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
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Eastern Shore family-friendly hotels

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 modern food court with a central island, various food stations, and a yogurt display.
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.
AED 364
AED 404 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
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.
An outdoor event area with round tables and a view of the water.

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
AED 558
AED 620 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Kent Narrows & Marina
A patio with outdoor seating, overlooking a marina with boats.
A balcony with a view of a body of water, a row of buildings, and a chair.
A balcony with a view of a marina and row houses.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

3. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
AED 478
AED 531 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Kent Island Marina
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 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
AED 398
AED 441 total
includes taxes & fees
15 Nov - 16 Nov
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.

5. 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.
AED 470
AED 517 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Easton
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
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.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

6. 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.
AED 437
AED 481 total
includes taxes & fees
15 Nov - 16 Nov
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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

7. 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.
AED 331
AED 364 total
includes taxes & fees
25 Oct - 26 Oct
Baymont by Wyndham Easton
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A balcony with a view of a marina, wooden deck, and outdoor seating.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.
A balcony with a view of a marina filled with boats.

8. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
AED 785
AED 965 total
includes taxes & fees
15 Nov - 16 Nov
The Inn at Chesapeake Bay Beach Club
A two-story house with a porch, a front door, and a small garden area.
A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.
A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.
A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

9. The Wildset

The Wildset
Downtown St. Michaels
AED 841
AED 1,017 total
includes taxes & fees
9 Nov - 10 Nov
The Wildset
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.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

10. 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.
AED 496
AED 546 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Easton
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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

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 modern food court with a central island, various food stations, and a yogurt display.
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
AED 364
AED 404 total
includes taxes & fees
22 Nov - 23 Nov
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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
AED 331
AED 364 total
includes taxes & fees
25 Oct - 26 Oct
Baymont by Wyndham Easton
A pool area with lounge chairs, a hot tub, and a view of the ocean.
An outdoor patio with brick flooring, wooden pergola, and tables with chairs.
A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.
A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Midtown Ocean City
AED 215
AED 241 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
A hotel room with a large bed, a desk with a chair, a flat-screen TV, a microwave, a bathroom with a sink and mirror, and a large mirror on the wall.
A restaurant with a counter, seating area, and a clock on the wall.
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
AED 330
AED 366 total
includes taxes & fees
8 Nov - 9 Nov
Best Western Kent Narrows Inn
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.
A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
AED 298
AED 334 total
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Ocean City Oceanfront
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.
A spacious lobby with a staircase, a reception desk, and a dining area.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
AED 306
AED 340 total
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Grasonville near Kent Island
A spacious living area with a large window overlooking a beach, furnished with sofas and a coffee table.
A spacious living room with a view of the beach, featuring two sofas, a coffee table, and a bookshelf.
A beach chair under a blue umbrella on a sandy beach with the ocean in the background.
A spacious dining area with multiple tables and chairs, large windows offering a view of the ocean, and a modern interior design.

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront
Midtown Ocean City
AED 253
AED 283 total
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Ocean City Oceanfront
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A beach with a wooden boardwalk, umbrellas, and people.
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
AED 294
AED 329 total
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Ocean City / Oceanfront
A resort with a large pool, outdoor seating, and a view of the sea.
A spacious lobby with a bar area, multiple seating arrangements, and a grand staircase.
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
AED 529
AED 705 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay
A two-story building with a covered entrance and an American flag.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.
A hotel room with two beds, a chair, and a painting on the wall.

St Michaels Inn

St Michaels Inn
St. Michaels
AED 285
AED 314 total
includes taxes & fees
24 Nov - 25 Nov
St Michaels Inn
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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 modern food court with a central island, various food stations, and a yogurt display.
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
AED 364
AED 404 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
A resort with a large pool, outdoor seating, and a view of the sea.
A spacious lobby with a bar area, multiple seating arrangements, and a grand staircase.
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
AED 529
AED 705 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay
A hotel room with a large bed, a desk with a chair, a flat-screen TV, a microwave, a bathroom with a sink and mirror, and a large mirror on the wall.
A restaurant with a counter, seating area, and a clock on the wall.
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
AED 330
AED 366 total
includes taxes & fees
8 Nov - 9 Nov
Best Western Kent Narrows Inn
A multi-story hotel with a pool area, balconies, and a view of the ocean.
A lobby with green sofas, a round table with a plant, and a lantern.
A hotel room with a large bed, two chairs, a desk, and a view of the city through the window.
A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
AED 237
AED 265 total
includes taxes & fees
1 Nov - 2 Nov
Grand Hotel Ocean City Oceanfront
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.
A spacious lobby with a staircase, a reception desk, and a dining area.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
AED 306
AED 340 total
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Grasonville near Kent Island
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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
AED 331
AED 364 total
includes taxes & fees
25 Oct - 26 Oct
Baymont by Wyndham Easton
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.
A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
AED 298
AED 334 total
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Ocean City Oceanfront
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 beach with a row of multi-story hotels.
A beachside bar with Adirondack chairs, a pool, and a view of the ocean.

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
Downtown Ocean City
AED 331
AED 370 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn & Suites Ocean City by IHG
A pool area with lounge chairs, a hot tub, and a view of the ocean.
An outdoor patio with brick flooring, wooden pergola, and tables with chairs.
A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.
A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Midtown Ocean City
AED 215
AED 241 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
A patio with outdoor seating, overlooking a marina with boats.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.
An indoor swimming pool with clear views of boats and water.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
AED 478
AED 531 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Kent Island Marina
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.
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Top Eastern Shore Hotel Reviews

Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"Very friendly staff and clean rooms"
Christina 1-night trip
Posted less than an hour ago
Quality Inn Oceanfront
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"Todo muy bien"
Ana 3-night trip
Posted 3 days ago
Plim Plaza Hotel
Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

10/10 Excellent
"No complaints , all postive about this hotel, will b coming back , Great location , very clean , all the workers were very nice and accommodating"
Mary T 3-night trip
Posted 4 days ago
Hilton Garden Inn Ocean City Oceanfront

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