Find Family Hotels in Eastern Shore, MD
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2 Sep - 3 SepTomorrow
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4 Sep - 6 SepNext weekend
11 Sep - 13 SepOur top choices for Eastern Shore family-friendly hotels
1. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
- 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
2. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
- 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
3. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
AED 639
AED 703 total
includes taxes & fees
29 Sep - 30 Sep
AED 417
AED 463 total
includes taxes & fees
8 Sep - 9 Sep
5. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
- 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
6. Best Western Denton Inn
Best Western Denton InnDenton
- 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
7. Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
- 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
AED 222
AED 359 total
includes taxes & fees
29 Sep - 30 Sep
View all properties
Family-friendly hotels with free breakfast in Eastern Shore
AED 474
AED 521 total
includes taxes & fees
27 Sep - 28 Sep
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
AED 466
AED 518 total
includes taxes & fees
7 Sep - 8 Sep
La Quinta Inn & Suites by Wyndham Newark - Elkton
La Quinta Inn & Suites by Wyndham Newark - ElktonElkton
AED 352
AED 394 total
includes taxes & fees
7 Sep - 8 Sep
AED 613
AED 681 total
includes taxes & fees
8 Sep - 9 Sep
AED 496
AED 546 total
includes taxes & fees
6 Sep - 7 Sep
AED 417
AED 463 total
includes taxes & fees
8 Sep - 9 Sep
AED 436
AED 484 total
includes taxes & fees
7 Sep - 8 Sep
AED 537
AED 591 total
includes taxes & fees
6 Sep - 7 Sep
AED 256
AED 342 total
includes taxes & fees
22 Sep - 23 Sep
AED 381
AED 423 total
includes taxes & fees
27 Sep - 28 Sep
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 IHGGrasonville
AED 466
AED 518 total
includes taxes & fees
7 Sep - 8 Sep
AED 222
AED 359 total
includes taxes & fees
29 Sep - 30 Sep
AED 474
AED 521 total
includes taxes & fees
27 Sep - 28 Sep
AED 613
AED 681 total
includes taxes & fees
8 Sep - 9 Sep
AED 431
AED 541 total
includes taxes & fees
20 Sep - 21 Sep
AED 256
AED 342 total
includes taxes & fees
22 Sep - 23 Sep
AED 496
AED 546 total
includes taxes & fees
6 Sep - 7 Sep
AED 417
AED 463 total
includes taxes & fees
8 Sep - 9 Sep
AED 436
AED 484 total
includes taxes & fees
7 Sep - 8 Sep
AED 661
AED 740 total
includes taxes & fees
30 Sep - 1 Oct
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 propertiesTop Eastern Shore Hotel Reviews
Castle in the Sand
10/10 Excellent
"Fun place.. gd food..gd music!"
Plim Plaza Hotel
8/10 Good
"Loved the view !"
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"Perfect Location, Great Hotel! Will stay here again. We had a direct oceanfront room. The rooms were huge as well as the balcony! Very clean hotel. Restaurants, 24hr coffee shop, ice cream shop, convenience store, etc all at the hotel. Located directly on the boardwalk, but away from the hustle and bustle of all the noise."
Howard Johnson by Wyndham Ocean City Oceanfront
10/10 Excellent
"Clean and updated room"
Days Inn by Wyndham Ocean City Oceanfront
10/10 Excellent
"The staff were friendly and helpful. The property was well tended. The room was clean and comfortable. Loved our stay and will return."
Princess Royale Oceanfront Resort
10/10 Excellent
"Very nice property with helpful and polite staff. The reception area that you drive up to check in was not easily accessible. Busses were blocking the entrance and road leading to the entrance."
Tidelands Caribbean Hotel and Suites
8/10 Good
"Family suit was great"
Quality Inn Oceanfront
8/10 Good
"The beds are old and uncomfortable"
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."
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