in the Vista restaurant was good. Check in & out was a breeze. Good overnight stay."
Ashore Oceanfront Hotel by Marriott
10/10 Excellent
"The staff was very nice. Rooms were very clean. I just wish the pool had more supervision because there were too many kids in the pool throwing balls"
Days Inn by Wyndham Ocean City Oceanfront
8/10 Good
"I enjoyed my stay"
Princess Royale Oceanfront Resort
8/10 Good
"Ample of parking. D"
Tidelands Caribbean Hotel and Suites
8/10 Good
"Love the location. Great view, safe, and on the boardwalk. Only complaints are the sewage smell once you leave the room (smell started to get into the room toward the end of the week) and also had a kitchenette with only a pot for the stove and two plates. We were also an end unit across from the trash chute so maybe that is why the smell? Didn’t leave my parking spot once I paid for hotel parking because spots are limited. Staff were very friendly and helpful. Worth it for the location. Bubba, Katie, Elena, and Mikey are exceptional employees. Despite my small complaints, I would definitely stay there again."
Coastal Palms Inn & Suites
8/10 Good
"For a quick trip, the place was good."
Princess Bayside Beach Hotel
8/10 Good
"The hotel has a convenient location, parking, and affordable for a trip. The hotel is outdated and pool areas required daily maintenance (kept finding hair in pool water while swimming both rooftop and indoor). Elevators also take so long so if you can’t walk up and down stairs do not stay here."
Carousel Resort Hotel & Condominiums
8/10 Good
"Room was clean, but outdated. Shower faucet did not turn off properly, visible signs of wear and age, mildew smell coming from air conditioning. Staff were kind and helpful. Arcade rooms great for kids."
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- Blackwater National Wildlife Refuge
- Visit Downtown Cambridge
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