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

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Check availability on Eastern Shore Family Hotels

Our top choices for Eastern Shore family-friendly hotels

Two Adirondack chairs facing a calm body of water with a clear sky above.

1. 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 349
AED 387 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (861 reviews)
The price is AED 493
AED 547 total
includes taxes & fees
17 Nov - 18 Nov
Hyatt Place Kent Narrows & Marina
A two-story house with a porch, a front door, and a small garden area.

3. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (529 reviews)
The price is AED 731
AED 896 total
includes taxes & fees
1 Dec - 2 Dec
The Wildset
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

4. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
The price is AED 437
AED 481 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites
A covered outdoor area with white wicker furniture and a view of boats in the background.

5. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,001 reviews)
The price is AED 449
AED 498 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Kent Island Marina
A hotel lobby with a fireplace, seating area, and a television.

6. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 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 354
AED 393 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Chestertown
A restaurant with booths and tables, a coffee station, and a view of the outdoors.

7. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.4 out of 10, Very good, (928 reviews)
The price is AED 417
AED 463 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Cambridge
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

8. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (397 reviews)
  • cleanliness
    Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.
The price is AED 465
AED 512 total
includes taxes & fees
19 Nov - 20 Nov
Fairfield Inn & Suites by Marriott Easton
A spacious lobby with a staircase, a reception desk, and a dining area.

9. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (1,004 reviews)
The price is AED 303
AED 336 total
includes taxes & fees
13 Dec - 14 Dec
Quality Inn Grasonville near Kent Island
A multi-story hotel with a covered entrance and a flagpole.

10. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
The price is AED 330
AED 366 total
includes taxes & fees
22 Nov - 23 Nov
Best Western Kent Narrows Inn
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 properties

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

Breakfast included
Pool

Family-friendly hotels with free breakfast in Eastern Shore

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (861)
The price is AED 493
AED 547 total
includes taxes & fees
17 Nov - 18 Nov
Hyatt Place Kent Narrows & Marina
View all properties

Family-friendly hotels with pools in Eastern Shore

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (861)
The price is AED 493
AED 547 total
includes taxes & fees
17 Nov - 18 Nov
Hyatt Place Kent Narrows & Marina
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 properties

Top Eastern Shore Hotel Reviews

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG

10/10 Excellent
"Good"
Juan 2-night trip
Posted 1 day ago
Holiday Inn Ocean City by IHG

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