A marina with numerous boats docked at wooden piers under a clear sky.

Find Family Hotels in Eastern Shore, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Shore Family Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Eastern Shore family-friendly hotels

1. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • 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
Best Western Plus Easton Inn & Suites

2. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • 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
Holiday Inn Express Annapolis East-Kent Island by IHG

3. Best Western Denton Inn

Best Western Denton Inn
Denton
  • 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
Best Western Denton Inn

4. The Tidewater Inn

The Tidewater Inn
Easton
  • 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
The Tidewater Inn

5. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites Cambridge

6. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • 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
Fairfield Inn & Suites by Marriott Easton

7. Quality Inn

Quality Inn
Easton
  • 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
Quality Inn

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

9. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
NT$4,663
NT$5,130 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn Easton

10. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Kids will love this resort's waterslide, private beach, and pools—a paradise for adventure with kayaking and year-round swimming options.
NT$6,471
NT$8,866 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Regency Chesapeake Bay
View all properties

Choose what matters most at family-friendly hotels in Eastern Shore

Breakfast included
Pool
All-inclusive
4 stars
5 stars

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 IHG
Grasonville
NT$4,048
NT$4,493 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,430
NT$4,873 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Plus Easton Inn & Suites

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,308
NT$4,738 total
includes taxes & fees
Sep 3 - Sep 4
Fairfield Inn & Suites by Marriott Easton

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites Cambridge

Quality Inn

Quality Inn
Easton
NT$3,475
NT$3,822 total
includes taxes & fees
Aug 27 - Aug 28
Quality Inn

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,387
NT$3,760 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Denton Inn

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
Easton
NT$2,581
NT$2,840 total
includes taxes & fees
Sep 2 - Sep 3
Econo Lodge Easton Route 50

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$3,254
NT$3,612 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Grasonville near Kent Island

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
NT$3,417
NT$3,793 total
includes taxes & fees
Sep 15 - Sep 16
Comfort Inn & Suites Chestertown
View all properties

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 IHG
Grasonville
NT$4,048
NT$4,493 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,430
NT$4,873 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Plus Easton Inn & Suites

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,308
NT$4,738 total
includes taxes & fees
Sep 3 - Sep 4
Fairfield Inn & Suites by Marriott Easton

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
NT$2,267
NT$2,539 total
includes taxes & fees
Sep 23 - Sep 24
SeaLoft Oceanfront Hotel

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites Cambridge

Castle in the Sand

Castle in the Sand
Midtown Ocean City
NT$2,410
NT$2,699 total
includes taxes & fees
Sep 20 - Sep 21
Castle in the Sand

Beachcomber

Beachcomber
North Ocean City
NT$2,639
NT$3,592 total
includes taxes & fees
Aug 30 - Aug 31
Beachcomber

Quality Inn

Quality Inn
Easton
NT$3,475
NT$3,822 total
includes taxes & fees
Aug 27 - Aug 28
Quality Inn

Fenwick Inn

Fenwick Inn
North Ocean City
NT$2,266
NT$3,015 total
includes taxes & fees
Sep 22 - Sep 23
Fenwick Inn
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 properties

Top Eastern Shore Hotel Reviews

Quality Inn Ocean City Beachfront

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."
Stacey 4-night trip
Posted 1 hour ago
Quality Inn Ocean City Beachfront
Days Inn by Wyndham Ocean City Oceanfront

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!"
Christine 3-night trip
Posted 1 hour ago
Days Inn by Wyndham Ocean City Oceanfront
Francis Scott Key Family Resort

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 ."
Marcela 3-night trip
Posted 2 hours ago
Francis Scott Key Family Resort
Princess Bayside Beach Hotel

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."
Tonya 2-night trip
Posted 4 hours ago
Princess Bayside Beach Hotel
Bonita Beach Hotel

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"
Bakary 6-night trip
Posted 4 hours ago
Bonita Beach Hotel
Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

10/10 Excellent
"Everything there were excellent, just need to maintain the outside of the building"
mina 4-night trip
Posted 14 hours ago
Howard Johnson by Wyndham Ocean City Oceanfront
Tidelands Caribbean Hotel and Suites

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."
Kelli 4-night trip
Posted 19 hours ago
Tidelands Caribbean Hotel and Suites
Plim Plaza Hotel

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."
Lori 2-night trip
Posted 23 hours ago
Plim Plaza Hotel
Castle in the Sand

Castle in the Sand

8/10 Good
"The beach view is good."
Arnoldo 2-night trip
Posted 1 day ago
Castle in the Sand

Explore a world of travel with Expedia