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

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Check availability on Eastern Shore Family Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Eastern Shore family-friendly hotels

Two Adirondack chairs facing a calm body of water with a clear sky above.
A reception desk with a modern design, a digital display, and a check-in counter.
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.

1. 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$3,496
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Annapolis East-Kent Island by IHG
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

2. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12
Baymont by Wyndham Easton
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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.

3. 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$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Plus Easton Inn & Suites
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

4. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$6,030
NT$6,633 total
includes taxes & fees
Oct 27 - Oct 28
The Tidewater 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 with a covered entrance, multiple floors, and a parking lot.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

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.
NT$4,295
NT$4,725 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 desk, chair, blue sofa, ottoman, and a hallway leading to a door.
A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

6. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28
Comfort Inn & Suites Cambridge
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A hotel hallway with carpeted floors, white doors, and overhead lighting.
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 Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

7. 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$4,941
NT$5,435 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Easton
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.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
Marina

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,831
NT$5,362 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Kent Narrows & Marina
A hotel lobby with a reception desk, seating area, and a large wall mural.
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 bathroom with a granite countertop sink, a toilet, and a mirror.
A restaurant with a bar area, seating, and a kitchen in the background.

9. 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$3,774
NT$4,189 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 hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

10. 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.
NT$3,296
NT$3,659 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Chestertown
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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 with a brick facade, multiple parking spaces, and a landscaped area with trees.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Plus Easton Inn & Suites
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12
Baymont by Wyndham Easton
Two Adirondack chairs facing a calm body of water with a clear sky above.
A reception desk with a modern design, a digital display, and a check-in counter.
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.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
NT$3,496
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
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 hotel room with a bed, a sofa, a small table, a TV, and a framed picture on the wall.
A swimming pool with a blue interior, surrounded by lounge chairs and a changing area.

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
Elkton
NT$3,284
NT$3,678 total
includes taxes & fees
Oct 4 - Oct 5
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.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,831
NT$5,362 total
includes taxes & fees
Oct 18 - Oct 19
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 with a covered entrance, multiple floors, and a parking lot.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Easton
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A hotel hallway with carpeted floors, white doors, and overhead lighting.
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 Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

Hampton Inn Easton

Hampton Inn Easton
Easton
NT$4,941
NT$5,435 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Easton
A spacious lobby with a reception desk, seating area, and a television screen.
A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.
A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.
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
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28
Comfort Inn & Suites Cambridge
A multi-story hotel with a covered entrance, wheelchair-accessible parking, and a stone facade.
A reception area with a blue accent wall, a wooden reception desk, and a flat-screen monitor.
A modern hotel room with a wooden floor, a beige sofa, a small table, a bed, a wooden cabinet, a mirror, and a wall art piece.
A modern dining area with a long table and chairs, a kitchen area with a yellow backsplash, and a refrigerator.

Microtel Inn & Suites by Wyndham Salisbury

Microtel Inn & Suites by Wyndham Salisbury
Salisbury
NT$2,987
NT$3,346 total
includes taxes & fees
Oct 4 - Oct 5
Microtel Inn & Suites by Wyndham Salisbury
A swimming pool with a metal ladder, lounge chairs, and a small building in the background.
A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.
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.

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn
View all properties

Family-friendly hotels with pools in Eastern Shore

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,100
NT$4,510 total
includes taxes & fees
Oct 1 - Oct 2
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.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,831
NT$5,362 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Kent Narrows & Marina
Two Adirondack chairs facing a calm body of water with a clear sky above.
A reception desk with a modern design, a digital display, and a check-in counter.
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.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
NT$3,496
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Annapolis East-Kent Island by IHG
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
NT$2,832
NT$3,115 total
includes taxes & fees
Oct 11 - Oct 12
Baymont by Wyndham Easton
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 with a covered entrance, multiple floors, and a parking lot.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,295
NT$4,725 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 desk, chair, blue sofa, ottoman, and a hallway leading to a door.
A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.
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
NT$3,695
NT$4,101 total
includes taxes & fees
Oct 27 - Oct 28
Comfort Inn & Suites Cambridge
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A hotel hallway with carpeted floors, white doors, and overhead lighting.
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 Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

Hampton Inn Easton

Hampton Inn Easton
Easton
NT$4,941
NT$5,435 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Easton
A swimming pool with a metal ladder, lounge chairs, and a small building in the background.
A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.
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.

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn
A modern lobby with a reception desk, seating area, and artwork on the walls.
A modern restaurant with booths and tables, a kitchen area, and a large window.
A hotel room with a large bed, bedside lamps, a nightstand, a window with blinds, and a wall-mounted abstract painting.
A hotel room with a bed, a sofa, a TV, a desk, and a large window.

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
Pocomoke City
NT$4,027
NT$4,510 total
includes taxes & fees
Oct 11 - Oct 12
Best Western Plus Pocomoke City
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 hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
NT$3,296
NT$3,659 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Chestertown
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

Castle in the Sand

Castle in the Sand

8/10 Good
"Front desk was awesome. Room needs a little upkeep. Great view of the beach and Coconuts was a great little spot for live music"
Chad 3-night trip
Posted 3 hours ago
Castle in the Sand
Francis Scott Key Family Resort

Francis Scott Key Family Resort

8/10 Good
"Great place for families lots of amenities to keep them entertained"
Reyna 2-night trip
Posted 3 hours ago
Francis Scott Key Family Resort
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"Site was clean and well maintained."
Thomas 2-night trip
Posted 6 hours ago
Quality Inn Oceanfront
Fenwick Inn

Fenwick Inn

8/10 Good
"Our room/suite was fantastic! We stayed in room 521. My only complaints are the breakfast provided wasn’t great and the pool/hot tub area is in need of some improvement. But the hotel and staff itself were great! We would still stay there again."
Erin 4-night trip
Posted 9 hours ago
Fenwick Inn
Bonita Beach Hotel

Bonita Beach Hotel

8/10 Good
"I had a few mechanical issues like one electrical outlet not working, no working room telephone and the shower handle coming off in your hand."
Denise 4-night trip
Posted 1 day ago
Bonita Beach Hotel
Comfort Suites Ocean City West

Comfort Suites Ocean City West

8/10 Good
"The front desk staff was extremely helpful and courteous. The hotel, including the rooms were very clean. My only complaint being that when I returned from swimming in the pool one afternoon, that my room door was propped open by the housekeeping staff, with none of them in sight. I stood by for several minutes to see if anyone would return or was keeping an eye on the room, but nobody did. This was a little disconcerting as I had left valuable camera equipment along with my wallet, in the room while swimming. Nothing was missing but these actions left the room unsecure and anyone in the hotel could have easily gained access to it!"
Michael 3-night trip
Posted 2 days ago
Comfort Suites Ocean City West

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