Find Family Hotels in Eastern Shore, MD
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20 Aug - 21 AugTomorrow
21 Aug - 22 AugThis weekend
21 Aug - 23 AugNext weekend
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.
AED 466
AED 518 total
includes taxes & fees
1 Sep - 2 Sep
2. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
AED 618
AED 680 total
includes taxes & fees
23 Aug - 24 Aug
AED 425
AED 472 total
includes taxes & fees
10 Sep - 11 Sep
4. 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.
AED 511
AED 562 total
includes taxes & fees
23 Aug - 24 Aug
AED 613
AED 681 total
includes taxes & fees
8 Sep - 9 Sep
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.
AED 496
AED 546 total
includes taxes & fees
30 Aug - 31 Aug
7. Quality Inn
Quality InnEaston
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
AED 415
AED 457 total
includes taxes & fees
23 Aug - 24 Aug
8. 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.
AED 453
AED 502 total
includes taxes & fees
31 Aug - 1 Sep
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
AED 466
AED 518 total
includes taxes & fees
1 Sep - 2 Sep
AED 511
AED 562 total
includes taxes & fees
23 Aug - 24 Aug
AED 425
AED 472 total
includes taxes & fees
10 Sep - 11 Sep
AED 613
AED 681 total
includes taxes & fees
8 Sep - 9 Sep
AED 496
AED 546 total
includes taxes & fees
30 Aug - 31 Aug
AED 571
AED 628 total
includes taxes & fees
23 Aug - 24 Aug
AED 453
AED 502 total
includes taxes & fees
31 Aug - 1 Sep
AED 370
AED 411 total
includes taxes & fees
10 Sep - 11 Sep
AED 775
AED 1,055 total
includes taxes & fees
3 Sep - 4 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
AED 466
AED 518 total
includes taxes & fees
1 Sep - 2 Sep
AED 511
AED 562 total
includes taxes & fees
23 Aug - 24 Aug
AED 613
AED 681 total
includes taxes & fees
8 Sep - 9 Sep
AED 425
AED 472 total
includes taxes & fees
10 Sep - 11 Sep
AED 496
AED 546 total
includes taxes & fees
30 Aug - 31 Aug
AED 467
AED 519 total
includes taxes & fees
27 Aug - 28 Aug
AED 294
AED 384 total
includes taxes & fees
14 Sep - 15 Sep
AED 431
AED 541 total
includes taxes & fees
20 Sep - 21 Sep
AED 571
AED 628 total
includes taxes & fees
23 Aug - 24 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
Plim Plaza Hotel
10/10 Excellent
"Everything was great definitely enjoyed the live music and summer vibe. Definitely will be using them when I’m back next summer."
Bonita Beach Hotel
8/10 Good
"Room was clean put the shower curtain had mold at the bottom of it staff was great very friendly helpful air conditioner was all right did not work too good on one of the days I was there. Balcony was nice gave you a view of the bay and the ocean overall trip was good"
Princess Royale Oceanfront Resort
10/10 Excellent
"Staff was wonderful, upgraded our room to ocean front at check in which was a nice surprise."
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"Great location on boardwalk and so close to beach . So much to do at hotel everything is at your fingertips. Java cafe great for snacks . And epic bar and grill great food. All in hotel. Will definitely come back!"
Francis Scott Key Family Resort
10/10 Excellent
"My family loves coming here for the amenities, pool and the shuttle is a life saver!"
Howard Johnson by Wyndham Ocean City Oceanfront
8/10 Good
"Nice, clean very well stocked of supplies needed. Very short walk to the beach right on the boardwalk. Lots of stores to choose from. Staff is friendly! Even has a little restaurant right on the property by the pool area that was very good. Lots of things to do in either direction of your travels."
Carousel Resort Hotel & Condominiums
10/10 Excellent
"Good"
Quality Inn Ocean City Beachfront
10/10 Excellent
"Friendly staff, clean rooms, pool is great & lots of lounge chairs & room to play. Right next to the beach, which is much quieter & calmer than hotels close to the boardwalk. Breakfast is nice. Parking is great, huge lots & can always find a spot. Water pressure in the bathrooms could be stronger & water could be hotter at times but overall great family friendly hotel, will be back"
Coastal Palms Inn & Suites
8/10 Good
"There were a few small issues with our room (stained sheets, stray hair, etc.) The staff was very helpful in resolving the matter, specifically the manager on duty during the morning (8/14/26) and the front desk person, Balzhan."
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