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

Find Family Hotels in Eastern Shore, MD

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Check availability on Eastern Shore Family Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 IHG
Grasonville
  • Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
NT$3,496
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Annapolis East-Kent Island by IHG

2. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12
Baymont by Wyndham Easton

3. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
NT$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Plus Easton Inn & Suites

4. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$6,030
NT$6,633 total
includes taxes & fees
Oct 27 - Oct 28
The Tidewater Inn

5. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Easton

6. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28
Comfort Inn & Suites Cambridge

7. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
NT$4,941
NT$5,435 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Easton

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,831
NT$5,362 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Kent Narrows & Marina

9. Best Western Denton Inn

Best Western Denton Inn
Denton
  • Family-friendly pool oasis near Martinak State Park offers cool splashes and free perks for the whole gang.
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn

10. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
  • Splash into seasonal fun with the family near Washington College, where kids love the outdoor pool and premium entertainment options.
NT$3,296
NT$3,659 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Chestertown
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Choose what matters most at family-friendly hotels in Eastern Shore

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Eastern Shore

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Plus Easton Inn & Suites

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12
Baymont by Wyndham Easton

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
NT$3,496
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Annapolis East-Kent Island by IHG

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
Elkton
NT$3,284
NT$3,678 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta Inn & Suites by Wyndham Newark - Elkton

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,831
NT$5,362 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Kent Narrows & Marina

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Easton

Hampton Inn Easton

Hampton Inn Easton
Easton
NT$4,941
NT$5,435 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Easton

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28
Comfort Inn & Suites Cambridge

Microtel Inn & Suites by Wyndham Salisbury

Microtel Inn & Suites by Wyndham Salisbury
Salisbury
NT$2,987
NT$3,346 total
includes taxes & fees
Oct 4 - Oct 5
Microtel Inn & Suites by Wyndham Salisbury

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn
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Family-friendly hotels with pools in Eastern Shore

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Plus Easton Inn & Suites

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,831
NT$5,362 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Kent Narrows & Marina

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
NT$3,496
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Annapolis East-Kent Island by IHG

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12
Baymont by Wyndham Easton

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Easton

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28
Comfort Inn & Suites Cambridge

Hampton Inn Easton

Hampton Inn Easton
Easton
NT$4,941
NT$5,435 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Easton

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
Pocomoke City
NT$4,027
NT$4,510 total
includes taxes & fees
Oct 11 - Oct 12
Best Western Plus Pocomoke City

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
NT$3,296
NT$3,659 total
includes taxes & fees
Oct 25 - Oct 26
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.
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Top Eastern Shore Hotel Reviews

Castle in the Sand

Castle in the Sand

8/10 Good
"Front desk was awesome. Room needs a little upkeep. Great view of the beach and Coconuts was a great little spot for live music"
Chad 3-night trip
Posted 3 hours ago
Castle in the Sand
Francis Scott Key Family Resort

Francis Scott Key Family Resort

8/10 Good
"Great place for families lots of amenities to keep them entertained"
Reyna 2-night trip
Posted 3 hours ago
Francis Scott Key Family Resort
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"Site was clean and well maintained."
Thomas 2-night trip
Posted 6 hours ago
Quality Inn Oceanfront
Fenwick Inn

Fenwick Inn

8/10 Good
"Our room/suite was fantastic! We stayed in room 521. My only complaints are the breakfast provided wasn’t great and the pool/hot tub area is in need of some improvement. But the hotel and staff itself were great! We would still stay there again."
Erin 4-night trip
Posted 9 hours ago
Fenwick Inn
Bonita Beach Hotel

Bonita Beach Hotel

8/10 Good
"I had a few mechanical issues like one electrical outlet not working, no working room telephone and the shower handle coming off in your hand."
Denise 4-night trip
Posted 1 day ago
Bonita Beach Hotel
Comfort Suites Ocean City West

Comfort Suites Ocean City West

8/10 Good
"The front desk staff was extremely helpful and courteous. The hotel, including the rooms were very clean. My only complaint being that when I returned from swimming in the pool one afternoon, that my room door was propped open by the housekeeping staff, with none of them in sight. I stood by for several minutes to see if anyone would return or was keeping an eye on the room, but nobody did. This was a little disconcerting as I had left valuable camera equipment along with my wallet, in the room while swimming. Nothing was missing but these actions left the room unsecure and anyone in the hotel could have easily gained access to it!"
Michael 3-night trip
Posted 2 days ago
Comfort Suites Ocean City West

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