Find Family Hotels in Eastern Shore, MD

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

This weekend
Next weekend

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, (945)
"It was very comfortable and clean"
United States
Maria
The price is NT$2,983
NT$3,312 total
includes taxes & fees
Jan 11 - 2026/1/12
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (684)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is NT$3,643
NT$4,044 total
includes taxes & fees
Jan 19 - 2026/1/20
Hyatt Place Kent Narrows & Marina

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (3388)
"Yes, I great place y to o stay"
United States
James
Grand Hotel Ocean City Oceanfront

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (843)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NT$5,621
NT$6,183 total
includes taxes & fees
Jan 4 - 2026/1/5
The Tidewater Inn

Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury
3.0 star property
Salisbury
8.6 out of 10, Excellent, (964)
"Staff was very nice and kind. Hotel was clean and organized "
United States
Gokhan
The price is NT$3,363
NT$3,767 total
includes taxes & fees
Jan 9 - 2026/1/10
Courtyard by Marriott Salisbury

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1002)
"Very courteous staff."
United States
Joseph
The price is NT$5,401
NT$7,029 total
includes taxes & fees
Jan 3 - 2026/1/4
Hyatt Regency Chesapeake Bay

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (885)
"Clean room, friendly staff"
United States
Brittany
The price is NT$2,910
NT$3,259 total
includes taxes & fees
Jan 5 - 2026/1/6
Best Western Plus Pocomoke City

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (861)
"Everything was well!"
United States
Ahmed
The price is NT$3,064
NT$3,401 total
includes taxes & fees
Jan 4 - 2026/1/5
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (800)
"Great place "
United States
John
The price is NT$3,568
NT$3,961 total
includes taxes & fees
Jan 1 - 2026/1/2
Comfort Inn & Suites Cambridge

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1004)
"Staff was nice "
United States
Mersed
The price is NT$2,616
NT$2,930 total
includes taxes & fees
Jan 7 - 2026/1/8
DoubleTree by Hilton Ocean City Oceanfront
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