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

Family friendly Hotels in Eastern Shore, Maryland

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Check availability on Eastern Shore Family friendly Hotels

Tonight
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Eastern Shore family-friendly hotels

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
A hotel pool area with multiple pools, lounge chairs, and a pool lift.

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.
P8,065
P8,872 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Plus Easton Inn & Suites
Two Adirondack chairs facing a calm body of water with a clear sky above.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence.

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.
P7,440
P8,258 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn Express Annapolis East-Kent Island by IHG
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

3. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
P11,816
P12,998 total
includes taxes & fees
Sep 30 - Oct 1
The Tidewater Inn
A spacious lobby with a reception desk, seating area, and a television screen.
A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

4. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
P7,204
P7,996 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Cambridge
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

5. 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.
P8,450
P9,295 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Easton
A hotel lobby with a reception desk, seating area, and a large wall mural.
A bathroom with a granite countertop sink, a toilet, and a mirror.
A restaurant with a bar area, seating, and a kitchen in the background.
A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.

6. 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.
P7,424
P8,241 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn
A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A modern lounge area with seating, a fireplace, and a television.
A hotel room with two beds, a desk, a TV, and a window with curtains.

7. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
  • Splash into seasonal fun with the family near Washington College, where kids love the outdoor pool and premium entertainment options.
P6,452
P7,162 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Chestertown
A vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.
A multi-story hotel with a pool area, including sun loungers and a smaller pool.
A beach with umbrellas and people.
An outdoor seating area with tables and chairs, overlooking a beach.

8. Park Place Hotel

Park Place Hotel
Downtown Ocean City
P3,783
P6,113 total
includes taxes & fees
Sep 29 - Sep 30
Park Place Hotel
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.
A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.
A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

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.
P9,145
P10,060 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Easton
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A beach with a wooden boardwalk, umbrellas, and people.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.

10. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
P6,877
P7,702 total
includes taxes & fees
Oct 5 - Oct 6
Hyatt Place Ocean City / Oceanfront
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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

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
A hotel pool area with multiple pools, lounge chairs, and a pool lift.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
P8,065
P8,872 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Plus Easton Inn & Suites
Two Adirondack chairs facing a calm body of water with a clear sky above.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
P7,440
P8,258 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn Express Annapolis East-Kent Island by IHG
A lobby with seating, a reception desk, and a cityscape mural on the wall.
A spacious indoor area with multiple seating options including tables and booths, a bar area with a cityscape mural, and large windows providing natural light.
A swimming pool with a blue interior, surrounded by lounge chairs and a changing area.
A hotel room with a desk, chair, sofa, and a TV. There are framed pictures on the wall and a window with curtains.

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
Elkton
P5,885
P6,592 total
includes taxes & fees
Sep 6 - Sep 7
La Quinta Inn & Suites by Wyndham Newark - Elkton
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.
An outdoor event area with round tables and a view of the water.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
P9,503
P10,548 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Kent Narrows & Marina
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
P8,450
P9,295 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Easton
A spacious lobby with a reception desk, seating area, and a television screen.
A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
P7,204
P7,996 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Cambridge
A swimming pool with a metal ladder, lounge chairs, and a small building in the background.
A restaurant with a bar area, seating, and a kitchen in the background.
A hotel room with a bed, a sofa, a desk, and a chair. There are two lamps on the nightstands, a television, and a window with curtains.
A hotel lobby with a reception desk, seating area, and a large wall mural.

Best Western Denton Inn

Best Western Denton Inn
Denton
P7,424
P8,241 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.
A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.
A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

Hampton Inn Easton

Hampton Inn Easton
Easton
P9,145
P10,060 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Easton
An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.
A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.
A hotel reception area with a herringbone patterned floor, reception desks, a flat-screen TV, and a view of the lobby.
A modern house with a glass door entrance, outdoor seating area with chairs, and a small table.

Fenwick Inn

Fenwick Inn
North Ocean City
P4,445
P5,913 total
includes taxes & fees
Sep 22 - Sep 23
Fenwick Inn
A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A modern lounge area with seating, a fireplace, and a television.
A hotel room with two beds, a desk, a TV, and a window with curtains.

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
P6,452
P7,162 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Chestertown
View all properties

Family-friendly hotels with pools in Eastern Shore

Two Adirondack chairs facing a calm body of water with a clear sky above.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
P7,440
P8,258 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn Express Annapolis East-Kent Island by IHG
A multi-story hotel with balconies, a beachside location, and various shops and restaurants.
A beach with umbrellas and people.
A vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.
A multi-story hotel with a pool area, including sun loungers and a smaller pool.

Park Place Hotel

Park Place Hotel
Downtown Ocean City
P3,783
P6,113 total
includes taxes & fees
Sep 29 - Sep 30
Park Place Hotel
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
A hotel pool area with multiple pools, lounge chairs, and a pool lift.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
P8,065
P8,872 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Plus Easton Inn & Suites
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.
An outdoor event area with round tables and a view of the water.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
P9,503
P10,548 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Kent Narrows & Marina
A beachfront hotel with multiple floors, balconies, and a large glass facade.
A hotel room with a large bed, a bench, a nightstand, and a view of the ocean.
A multi-level hotel with a central pool area, multiple balconies, and indoor seating areas.
A restaurant with a high ceiling, large windows, and a view of the sunset.

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort
North Ocean City
P6,855
P8,672 total
includes taxes & fees
Oct 4 - Oct 5
Princess Royale Oceanfront Resort
An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.
A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.
A hotel reception area with a herringbone patterned floor, reception desks, a flat-screen TV, and a view of the lobby.
A modern house with a glass door entrance, outdoor seating area with chairs, and a small table.

Fenwick Inn

Fenwick Inn
North Ocean City
P4,445
P5,913 total
includes taxes & fees
Sep 22 - Sep 23
Fenwick Inn
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
P8,450
P9,295 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Easton
A spacious lobby with a reception desk, seating area, and a television screen.
A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
P7,204
P7,996 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Cambridge
A swimming pool with a metal ladder, lounge chairs, and a small building in the background.
A restaurant with a bar area, seating, and a kitchen in the background.
A hotel room with a bed, a sofa, a desk, and a chair. There are two lamps on the nightstands, a television, and a window with curtains.
A hotel lobby with a reception desk, seating area, and a large wall mural.

Best Western Denton Inn

Best Western Denton Inn
Denton
P7,424
P8,241 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn
A clear pool with palm trees, lounge chairs, and umbrellas.
A large hotel with multiple floors and balconies, situated on a beach with a clear sky.
A multi-story hotel with balconies, a beachside location, and a visible restaurant.
A swimming pool with a dolphin mural, palm trees, and a multi-story hotel building in the background.

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
Downtown Ocean City
P8,695
P9,739 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn & Suites Ocean City by IHG
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

Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

8/10 Good
"The room was clean. The AC worked great. It was in a great location . Staff was helpful but I didn’t like that when they cleaned the room they didn’t change the sheets and I know because they still had sand in them. The pool was roof top which is fine but no working umbrellas they were 2 broken down ones held up with shoelaces and rope to keep them open"
Jacqueline 4-night trip
Posted 2 hours ago
Tidelands Caribbean Hotel and Suites
Fenwick Inn

Fenwick Inn

10/10 Excellent
"Entire hotel is exceptionally well kept and clean. Vista rooftop is excellent."
Christina 2-night trip
Posted 7 hours ago
Fenwick Inn
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Staff was very pleasant. Room very clean, the only thing i was a little disappointed was with the shower pressure. Otherwise, I was very satisfied with my stay and recommend this hotel for a nice family stay!"
Barbara 3-night trip
Posted 9 hours ago
Holiday Inn & Suites Ocean City by IHG
Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"I‘ve stayed there many times before and the staff and accommodations were great"
Anita 5-night trip
Posted 10 hours ago
Quality Inn Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

8/10 Good
"Two bedroom condo is perfect for families especially with the ocean front view. Great location."
Melissa 3-night trip
Posted 11 hours ago
Princess Royale Oceanfront Resort
Bonita Beach Hotel

Bonita Beach Hotel

8/10 Good
"We were able to check-in 2 hours early, which was nice. The carpet in the room wasn't as clean as we hoped, but overall we had a nice stay."
Andre'a 1-night trip
Posted 12 hours ago
Bonita Beach Hotel
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"2nd year staying there ,coming back next year!!"
Betty 3-night trip
Posted 1 day ago
Grand Hotel Ocean City Oceanfront
Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"You pay extra for more than 2 adults. Do not be honest on your people staying. The more people entered increases the rate and they do not increase the key cards or towels, linens, etc. non smoking rooms, balcony, etc — completely understand — have a smoking area with benches to sit and relax!!"
Bernice 3-night trip
Posted 1 day ago
Crystal Beach Hotel
Plim Plaza Hotel

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."
jennifer 5-night trip
Posted 1 day ago
Plim Plaza Hotel

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