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
Sep 8 - Sep 9Tomorrow
Sep 9 - Sep 10This weekend
Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20Our 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$4,070
NT$4,477 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$3,860
NT$4,285 total
includes taxes & fees
Sep 14 - Sep 15
3. The Tidewater Inn
The Tidewater InnEaston
- Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,963
NT$6,559 total
includes taxes & fees
Sep 29 - Sep 30
4. 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$3,746
NT$4,159 total
includes taxes & fees
Oct 4 - Oct 5
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$4,264
NT$4,690 total
includes taxes & fees
Sep 13 - Sep 14
NT$4,795
NT$5,323 total
includes taxes & fees
Oct 4 - Oct 5
NT$3,636
NT$4,036 total
includes taxes & fees
Sep 28 - Sep 29
NT$1,908
NT$3,485 total
includes taxes & fees
Sep 29 - Sep 30
View all properties
Family-friendly hotels with free breakfast in Eastern Shore
NT$4,070
NT$4,477 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$3,860
NT$4,285 total
includes taxes & fees
Sep 14 - Sep 15
NT$4,795
NT$5,323 total
includes taxes & fees
Oct 4 - Oct 5
NT$4,264
NT$4,690 total
includes taxes & fees
Sep 13 - Sep 14
NT$3,746
NT$4,159 total
includes taxes & fees
Oct 4 - Oct 5
NT$3,636
NT$4,036 total
includes taxes & fees
Sep 28 - Sep 29
NT$4,876
NT$5,364 total
includes taxes & fees
Oct 1 - Oct 2
La Quinta Inn & Suites by Wyndham Newark - Elkton
La Quinta Inn & Suites by Wyndham Newark - ElktonElkton
NT$3,233
NT$3,621 total
includes taxes & fees
Sep 10 - Sep 11
NT$6,625
NT$9,025 total
includes taxes & fees
Sep 29 - Sep 30
NT$3,270
NT$3,629 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$3,860
NT$4,285 total
includes taxes & fees
Sep 14 - Sep 15
NT$4,070
NT$4,477 total
includes taxes & fees
Sep 27 - Sep 28
NT$4,795
NT$5,323 total
includes taxes & fees
Oct 4 - Oct 5
NT$4,264
NT$4,690 total
includes taxes & fees
Sep 13 - Sep 14
NT$4,448
NT$4,982 total
includes taxes & fees
Oct 6 - Oct 7
NT$3,746
NT$4,159 total
includes taxes & fees
Oct 4 - Oct 5
NT$3,636
NT$4,036 total
includes taxes & fees
Sep 28 - Sep 29
NT$1,908
NT$3,485 total
includes taxes & fees
Sep 29 - Sep 30
NT$6,625
NT$9,025 total
includes taxes & fees
Sep 29 - Sep 30
NT$4,876
NT$5,364 total
includes taxes & fees
Oct 1 - Oct 2
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
Castle in the Sand
10/10 Excellent
"Great property! Great location"
Plim Plaza Hotel
8/10 Good
"Pool, hot tubs, bar, and bands were cool. Rooms were clean, but no soaps. Had to get them from desk. Never got towels during stay even when requested. Coffee bar was cool. Location is great."
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"The resort is a little older, but is clean. I believe all the rooms have a balcony which we loved. The front desk and shop staff were fantastic. We were a little put off by housekeeping staff that told us to call the front desk for more towels. Her cart was 4 doors away from ours, so that seemed strange. That was really the only thing that was off. Parking is not free, it’s about $10 a day, in the lot or garage. You can park on the street for free, but it’s not always easy to find. Both pools are nice, but the indoor one is a little smaller. There are a couple areas to play arcade games, there is a coffee shop, bar, pizza/pasta place and breakfast restaurant. It’s about 11-12 blocks from where the boardwalk gets busy. We would absolutely stay there again."
Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel
8/10 Good
"The staff was magnificent, the property was right on the beach, if there weren’t private events on two of our four nights we stayed it would have been an excellent rating. I also don’t believe I should have been charged $25 plus tax a day for parking for the day I checked in when check in is after 4 PM and the day I checked out when check out is before 11 AM ($132 total for a four night stay)."
Coastal Palms Inn & Suites
8/10 Good
"Stay was good. Hotel could use some updates, but was not horrible by any means. Floors in main room and bath room could be mopped. Check in and out was easy. Staff was super friendly and very helpful. Lots of parking available. Overall stay was very good"
Days Inn by Wyndham Ocean City Oceanfront
8/10 Good
"Rooms have laminate flooring which I guess is good for sand cleanup for staff but a GIANT pain in your room walking barefoot, then to try and get into bed without bringing sand into the covers?!?!?!? Housekeeping did not come to vacuum or provide clean towels..... Ventilation in bathroom is terrible, even taking a tepid shower made it steam up. Need stronger vent fans. We were on ground floor and whoever was above us must have had toddlers running laps in oversized shoes at 0745 am, another guest had a dog that started barking at 0734 am, and next door to us had their TV on loud at 0800, I'm guessing for their kids? ...need more soundproofing in rooms and walls."
Crystal Beach Hotel
8/10 Good
"."
Carousel Resort Hotel & Condominiums
10/10 Excellent
"100%"
Holiday Inn & Suites Ocean City by IHG
8/10 Good
"Idk"
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