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 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
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 reception desk with a modern design, a digital display, and a check-in counter.

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$3,493
NT$3,877 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Annapolis East-Kent Island by IHG
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 pool area with multiple pools, lounge chairs, and a pool lift.
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.

2. 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$4,096
NT$4,506 total
includes taxes & fees
Sep 29 - Sep 30
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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A gym with a treadmill, elliptical, and stationary bike.

3. 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$3,144
NT$3,458 total
includes taxes & fees
Sep 29 - Sep 30
Baymont by Wyndham Easton
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows 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$6,002
NT$6,602 total
includes taxes & fees
Oct 27 - Oct 28
The Tidewater Inn
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 wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

5. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,678
NT$4,082 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 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.

6. 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$4,746
NT$5,221 total
includes taxes & fees
Oct 27 - Oct 28
Hampton Inn 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 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.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

7. 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$4,292
NT$4,721 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Easton
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
Marina
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,827
NT$5,358 total
includes taxes & fees
Oct 6 - Oct 7
Hyatt Place Kent Narrows & Marina
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 modern lounge area with seating, a fireplace, and a television.
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.

9. 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$3,277
NT$3,638 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Inn & Suites Chestertown
A hotel lobby with a reception desk, seating area, and a large wall mural.
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.
A bathroom with a granite countertop sink, a toilet, and a mirror.

10. 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$3,771
NT$4,186 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Denton Inn
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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 pool area with multiple pools, lounge chairs, and a pool lift.
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$4,096
NT$4,506 total
includes taxes & fees
Sep 29 - Sep 30
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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A gym with a treadmill, elliptical, and stationary bike.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
NT$3,144
NT$3,458 total
includes taxes & fees
Sep 29 - Sep 30
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 reception desk with a modern design, a digital display, and a check-in counter.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
NT$3,493
NT$3,877 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 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$3,281
NT$3,675 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 waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,827
NT$5,358 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 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.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,292
NT$4,721 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 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
NT$4,746
NT$5,221 total
includes taxes & fees
Oct 27 - Oct 28
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 wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,678
NT$4,082 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 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.
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.

Microtel Inn & Suites by Wyndham Salisbury

Microtel Inn & Suites by Wyndham Salisbury
Salisbury
NT$2,985
NT$3,343 total
includes taxes & fees
Sep 29 - Sep 30
Microtel Inn & Suites by Wyndham Salisbury
A swimming pool with a metal ladder, lounge chairs, and a small building 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.
A restaurant with a bar area, seating, and a kitchen in the background.

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,771
NT$4,186 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 pool area with multiple pools, lounge chairs, and a pool lift.
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$4,096
NT$4,506 total
includes taxes & fees
Sep 29 - Sep 30
Best Western Plus Easton Inn & Suites
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
Marina
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,827
NT$5,358 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 reception desk with a modern design, a digital display, and a check-in counter.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
NT$3,493
NT$3,877 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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A gym with a treadmill, elliptical, and stationary bike.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
NT$3,144
NT$3,458 total
includes taxes & fees
Sep 29 - Sep 30
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 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.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,292
NT$4,721 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 wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,678
NT$4,082 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 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
NT$4,746
NT$5,221 total
includes taxes & fees
Oct 27 - Oct 28
Hampton Inn Easton
A swimming pool with a metal ladder, lounge chairs, and a small building 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.
A restaurant with a bar area, seating, and a kitchen in the background.

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,771
NT$4,186 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 hotel room with a large bed, bedside lamps, a nightstand, a window with blinds, and a wall-mounted abstract painting.
A modern restaurant with booths and tables, a kitchen area, and a large window.
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$4,022
NT$4,504 total
includes taxes & fees
Sep 30 - Oct 1
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 modern lounge area with seating, a fireplace, and a television.
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.

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
NT$3,277
NT$3,638 total
includes taxes & fees
Oct 18 - Oct 19
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

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

8/10 Good
"No body soap in the bathroom."
Michael 4-night trip
Posted less than an hour ago
Holiday Inn & Suites Ocean City by IHG
Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"Great value, can’t beat the location. We stayed in a dog friendly room, I would suggest removing carpet from these toiles to help with odor. Really happy overall for the value and plan to come back to this hotel."
Louis 2-night trip
Posted 1 hour ago
Crystal 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 5 hours ago
Comfort Suites Ocean City West
Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"."
Trenae 4-night trip
Posted 14 hours ago
Bonita Beach Hotel
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"bathroom tub and fixtures needs to be upgraded. Staff is both courtesy and helpful."
Robin 2-night trip
Posted 17 hours ago
Quality Inn Oceanfront
Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"The staff was great. The bathroom had some dirt in the corners, but otherwise was clean. In the windowsill there was evidence of mice. The fridge and TV worked great, and the beds were comfortable. The location is excellent, and the view from the window was nice."
David 2-night trip
Posted 1 day ago
Plim Plaza Hotel

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