Find Family Hotels in Eastern Shore, MD
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Sep 3 - Sep 4Tomorrow
Sep 4 - Sep 5This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our 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.
NT$4,095
NT$4,504 total
includes taxes & fees
Sep 27 - Sep 28
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.
NT$4,031
NT$4,475 total
includes taxes & fees
Sep 7 - Sep 8
3. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,982
NT$6,581 total
includes taxes & fees
Sep 9 - Sep 10
NT$3,603
NT$4,000 total
includes taxes & fees
Sep 9 - Sep 10
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.
NT$4,278
NT$4,706 total
includes taxes & fees
Sep 13 - Sep 14
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.
NT$3,769
NT$4,184 total
includes taxes & fees
Sep 7 - Sep 8
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.
NT$3,276
NT$3,636 total
includes taxes & fees
Oct 4 - Oct 5
NT$1,920
NT$3,102 total
includes taxes & fees
Sep 29 - Sep 30
View all properties
Family-friendly hotels with free breakfast in Eastern Shore
NT$4,095
NT$4,504 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
NT$4,031
NT$4,475 total
includes taxes & fees
Sep 7 - Sep 8
La Quinta Inn & Suites by Wyndham Newark - Elkton
La Quinta Inn & Suites by Wyndham Newark - ElktonElkton
NT$2,986
NT$3,345 total
includes taxes & fees
Sep 6 - Sep 7
NT$4,825
NT$5,356 total
includes taxes & fees
Oct 4 - Oct 5
NT$4,278
NT$4,706 total
includes taxes & fees
Sep 13 - Sep 14
NT$3,603
NT$4,000 total
includes taxes & fees
Sep 9 - Sep 10
NT$3,769
NT$4,184 total
includes taxes & fees
Sep 7 - Sep 8
NT$4,643
NT$5,108 total
includes taxes & fees
Sep 6 - Sep 7
NT$2,257
NT$3,002 total
includes taxes & fees
Sep 21 - Sep 22
NT$3,276
NT$3,636 total
includes taxes & fees
Oct 4 - Oct 5
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
NT$4,031
NT$4,475 total
includes taxes & fees
Sep 7 - Sep 8
NT$1,920
NT$3,102 total
includes taxes & fees
Sep 29 - Sep 30
NT$4,095
NT$4,504 total
includes taxes & fees
Sep 27 - Sep 28
NT$4,825
NT$5,356 total
includes taxes & fees
Oct 4 - Oct 5
NT$3,481
NT$4,403 total
includes taxes & fees
Oct 4 - Oct 5
NT$2,257
NT$3,002 total
includes taxes & fees
Sep 21 - Sep 22
NT$4,278
NT$4,706 total
includes taxes & fees
Sep 13 - Sep 14
NT$3,603
NT$4,000 total
includes taxes & fees
Sep 9 - Sep 10
NT$3,769
NT$4,184 total
includes taxes & fees
Sep 7 - Sep 8
NT$4,412
NT$4,942 total
includes taxes & fees
Oct 4 - Oct 5
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
Princess Royale Oceanfront Resort
10/10 Excellent
"Nice."
Howard Johnson by Wyndham Ocean City Oceanfront
10/10 Excellent
"The whole trip was just wonderful!"
Fenwick Inn
8/10 Good
"The complimentary breakfast was a plus however a waffle maker instead of a pancake maker may be more useful over a nice selection. Outside the pool area(inside the enclosure) was enjoyable. Would be nice if it can be accessible when the pool/jacuzzi area is closed. The restaurants and amenities are within walking distance. Front desk very helpful 24hrs and the beach chairs and absolutely plus. 9/10 recommend."
Days Inn by Wyndham Ocean City Oceanfront
8/10 Good
"Convenient to the beach."
Holiday Inn & Suites Ocean City by IHG
10/10 Excellent
"We had a wonderful time. We love staying here. Always clean & the staff is always helpful."
Quality Inn Oceanfront
8/10 Good
"The hotel is only steps from the beach which was very nice. There were two issues with my room that the staff took care of very quickly. The staff was very helpful and the restaurant had an inexpensive breakfast. WiFi was good."
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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