Find Family Hotels in Eastern Shore, MD
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25 Sep - 27 SepOur 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.
AED 437
AED 485 total
includes taxes & fees
13 Oct - 14 Oct
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.
AED 474
AED 521 total
includes taxes & fees
27 Sep - 28 Sep
3. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
AED 694
AED 764 total
includes taxes & fees
29 Sep - 30 Sep
4. 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
27 Sep - 28 Sep
5. 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
4 Oct - 5 Oct
AED 558
AED 620 total
includes taxes & fees
4 Oct - 5 Oct
7. Baymont by Wyndham Easton
Baymont by Wyndham EastonEaston
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
AED 360
AED 396 total
includes taxes & fees
20 Sep - 21 Sep
AED 432
AED 479 total
includes taxes & fees
5 Oct - 6 Oct
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
AED 437
AED 485 total
includes taxes & fees
13 Oct - 14 Oct
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 496
AED 546 total
includes taxes & fees
27 Sep - 28 Sep
AED 360
AED 396 total
includes taxes & fees
20 Sep - 21 Sep
AED 436
AED 484 total
includes taxes & fees
4 Oct - 5 Oct
AED 432
AED 479 total
includes taxes & fees
5 Oct - 6 Oct
AED 267
AED 354 total
includes taxes & fees
21 Sep - 22 Sep
AED 382
AED 424 total
includes taxes & fees
4 Oct - 5 Oct
AED 571
AED 628 total
includes taxes & fees
27 Sep - 28 Sep
Family-friendly hotels with pools in Eastern Shore
AED 202
AED 383 total
includes taxes & fees
29 Sep - 30 Sep
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
AED 437
AED 485 total
includes taxes & fees
13 Oct - 14 Oct
AED 496
AED 546 total
includes taxes & fees
27 Sep - 28 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 213
AED 238 total
includes taxes & fees
13 Oct - 14 Oct
AED 400
AED 506 total
includes taxes & fees
4 Oct - 5 Oct
AED 248
AED 278 total
includes taxes & fees
6 Oct - 7 Oct
AED 267
AED 354 total
includes taxes & fees
21 Sep - 22 Sep
AED 259
AED 363 total
includes taxes & fees
13 Sep - 14 Sep
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
"This place was amazing! We loved it"
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"Great!"
Coastal Palms Inn & Suites
10/10 Excellent
"We had a great stay! Honestly, there really isn’t anything I can say that I didn’t like. The location was great, the room was comfortable and had everything we needed, and overall we really enjoyed our stay. Most importantly, I had a wonderful time with my family and we made some great memories. I would definitely stay here again!"
Days Inn by Wyndham Ocean City Oceanfront
10/10 Excellent
"In the past 10 years I have stayed at either this property or its sister properties the Howard Johnson on 12th or 24th street every June and September. I have always enjoyed my stay and never had a problem. This time however I have my first complaints. First, I am a Wyndham member and someone should have warned me that I was booking my stay and it was overlapping a Harley Davidson Weekend. Wednesday and Thursday of our stay was horrible. We experienced 24 hour motorcycle noise and when we were at the pool were overcome with gas emissions that drove us out of the pool area. It was extremely inconvenient and uncomfortable and no one warned us. We were there from Labor Day Monday and left Friday the 11th. So, two thirds of our vacation days were horrible."
Castle in the Sand
10/10 Excellent
"Second time staying at this hotel, always have a good time here the staff is always friendly and accommodating. I also love the restaurant on site. They’re happy hour buy one get one is a must and the fact that it’s right on the beach is another win."
Plim Plaza Hotel
8/10 Good
"Great location but very small rooms and the bathroom if your 5ft 7 or taller the bathroom cammode could be a problem because when you sit down the tub is right there. Your unable to sit straight. Your knees are dug in the tub, Its a very small and tight bathroom. There is no chairs in room to sit so bed only. The facilities as far as pool area and beach and right on the boardwalk is great. The restaurant on premises has good food and entertainment at least on weekends during the day. They have parking on sight but minimal so you have to go to there other lots which are 2 blocks away and from what i saw there is no security. I didnt have any issues but be on notice. I would stay there again since i didnt spend much time in room but if your going to be in the room a great deal im not sure this place is for you."
Crystal Beach Hotel
10/10 Excellent
"I enjoyed my stay..very nice room and the staff was very nice..would come again."
Tidelands Caribbean Hotel and Suites
10/10 Excellent
"great experience"
Quality Inn Oceanfront
8/10 Good
"My oceanfront room had a great view. Loved they had blackout curtains that actually blocked out the sun when needed. The beds, kitchenette, carpet were clean. However the curtains had some red substance on them, maybe ketchup. And the bathroom was just OK. I noticed a ceiling tile that was askew, open to the ceiling above so I could see the metal rails, etc. And this was over the toilet and it gave me hidden camera creeper vibes. Have to make sure to check all ceiling tiles! The atrium was great and loved the birds and koi pond and the parrots and how the staff took the parrots out for the kids to observe and learn about. Coffee machine was nice to have also. I'd consider going back again for the oceanfront view."
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