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
Our 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
9.2 out of 10, Wonderful, (1,001 reviews)
- Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
The price is AED 452
AED 501 total
includes taxes & fees
31 Aug - 1 Sep
8.2 out of 10, Very Good, (867 reviews)
The price is AED 424
AED 470 total
includes taxes & fees
23 Aug - 24 Aug
9.2 out of 10, Wonderful, (1,000 reviews)
- Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
The price is AED 511
AED 562 total
includes taxes & fees
2 Aug - 3 Aug
8.6 out of 10, Excellent, (618 reviews)
- Family-friendly pool oasis near Martinak State Park offers cool splashes and free perks for the whole gang.
The price is AED 453
AED 503 total
includes taxes & fees
31 Aug - 1 Sep
9.0 out of 10, Wonderful, (622 reviews)
- Splash into family fun with free breakfast, pool, and hot tub at this remodeled hotel near Avalon Theatre.
The price is AED 569
AED 626 total
includes taxes & fees
2 Aug - 3 Aug
9.4 out of 10, Exceptional, (799 reviews)
The price is AED 621
AED 689 total
includes taxes & fees
23 Aug - 24 Aug
7.6 out of 10, Good, (909 reviews)
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
The price is AED 372
AED 409 total
includes taxes & fees
20 Aug - 21 Aug
8. La Quinta Inn & Suites by Wyndham Newark - Elkton
La Quinta Inn & Suites by Wyndham Newark - ElktonElkton
9.0 out of 10, Wonderful, (1,005 reviews)
- Delightful family escapes minutes from Iron Hill County Park with free breakfast, premium TV channels, and kid-friendly comforts.
The price is AED 358
AED 401 total
includes taxes & fees
30 Aug - 31 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.
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
9.2 out of 10, Wonderful, (1001)
The price is AED 452
AED 501 total
includes taxes & fees
31 Aug - 1 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
9.2 out of 10, Wonderful, (1001)
The price is AED 452
AED 501 total
includes taxes & fees
31 Aug - 1 Sep
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.
Top Eastern Shore Hotel Reviews
Howard Johnson by Wyndham Ocean City Oceanfront
10/10 Excellent
Explore a world of travel with Expedia
- Cottages in Preston
- Independent Hotels in Royal Oak
- Loews Hotels in St. Michaels
- Adventure Hotels in Sherwood
- Waterpark Hotels in Eastern Shore
- Pet-Friendly Hotels in Tilghman
- Cottages in Eastern Shore
- Hotels with Hot Tubs in Easton
- Hilton Hotels in Royal Oak
- Cabin Rentals in Preston
- Cabin Rentals in Easton
- Hilton Hotels in Eastern Shore
- Preferred Hotels in Easton
- Marriott Hotels & Resorts in Eastern Shore
- Golf Hotels in Oxford
- Hotels with a Pool in Annapolis
- Motels in Easton
- Independent Hotels in Oxford
- Hotels with Free Parking in Sherwood
- Wyndham Hotels in St. Michaels
- Hotels with Bars in Oxford
- Hotels with a Pool in Tilghman
- Best Western Hotels in Oxford
- 3 Star Hotels in Oxford
- Extended Stay America Hotels in St. Michaels
- Hotels with smoking rooms in Stevensville
- Hotels with Bars in Annapolis
- Guest Houses in Oxford
- 4 Star Hotels in Cordova
- Historic Hotels in Easton
- B&B in Trappe
- Cheap Hotels in Rock Hall
- Hotels with Hot Tubs in Cambridge
- Hotels with Free Parking in Cambridge
- B&B in Eastern Shore
- B&B in St. Michaels
- Cottages in St. Michaels
- Belmond Hotels in St. Michaels
- Cheap Hotels in Maryland
- Loews Hotels in Easton
- 5 Star Hotels in Oxford
- B&B in Easton
- 5 Star Hotels in Eastern Shore
- Guest Houses in St. Michaels
- Vacation Homes in Cordova
- Hilton Hotels in St. Michaels
- Cottages in Royal Oak
- Family Hotels in Easton
- Apartments in Easton
- Hotels with smoking rooms in Annapolis
- Resorts & Hotels with Spas in Chesapeake Beach
- Accor Hotels in Eastern Shore
- Marriott Hotels & Resorts in St. Michaels
- Vacation Homes in Eastern Shore
- 2 Star Hotels in Easton
- Business Hotels in Maryland
- Family Hotels in St. Michaels
- 5 Star Hotels in St. Michaels
- Cabin Rentals in Eastern Shore
- Wyndham Hotels in Cordova
- Boutique Hotels in Annapolis
- Adventure Hotels in Maryland
- Hotels with Bars in Deale
- Wyndham Hotels in Trappe
- Adventure Hotels in Stevensville
- Romantic Hotels in St. Michaels
- 4 Star Hotels in Easton
- Hotels with Free Parking in Annapolis
- Hotel Wedding Venues Hotels in Chesapeake Beach
- Hilton Hotels in Cordova
- B&B in Royal Oak
- Apartments in St. Michaels
- Hilton Hotels in Oxford
- Casino Hotels in Cambridge
- Cabin Rentals in Royal Oak
- 4 Star Hotels in Royal Oak
- Resorts & Hotels with Spas in Grasonville
- Flights from Easton - Newnam
- Flights from Shanghai (SHA) to Easton (ESN)
- Flights from Fort Lauderdale (FLL) to Easton (ESN)
- Flights from Oxford
- Flights from Weyers Cave (SHD) to Easton (ESN)
- Flights from Cordova
- Flights from Fargo (FAR) to Easton (ESN)
- Flights from Erie (ERI) to Easton (ESN)
- Flights from Preston
- Flights from Miami (MIA) to Easton (ESN)
- Flights from Richmond (RIC) to Easton (ESN)
- Flights from Eastern Shore
- Flights from Sault Ste. Marie (CIU) to Easton (ESN)
- Flights from Toluca (TLC) to Easton (ESN)
- Flights from Gainesville (GNV) to Easton (ESN)
- Flights from Dover (DVX) to Easton (ESN)
- Flights from Kalispell (FCA) to Easton (ESN)
- Flights from Atlanta (PDK) to Easton (ESN)
- Flights from Oaxaca Intl. (OAX) to Easton (ESN)
- Flights from Coatesville (CTH) to Easton (ESN)
- Flights from Manta (MEC) to Easton (ESN)
- Flights from Minneapolis (MSP) to Easton (ESN)