A marina with numerous boats docked at wooden piers under a clear sky.

Find Family Hotels in Eastern Shore, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Shore Family Hotels

Our top choices for Eastern Shore family-friendly hotels

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    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 418
AED 464 total
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    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
23 Jul - 24 Jul
Best Western Plus Easton Inn & Suites

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (381 reviews)
  • cleanliness
    Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.
The price is AED 496
AED 546 total
includes taxes & fees
2 Aug - 3 Aug
Fairfield Inn & Suites by Marriott Easton

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (791 reviews)
The price is AED 621
AED 689 total
includes taxes & fees
30 Jul - 31 Jul
Hyatt Place Kent Narrows & Marina

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
3.0 star property
Elkton
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Delightful family escapes minutes from Iron Hill County Park with free breakfast, premium TV channels, and kid-friendly comforts.
The price is AED 349
AED 390 total
includes taxes & fees
9 Aug - 10 Aug
La Quinta Inn & Suites by Wyndham Newark - Elkton

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (864 reviews)
The price is AED 427
AED 474 total
includes taxes & fees
16 Aug - 17 Aug
Comfort Inn & Suites Cambridge

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (577 reviews)
  • cleanliness
    Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
The price is AED 537
AED 591 total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Easton

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (901 reviews)
  • cleanliness
    Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
The price is AED 598
AED 658 total
includes taxes & fees
9 Aug - 10 Aug
The Tidewater Inn

Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (615 reviews)
  • cleanliness
    Family-friendly pool oasis near Martinak State Park offers cool splashes and free perks for the whole gang.
The price is AED 506
AED 562 total
includes taxes & fees
2 Aug - 3 Aug
Best Western Denton Inn

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (938 reviews)
  • cleanliness
    Splash into seasonal fun with the family near Washington College, where kids love the outdoor pool and premium entertainment options.
The price is AED 394
AED 437 total
includes taxes & fees
19 Aug - 20 Aug
Comfort Inn & Suites Chestertown
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.

Choose what matters most at family-friendly hotels in Eastern Shore

Family-friendly hotels with free breakfast in Eastern Shore

Family-friendly hotels with pools in Eastern Shore

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

Explore a world of travel with Expedia