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
2 Sep - 3 Sep
Tomorrow
3 Sep - 4 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Eastern Shore family-friendly hotels

1. 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.
AED 474
AED 521 total
includes taxes & fees
27 Sep - 28 Sep
Best Western Plus Easton Inn & Suites

2. 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.
AED 466
AED 518 total
includes taxes & fees
7 Sep - 8 Sep
Holiday Inn Express Annapolis East-Kent Island by IHG

3. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
AED 646
AED 710 total
includes taxes & fees
7 Sep - 8 Sep
The Tidewater Inn

4. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
AED 417
AED 463 total
includes taxes & fees
9 Sep - 10 Sep
Comfort Inn & Suites Cambridge

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.
AED 496
AED 546 total
includes taxes & fees
6 Sep - 7 Sep
Fairfield Inn & Suites by Marriott Easton

6. 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.
AED 436
AED 484 total
includes taxes & fees
7 Sep - 8 Sep
Best Western Denton Inn

7. 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.
AED 381
AED 423 total
includes taxes & fees
27 Sep - 28 Sep
Comfort Inn & Suites Chestertown

8. Park Place Hotel

Park Place Hotel
Downtown Ocean City
AED 222
AED 359 total
includes taxes & fees
29 Sep - 30 Sep
Park Place Hotel

9. 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.
AED 537
AED 591 total
includes taxes & fees
6 Sep - 7 Sep
Hampton Inn Easton

10. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
AED 433
AED 485 total
includes taxes & fees
17 Sep - 18 Sep
Hyatt Place Ocean City / Oceanfront
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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
AED 474
AED 521 total
includes taxes & fees
27 Sep - 28 Sep
Best Western Plus Easton Inn & Suites

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
AED 466
AED 518 total
includes taxes & fees
7 Sep - 8 Sep
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
AED 352
AED 394 total
includes taxes & fees
7 Sep - 8 Sep
La Quinta Inn & Suites by Wyndham Newark - Elkton

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
AED 558
AED 620 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Place Kent Narrows & Marina

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
AED 496
AED 546 total
includes taxes & fees
6 Sep - 7 Sep
Fairfield Inn & Suites by Marriott Easton

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
AED 417
AED 463 total
includes taxes & fees
9 Sep - 10 Sep
Comfort Inn & Suites Cambridge

Best Western Denton Inn

Best Western Denton Inn
Denton
AED 436
AED 484 total
includes taxes & fees
7 Sep - 8 Sep
Best Western Denton Inn

Hampton Inn Easton

Hampton Inn Easton
Easton
AED 537
AED 591 total
includes taxes & fees
6 Sep - 7 Sep
Hampton Inn Easton

Fenwick Inn

Fenwick Inn
North Ocean City
AED 256
AED 342 total
includes taxes & fees
21 Sep - 22 Sep
Fenwick Inn

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
AED 381
AED 423 total
includes taxes & fees
27 Sep - 28 Sep
Comfort Inn & Suites Chestertown
View all properties

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 IHG
Grasonville
AED 466
AED 518 total
includes taxes & fees
7 Sep - 8 Sep
Holiday Inn Express Annapolis East-Kent Island by IHG

Park Place Hotel

Park Place Hotel
Downtown Ocean City
AED 222
AED 359 total
includes taxes & fees
29 Sep - 30 Sep
Park Place Hotel

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
AED 474
AED 521 total
includes taxes & fees
27 Sep - 28 Sep
Best Western Plus Easton Inn & Suites

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
AED 558
AED 620 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Place Kent Narrows & Marina

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort
North Ocean City
AED 403
AED 509 total
includes taxes & fees
4 Oct - 5 Oct
Princess Royale Oceanfront Resort

Fenwick Inn

Fenwick Inn
North Ocean City
AED 256
AED 342 total
includes taxes & fees
21 Sep - 22 Sep
Fenwick Inn

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
AED 496
AED 546 total
includes taxes & fees
6 Sep - 7 Sep
Fairfield Inn & Suites by Marriott Easton

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
AED 417
AED 463 total
includes taxes & fees
9 Sep - 10 Sep
Comfort Inn & Suites Cambridge

Best Western Denton Inn

Best Western Denton Inn
Denton
AED 436
AED 484 total
includes taxes & fees
7 Sep - 8 Sep
Best Western Denton Inn

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
Downtown Ocean City
AED 511
AED 572 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn & Suites Ocean City by IHG
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

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Easy access to pool and food. Kids and adults liked it! Will definitely stay here again."
Jessica 3-night trip
Posted 1 hour ago
Princess Royale Oceanfront Resort
Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

8/10 Good
"everything looked clean and maintain. staff was friendly, balcony was cool as we where on beach side.bar was good wish it stayed open later"
Christy 3-night trip
Posted 3 hours ago
Howard Johnson by Wyndham Ocean City Oceanfront
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"The hotel was great but the restaurants weren't. They shorted us 3 crabs and left the clams off the meal. When asked about it they said they were out of clams and they would put 3 more crabs in for us.if your paying 140 for a meal you would think they'd te1ll you they were out of stuff when your ordering. Went to get some breakfast sandwiches for us and the waiter said I had to order from the bar. I waited 10 minutes and was totally ignored. No customers but me. So I got some sandwiches elsewhere."
jennifer 5-night trip
Posted 3 hours ago
Plim Plaza Hotel
Francis Scott Key Family Resort

Francis Scott Key Family Resort

8/10 Good
"It was a nice place alittle dated but great for families, alot to do and very well located. Shuttle was a great option to go into town and drivers were very friendly. Overall a great visit"
Antoinette 3-night trip
Posted 3 hours ago
Francis Scott Key Family Resort
Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent
"Very nice clean Hotel with excellent staff & Beach view. Will definitely go back😊"
Kimberly 2-night trip
Posted 5 hours ago
Days Inn by Wyndham Ocean City Oceanfront
Castle in the Sand

Castle in the Sand

10/10 Excellent
"Fun place.. gd food..gd music!"
sharon 1-night trip
Posted 6 hours ago
Castle in the Sand
Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

8/10 Good
"Family suit was great"
Ingrid 2-night trip
Posted 1 day ago
Tidelands Caribbean Hotel and Suites
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"The beds are old and uncomfortable"
David 2-night trip
Posted 1 day ago
Quality Inn Oceanfront
Ashore Oceanfront Hotel by Marriott

Ashore Oceanfront Hotel by Marriott

10/10 Excellent
"Staff was friendly, room was clean and spacious but had very little electric outlets with minimal usb ports. Beach was very close and food was good."
Jeff 5-night trip
Posted 2 days ago
Ashore Oceanfront Hotel by Marriott

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