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 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
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 modern food court with a central island, various food stations, and a yogurt display.
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$3,510
NT$3,896 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 gym with a treadmill, elliptical, and stationary bike.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

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 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 pool area with multiple pools, lounge chairs, and a pool lift.

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.
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.
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.

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.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
A hotel with a covered entrance, multiple floors, and a parking lot.

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 11 - Oct 12
Fairfield Inn & Suites by Marriott Easton
A spacious lobby with a reception desk, seating area, and a television screen.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.
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 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.
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$4,080
NT$4,488 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Easton
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
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.

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,850
NT$5,383 total
includes taxes & fees
Oct 6 - Oct 7
Hyatt Place Kent Narrows & Marina
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 hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.
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.

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 8 - Oct 9
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 brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel room with two beds, a desk, a TV, and a window with curtains.

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$3,307
NT$3,670 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 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 pool area with multiple pools, lounge chairs, and a pool lift.

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 gym with a treadmill, elliptical, and stationary bike.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

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 modern food court with a central island, various food stations, and a yogurt display.
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$3,510
NT$3,896 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 hotel room with a desk, chair, sofa, and a TV. There are framed pictures on the wall and a window with curtains.
A hotel room with a bed, a sofa, a small table, a TV, and a framed picture 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.

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
Elkton
NT$3,296
NT$3,692 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.
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.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,850
NT$5,383 total
includes taxes & fees
Oct 6 - Oct 7
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.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
A hotel with a covered entrance, multiple floors, and a parking lot.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 11 - Oct 12
Fairfield Inn & Suites by Marriott Easton
A modern hotel dining area with a long table, four chairs, and three pendant lights.
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.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

Hampton Inn Easton

Hampton Inn Easton
Easton
NT$4,080
NT$4,488 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Easton
A spacious lobby with a reception desk, seating area, and a television screen.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.
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 modern dining area with a long table and chairs, a kitchen area with a yellow backsplash, and a refrigerator.
A hotel room with two beds, a desk, a window with curtains, and a blue headboard.
A reception area with a blue accent wall, a wooden reception desk, and a flat-screen monitor.

Microtel Inn & Suites by Wyndham Salisbury

Microtel Inn & Suites by Wyndham Salisbury
Salisbury
NT$2,987
NT$3,346 total
includes taxes & fees
Oct 11 - Oct 12
Microtel Inn & Suites by Wyndham Salisbury
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 lobby with a reception desk, seating area, and a large wall mural.
A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 8 - Oct 9
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 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 pool area with multiple pools, lounge chairs, and a pool lift.

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.
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.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,850
NT$5,383 total
includes taxes & fees
Oct 6 - Oct 7
Hyatt Place Kent Narrows & Marina
Two Adirondack chairs facing a calm body of water with a clear sky above.
A modern food court with a central island, various food stations, and a yogurt display.
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$3,510
NT$3,896 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 gym with a treadmill, elliptical, and stationary bike.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

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.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
A hotel with a covered entrance, multiple floors, and a parking lot.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,295
NT$4,725 total
includes taxes & fees
Oct 11 - Oct 12
Fairfield Inn & Suites by Marriott Easton
A spacious lobby with a reception desk, seating area, and a television screen.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.
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 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.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

Hampton Inn Easton

Hampton Inn Easton
Easton
NT$4,080
NT$4,488 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Easton
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 lobby with a reception desk, seating area, and a large wall mural.
A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 8 - Oct 9
Best Western Denton Inn
A modern lobby with a reception desk, seating area, and artwork on the walls.
Exterior
A hotel room with a bed, a sofa, a TV, a desk, and a large window.
A modern restaurant with booths and tables, a kitchen area, 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 brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel room with two beds, a desk, a TV, and a window with curtains.

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
NT$3,307
NT$3,670 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

Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

8/10 Good
"It's good"
Gopalakrishnan 3-night trip
Posted 1 hour ago
Days Inn by Wyndham Ocean City Oceanfront
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 20 hours ago
Francis Scott Key Family Resort
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 1 day 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 2 days ago
Bonita Beach Hotel

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