Find Family Hotels in Eastern Shore, MD
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3 Sep - 4 SepTomorrow
4 Sep - 5 SepThis weekend
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 646
AED 710 total
includes taxes & fees
7 Sep - 8 Sep
AED 417
AED 463 total
includes taxes & fees
10 Sep - 11 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
13 Sep - 14 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 379
AED 421 total
includes taxes & fees
4 Oct - 5 Oct
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 346
AED 387 total
includes taxes & fees
6 Sep - 7 Sep
AED 558
AED 620 total
includes taxes & fees
4 Oct - 5 Oct
AED 496
AED 546 total
includes taxes & fees
13 Sep - 14 Sep
AED 417
AED 463 total
includes taxes & fees
10 Sep - 11 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
21 Sep - 22 Sep
AED 379
AED 421 total
includes taxes & fees
4 Oct - 5 Oct
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 558
AED 620 total
includes taxes & fees
4 Oct - 5 Oct
AED 403
AED 509 total
includes taxes & fees
4 Oct - 5 Oct
AED 256
AED 342 total
includes taxes & fees
21 Sep - 22 Sep
AED 496
AED 546 total
includes taxes & fees
13 Sep - 14 Sep
AED 417
AED 463 total
includes taxes & fees
10 Sep - 11 Sep
AED 436
AED 484 total
includes taxes & fees
7 Sep - 8 Sep
AED 511
AED 572 total
includes taxes & fees
4 Oct - 5 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
Quality Inn Oceanfront
10/10 Excellent
"I‘ve stayed there many times before and the staff and accommodations were great"
Princess Royale Oceanfront Resort
8/10 Good
"Two bedroom condo is perfect for families especially with the ocean front view. Great location."
Days Inn by Wyndham Ocean City Oceanfront
10/10 Excellent
"The staff were friendly and helpful. The property was beautiful. The rooms were clean and comfortable. I enjoyed my stay very much and will return."
Bonita Beach Hotel
8/10 Good
"We were able to check-in 2 hours early, which was nice. The carpet in the room wasn't as clean as we hoped, but overall we had a nice stay."
Castle in the Sand
10/10 Excellent
"Good time"
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"2nd year staying there ,coming back next year!!"
Crystal Beach Hotel
8/10 Good
"You pay extra for more than 2 adults. Do not be honest on your people staying. The more people entered increases the rate and they do not increase the key cards or towels, linens, etc. non smoking rooms, balcony, etc — completely understand — have a smoking area with benches to sit and relax!!"
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."
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