Kid Friendly Hotels in Eastern Shore
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8 Aug - 9 AugTomorrow
9 Aug - 10 AugNext weekend
14 Aug - 16 AugIn two weeks
21 Aug - 23 AugOur 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 IHGGrasonville
- Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
RM487
RM540 total
includes taxes & fees
7 Sept - 8 Sept
2. 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.
RM568
RM625 total
includes taxes & fees
19 Aug - 20 Aug
3. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
RM732
RM805 total
includes taxes & fees
9 Aug - 10 Aug
RM467
RM518 total
includes taxes & fees
7 Sept - 8 Sept
5. Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
- Splash into family fun with free breakfast, pool, and hot tub at this remodeled hotel near Avalon Theatre.
RM634
RM697 total
includes taxes & fees
9 Aug - 10 Aug
6. Quality Inn
Quality InnEaston
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
RM462
RM509 total
includes taxes & fees
19 Aug - 20 Aug
7. 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.
RM553
RM608 total
includes taxes & fees
23 Aug - 24 Aug
8. Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake BayCambridge
- Kids will love this resort's waterslide, private beach, and pools—a paradise for adventure with kayaking and year-round swimming options.
RM814
RM1,119 total
includes taxes & fees
26 Aug - 27 Aug
View all properties
Family-friendly hotels with free breakfast in Eastern Shore
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
RM487
RM540 total
includes taxes & fees
7 Sept - 8 Sept
RM568
RM625 total
includes taxes & fees
19 Aug - 20 Aug
RM467
RM518 total
includes taxes & fees
7 Sept - 8 Sept
RM553
RM608 total
includes taxes & fees
23 Aug - 24 Aug
RM814
RM1,119 total
includes taxes & fees
26 Aug - 27 Aug
RM504
RM560 total
includes taxes & fees
31 Aug - 1 Sept
RM691
RM767 total
includes taxes & fees
23 Aug - 24 Aug
RM577
RM634 total
includes taxes & fees
7 Sept - 8 Sept
RM439
RM487 total
includes taxes & fees
7 Sept - 8 Sept
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
RM487
RM540 total
includes taxes & fees
7 Sept - 8 Sept
RM467
RM518 total
includes taxes & fees
7 Sept - 8 Sept
RM568
RM625 total
includes taxes & fees
19 Aug - 20 Aug
RM339
RM461 total
includes taxes & fees
30 Aug - 31 Aug
RM471
RM523 total
includes taxes & fees
7 Sept - 8 Sept
RM553
RM608 total
includes taxes & fees
23 Aug - 24 Aug
RM814
RM1,119 total
includes taxes & fees
26 Aug - 27 Aug
RM691
RM767 total
includes taxes & fees
23 Aug - 24 Aug
RM364
RM469 total
includes taxes & fees
7 Sept - 8 Sept
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
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"I loved the conveniences of buying meals and souvenirs without traveling far."
Princess Royale Oceanfront Resort
8/10 Good
"The location on the beach was the best, easy walk. The indoor pool was nice but the temp in the pool needed to be higher because you couldn’t swim in it past 3 pm without it being freezing. The side corner balconies are very sketchy to sit on. The rooms themselves need a lot of maintenance done. Our towel rack was broken along with almost all of our closet doors and 2/3 of our TVs were broken. The place was clean and the service was great."
Tidelands Caribbean Hotel and Suites
8/10 Good
"Love the location. Great view, safe, and on the boardwalk. Only complaints are the sewage smell once you leave the room (smell started to get into the room toward the end of the week) and also had a kitchenette with only a pot for the stove and two plates. We were also an end unit across from the trash chute so maybe that is why the smell? Didn’t leave my parking spot once I paid for hotel parking because spots are limited. Staff were very friendly and helpful. Worth it for the location. Bubba, Katie, Elena, and Mikey are exceptional employees. Despite my small complaints, I would definitely stay there again."
Coastal Palms Inn & Suites
8/10 Good
"For a quick trip, the place was good."
Fenwick Inn
8/10 Good
"Bringing my dogs was great. Breakfast was good too. My only complaint was that the floors were not clean well."
Francis Scott Key Family Resort
10/10 Excellent
"5 starrrrrrrrrrrrrrrrrrrrrr"
Princess Bayside Beach Hotel
8/10 Good
"The hotel has a convenient location, parking, and affordable for a trip. The hotel is outdated and pool areas required daily maintenance (kept finding hair in pool water while swimming both rooftop and indoor). Elevators also take so long so if you can’t walk up and down stairs do not stay here."
Plim Plaza Hotel
10/10 Excellent
"Great view, location and staff."
Castle in the Sand
10/10 Excellent
"The room was 2 queens and a sofa bed, the beds were comfy & the below 25yr old on the sofa bed slept like a log lol The room smelt clean so did the beddings (although the comforters could use an upgrade ( →_→) ) The staff were helpful & professional. Super close to the beach so that was perfection! The fridge worked wonderfully. The shower press6was average, sufficient for a 2-night stay. I definitely plan to return next year for a longer stay,(coz I didn't get to do the pool thing :-p)"
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