Find Family Hotels in Eastern Shore, MD
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Eastern Shore Family Hotels
Tonight
Aug 15 - Aug 16Tomorrow
Aug 16 - Aug 17Next weekend
Aug 21 - Aug 23In two weeks
Aug 28 - Aug 30Our 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.
₩178,376
₩197,997 total
includes taxes & fees
Sep 14 - Sep 15
2. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
₩253,407
₩278,748 total
includes taxes & fees
Aug 16 - Aug 17
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.
₩196,780
₩216,458 total
includes taxes & fees
Aug 26 - Aug 27
₩163,780
₩181,796 total
includes taxes & fees
Sep 7 - Sep 8
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.
₩191,329
₩210,462 total
includes taxes & fees
Aug 23 - Aug 24
6. Quality Inn
Quality InnEaston
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
₩160,043
₩176,046 total
includes taxes & fees
Aug 19 - Aug 20
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.
₩174,483
₩193,676 total
includes taxes & fees
Aug 31 - Sep 1
₩236,419
₩262,425 total
includes taxes & fees
Sep 8 - Sep 9
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
₩178,376
₩197,997 total
includes taxes & fees
Sep 14 - Sep 15
₩163,780
₩181,796 total
includes taxes & fees
Sep 7 - Sep 8
₩196,780
₩216,458 total
includes taxes & fees
Aug 26 - Aug 27
₩174,483
₩193,676 total
includes taxes & fees
Aug 31 - Sep 1
La Quinta Inn & Suites by Wyndham Newark - Elkton
La Quinta Inn & Suites by Wyndham Newark - ElktonElkton
₩135,566
₩151,834 total
includes taxes & fees
Aug 30 - Aug 31
₩141,568
₩157,140 total
includes taxes & fees
Sep 7 - Sep 8
₩236,419
₩262,425 total
includes taxes & fees
Sep 8 - Sep 9
₩191,329
₩210,462 total
includes taxes & fees
Aug 23 - Aug 24
₩146,948
₩163,111 total
includes taxes & fees
Sep 13 - Sep 14
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
₩178,376
₩197,997 total
includes taxes & fees
Sep 14 - Sep 15
₩163,780
₩181,796 total
includes taxes & fees
Sep 7 - Sep 8
₩196,780
₩216,458 total
includes taxes & fees
Aug 26 - Aug 27
₩236,419
₩262,425 total
includes taxes & fees
Sep 8 - Sep 9
₩174,483
₩193,676 total
includes taxes & fees
Aug 31 - Sep 1
₩113,396
₩148,168 total
includes taxes & fees
Sep 14 - Sep 15
₩191,329
₩210,462 total
includes taxes & fees
Aug 23 - Aug 24
₩117,218
₩159,533 total
includes taxes & fees
Aug 30 - Aug 31
₩141,568
₩157,140 total
includes taxes & fees
Sep 7 - Sep 8
₩191,380
₩236,855 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
Fenwick Inn
10/10 Excellent
"Great stay , staff was very helpful."
Plim Plaza Hotel
10/10 Excellent
"IT'S a very family oriented establishment..Friendly staff and you can't beat the location. The pool is awesome!"
Princess Bayside Beach Hotel
10/10 Excellent
"Clean and spacious bay front room. Balcony access with beautiful sunsets. Easy check in and 2 clean pools on site."
Howard Johnson by Wyndham Ocean City Oceanfront
8/10 Good
"Parking is definitely sketchy in season lot is super small"
Quality Inn Ocean City Beachfront
10/10 Excellent
"It was really good the staff was helpful and everything was clean."
Ashore Oceanfront Hotel by Marriott
10/10 Excellent
"The hotel itself was amazing, however, the parking fees were not. It is unfortunate that parking fees are not included with the hotel stay."