Find Family Hotels in Eastern Shore, MD
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Eastern Shore Family Hotels
Tonight
2 Sep - 3 SepTomorrow
3 Sep - 4 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
9 Sep - 10 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 558
AED 620 total
includes taxes & fees
4 Oct - 5 Oct
AED 496
AED 546 total
includes taxes & fees
6 Sep - 7 Sep
AED 417
AED 463 total
includes taxes & fees
9 Sep - 10 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 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 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
6 Sep - 7 Sep
AED 417
AED 463 total
includes taxes & fees
9 Sep - 10 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
Princess Royale Oceanfront Resort
10/10 Excellent
"Easy access to pool and food. Kids and adults liked it! Will definitely stay here again."
Howard Johnson by Wyndham Ocean City Oceanfront
8/10 Good
"everything looked clean and maintain. staff was friendly, balcony was cool as we where on beach side.bar was good wish it stayed open later"
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."
Francis Scott Key Family Resort
8/10 Good
"It was a nice place alittle dated but great for families, alot to do and very well located. Shuttle was a great option to go into town and drivers were very friendly. Overall a great visit"
Days Inn by Wyndham Ocean City Oceanfront
10/10 Excellent
"Very nice clean Hotel with excellent staff & Beach view. Will definitely go back😊"
Castle in the Sand
10/10 Excellent
"Fun place.. gd food..gd music!"
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."
Explore a world of travel with Expedia
- Cottages in Preston
- Independent Hotels in Royal Oak
- Loews Hotels in St. Michaels
- Adventure Hotels in Sherwood
- Waterpark Hotels in Eastern Shore
- Pet-Friendly Hotels in Tilghman
- Cottages in Eastern Shore
- Hotels with Hot Tubs in Easton
- Hilton Hotels in Royal Oak
- Cabin Rentals in Preston
- Cabin Rentals in Easton
- Hilton Hotels in Eastern Shore
- Preferred Hotels in Easton
- Marriott Hotels & Resorts in Eastern Shore
- Golf Hotels in Oxford
- Hotels with a Pool in Annapolis
- Motels in Easton
- Independent Hotels in Oxford
- Hotels with Free Parking in Sherwood
- Wyndham Hotels in St. Michaels
- Hotels with Bars in Oxford
- Hotels with a Pool in Tilghman
- Best Western Hotels in Oxford
- 3 Star Hotels in Oxford
- Extended Stay America Hotels in St. Michaels
- Hotels with smoking rooms in Stevensville
- Hotels with Bars in Annapolis
- Guest Houses in Oxford
- 4 Star Hotels in Cordova
- Historic Hotels in Easton
- B&B in Trappe
- Cheap Hotels in Rock Hall
- Hotels with Hot Tubs in Cambridge
- Hotels with Free Parking in Cambridge
- B&B in Eastern Shore
- B&B in St. Michaels
- Cottages in St. Michaels
- Belmond Hotels in St. Michaels
- Cheap Hotels in Maryland
- Loews Hotels in Easton
- 5 Star Hotels in Oxford
- B&B in Easton
- 5 Star Hotels in Eastern Shore
- Guest Houses in St. Michaels
- Vacation Homes in Cordova
- Hilton Hotels in St. Michaels
- Cottages in Royal Oak
- Family Hotels in Easton
- Apartments in Easton
- Hotels with smoking rooms in Annapolis
- Resorts & Hotels with Spas in Chesapeake Beach
- Accor Hotels in Eastern Shore
- Marriott Hotels & Resorts in St. Michaels
- Vacation Homes in Eastern Shore
- 2 Star Hotels in Easton
- Business Hotels in Maryland
- Family Hotels in St. Michaels
- 5 Star Hotels in St. Michaels
- Cabin Rentals in Eastern Shore
- Wyndham Hotels in Cordova
- Boutique Hotels in Annapolis
- Adventure Hotels in Maryland
- Hotels with Bars in Deale
- Wyndham Hotels in Trappe
- Adventure Hotels in Stevensville
- Romantic Hotels in St. Michaels
- 4 Star Hotels in Easton
- Hotels with Free Parking in Annapolis
- Hotel Wedding Venues Hotels in Chesapeake Beach
- Hilton Hotels in Cordova
- B&B in Royal Oak
- Apartments in St. Michaels
- Hilton Hotels in Oxford
- Casino Hotels in Cambridge
- Cabin Rentals in Royal Oak
- 4 Star Hotels in Royal Oak
- Resorts & Hotels with Spas in Grasonville
- Flights from Easton - Newnam
- Flights from Shanghai (SHA) to Easton (ESN)
- Flights from Fort Lauderdale (FLL) to Easton (ESN)
- Flights from Oxford
- Flights from Weyers Cave (SHD) to Easton (ESN)
- Flights from Cordova
- Flights from Fargo (FAR) to Easton (ESN)
- Flights from Erie (ERI) to Easton (ESN)
- Flights from Preston
- Flights from Miami (MIA) to Easton (ESN)
- Flights from Richmond (RIC) to Easton (ESN)
- Flights from Eastern Shore
- Flights from Sault Ste. Marie (CIU) to Easton (ESN)
- Flights from Toluca (TLC) to Easton (ESN)
- Flights from Gainesville (GNV) to Easton (ESN)
- Flights from Dover (DVX) to Easton (ESN)
- Flights from Kalispell (FCA) to Easton (ESN)
- Flights from Atlanta (PDK) to Easton (ESN)
- Flights from Oaxaca Intl. (OAX) to Easton (ESN)
- Flights from Coatesville (CTH) to Easton (ESN)
- Flights from Manta (MEC) to Easton (ESN)
- Flights from Minneapolis (MSP) to Easton (ESN)