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
Aug 26 - Aug 27Tomorrow
Aug 27 - Aug 28This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our 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$4,430
NT$4,873 total
includes taxes & fees
Sep 2 - Sep 3
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$4,048
NT$4,493 total
includes taxes & fees
Sep 7 - Sep 8
3. 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$3,387
NT$3,760 total
includes taxes & fees
Aug 31 - Sep 1
4. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,706
NT$6,277 total
includes taxes & fees
Aug 27 - Aug 28
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
6. 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$4,308
NT$4,738 total
includes taxes & fees
Sep 3 - Sep 4
7. Quality Inn
Quality InnEaston
- Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
NT$3,475
NT$3,822 total
includes taxes & fees
Aug 27 - Aug 28
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
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
NT$4,048
NT$4,493 total
includes taxes & fees
Sep 7 - Sep 8
NT$4,430
NT$4,873 total
includes taxes & fees
Sep 2 - Sep 3
NT$4,308
NT$4,738 total
includes taxes & fees
Sep 3 - Sep 4
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
NT$3,387
NT$3,760 total
includes taxes & fees
Aug 31 - Sep 1
NT$2,581
NT$2,840 total
includes taxes & fees
Sep 2 - Sep 3
NT$3,254
NT$3,612 total
includes taxes & fees
Sep 15 - Sep 16
NT$3,417
NT$3,793 total
includes taxes & fees
Sep 15 - Sep 16
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$4,048
NT$4,493 total
includes taxes & fees
Sep 7 - Sep 8
NT$4,430
NT$4,873 total
includes taxes & fees
Sep 2 - Sep 3
NT$4,308
NT$4,738 total
includes taxes & fees
Sep 3 - Sep 4
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
NT$2,267
NT$2,539 total
includes taxes & fees
Sep 23 - Sep 24
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
NT$2,410
NT$2,699 total
includes taxes & fees
Sep 20 - Sep 21
NT$2,639
NT$3,592 total
includes taxes & fees
Aug 30 - Aug 31
NT$2,266
NT$3,015 total
includes taxes & fees
Sep 22 - Sep 23
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 Ocean City Beachfront
10/10 Excellent
"We picked this hotel for the free breakfast since we have kids. But it couldn't have been more perfect location. It was right on the beach which made setting up for the day with the kids super easy. And back to the hotel for nap time/bathroom breaks also super easy. The room was clean, and big and great for the family."
Days Inn by Wyndham Ocean City Oceanfront
10/10 Excellent
"The beach was super clean, and there were some shops and activities within walking distance. We choose to drive to the main boardwalk - but - its walkable. The pool was great, and the food at Anchor was good. The hotel needs some sprucing, but, you can tell they upkeep daily and there are many upgrades done. It was very clean. The AC unit was perfect and customizable. Hint: the :Do Not Disturb signs are magnetic!"
Francis Scott Key Family Resort
10/10 Excellent
"Amenities amazing , kids had a blast in the indoor play pool and the parents had a blast on the outdoor pool . The grill was a plus although restaurants near by were cost effective . Staff at check in was nice , we were 3 separate bookings and they put us near by at last request. The cleaning needs improvement , the floor had seeds from previous guests , towers smelled weird and the conditioner bottle was half used and dirty marks on it . Although was a great experience and recommend for families with small kids ."
Princess Bayside Beach Hotel
8/10 Good
"This hotel was in a very good location. There were a ton of activities and places to eat surrounding the hotel. The room was clean and the private beach by the bay was nice. I just wish there weren't so many sea gulls surrounding the beach and hotel entrance way."
Bonita Beach Hotel
8/10 Good
"Clean rooms, nice balcony,friendly staff,the air conditioner wasn’t working in my first day there. But the staff was nice enough to switch my room the next day. I also had a wet carpet… overall the place is ok, close to the beach"
Howard Johnson by Wyndham Ocean City Oceanfront
10/10 Excellent
"Everything there were excellent, just need to maintain the outside of the building"
Tidelands Caribbean Hotel and Suites
10/10 Excellent
"Really loved the hotel but def needs cable tv for night time watching. You only get a couple channels and they all suck lol! Beds were comfy and the shower water was piping hot, which I loved. The view from our balcony, ocean block, was amazing. The AC makes no sound so if you need a fan sound to sleep, bring your own. I was discouraged reading so many other bad reviews on here but glad I gave it a try anyway. The staff were wonderful and so helpful so tidelands def deserves all stars. I could see the parking being an issue too but almost anywhere downtown is like that. We stayed end of August and had a great parking spot. You’re in walking distance to anything you’d need so once you’re parked you are set."
Plim Plaza Hotel
10/10 Excellent
"Staff was very helpful and made you feel welcomed. The view was incredible. Love that you literally are right on the beach. Had live entertainment and good food."
Castle in the Sand
8/10 Good
"The beach view is good."
Explore a world of travel with Expedia
- Easton Hotels
- Pet-Friendly Hotels in Easton
- Romantic Hotels in Eastern Shore
- Romantic Hotels in Chesapeake Beach
- 3 Star Hotels in Secretary
- Hotels with an Indoor Pool in Eastern Shore
- 4 Star Hotels in Easton
- Federalsburg Hotels
- Hotels with Bars in Stevensville
- 5 Star Hotels in Secretary
- Historic Hotels in Eastern Shore
- Historic Hotels in Annapolis
- Casino Hotels in Cambridge
- 5 Star Hotels in Royal Oak
- 4 Star Hotels in St. Michaels
- Historic Hotels in Easton
- Hotels near Cambridge - Dorchester
- Cordova Hotels
- Resorts & Hotels with Spas in Easton
- St. Michaels Hotels
- B&B in Easton
- Beach Hotels in Kent Narrows
- Hotels with a Pool in Deale
- Marriott Hotels & Resorts in Queenstown
- Resorts & Hotels with Spas in St. Michaels
- Beach Hotels in Eastport
- Pet-Friendly Hotels in Eastern Shore
- Pet-Friendly Hotels in Cambridge
- Adults Only Resorts & in Eastern Shore
- Historic Hotels in Oxford
- 4 Star Hotels in Claiborne
- 5 Star Hotels in Grasonville
- Business Hotels in Cambridge
- Pet-Friendly Hotels in Deale
- Family Hotels in Easton
- Beach Hotels in Centreville
- Hotel Wedding Venues Hotels in Easton
- Romantic Hotels in St. Michaels
- Beach Hotels in Tilghman
- Oxford Hotels
- Resorts in Eastern Shore
- Tilghman Hotels
- Gay friendly Hotels in Tilghman
- Resorts & Hotels with Spas in Kent Narrows
- Hotel Wedding Venues Hotels in Cambridge
- Hotels with an Indoor Pool in Annapolis
- Cottages in Eastern Shore
- Resorts in Secretary
- Hotel with a Concierge Hotels in Stevensville
- Grasonville Hotels
- Vacation Homes in Kent Island
- Flights from Easton - Newnam
- Flights from San Antonio (SAT) to Cambridge (CGE)
- Flights from Fort Lauderdale (FLL) to Easton (ESN)
- Flights to Cambridge
- Flights from St. Petersburg (PIE) to Easton (ESN)
- Flights from Los Angeles (LAX) to Cambridge (CGE)
- Flights from Cincinnati (CVG) to Easton (ESN)
- Flights from Blue Bell (BBX) to Easton (ESN)
- Flights from Asheville (AVL) to Easton (ESN)
- Flights to Wittman
- Flights to Grasonville
- Flights from Düsseldorf (DUS) to Cambridge (CGE)
- Flights to Hurlock
- Flights from Frankfurt (FRA) to Cambridge (CGE)
- Flights from Atlanta (ATL) to Easton (ESN)
- Flights from Nashville (BNA) to Easton (ESN)
- Flights from Allentown (ABE) to Cambridge (CGE)
- Flights from Kankan (KNN) to Cambridge (CGE)
- Flights from Savannah (SAV) to Easton (ESN)
- Flights from Las Vegas (LAS) to Cambridge (CGE)
- Visit Neavitt
- The Third Haven Friends Meeting House
- Visit Tilghman
- Bay Country Shop
- Bill Burton Fishing Pier State Park
- Choptank River Lighthouse
- Queenstown Premium Outlets
- Mcdaniel Vacations
- Gerry Boyle Park at Great Marsh
- Dorchester County Visitors Center
- Visit Queenstown
- Queenstown Harbor Golf Club
- Visit Denton
- Visit Easton
- Visit Hurlock
- Visit Cordova
- Hertz Rental Cars in Queenstown
- Economy Rent a Car Rental Cars in Federalsburg
- Enterprise Rental Cars in Cambridge
- Airport Van Rental Rental Cars in Oxford
- Hertz Rental Cars in Cambridge
- Car rental Chester
- Enterprise Rental Cars in Eastern Shore
- National Car Rental Rental Cars in Tilghman
- Flizzr Rental Cars in Secretary
- Car rentals in Budget Newport News Apo-900 Bland Blvd
- Car rental Denton
- Car rentals near Avalon Theatre
- National Car Rental Rental Cars in Newcomb