The Best Family Hotels in Eastern Shore, MD from AED 283 in 2026 | Expedia

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

23 Oct - 24 Oct

Tomorrow

24 Oct - 25 Oct

This weekend

23 Oct - 25 Oct

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Our top choices for Eastern Shore family-friendly hotels

Two Adirondack chairs facing a calm body of water with a clear sky above.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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.

1. 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

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

An outdoor event area with round tables and a view of the water.

Marina

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

2. Hyatt Place Kent Narrows & Marina

Grasonville

AED 558

AED 620 total

includes taxes & fees

29 Oct - 30 Oct

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 lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

3. 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

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

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, wooden deck, and outdoor seating.

A balcony with a view of a marina filled with boats.

4. The Inn at Chesapeake Bay Beach Club

Stevensville

AED 785

AED 965 total

includes taxes & fees

15 Nov - 16 Nov

A spacious lobby with a reception desk, seating area, and a television screen.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

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

Cambridge

AED 407

AED 452 total

includes taxes & fees

15 Nov - 16 Nov

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.

6. 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

29 Oct - 30 Oct

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.

A reception desk with a clock, framed pictures, and a sign for express checkout.

A bathroom with a glass-enclosed shower, a white toilet, and a white sink.

7. Best Western Kent Narrows Inn

Grasonville

AED 330

AED 366 total

includes taxes & fees

8 Nov - 9 Nov

A spacious lobby with a staircase, a reception desk, and a dining area.

A hotel room with a bed, a sofa, a desk, and two chairs. There are two lamps on the desk and a picture frame on the wall.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

8. Quality Inn Grasonville near Kent Island

Grasonville

AED 306

AED 340 total

includes taxes & fees

15 Nov - 16 Nov

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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 gazebo with a view of a lake at dusk.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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.

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

AED 364

AED 404 total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A gym with a treadmill, elliptical, and stationary bike.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

Baymont by Wyndham Easton

Easton

AED 331

AED 364 total

includes taxes & fees

25 Oct - 26 Oct

A pool area with lounge chairs, a hot tub, and a view of the ocean.

A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.

A hotel with multiple balconies, a swimming pool, and a view of the ocean.

A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Midtown Ocean City

AED 215

AED 241 total

includes taxes & fees

9 Nov - 10 Nov

Room

A poolside area with lounge chairs and a mural of a sunset over water.

A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

Best Western Kent Narrows Inn

Grasonville

AED 330

AED 366 total

includes taxes & fees

8 Nov - 9 Nov

A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

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.

A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.

A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

AED 298

AED 334 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

A spacious lobby with a staircase, a reception desk, and a dining area.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

Quality Inn Grasonville near Kent Island

Grasonville

AED 306

AED 340 total

includes taxes & fees

15 Nov - 16 Nov

A spacious living area with a large window overlooking a beach, furnished with sofas and a coffee table.

A spacious dining area with multiple tables and chairs, large windows offering a view of the ocean, and a modern interior design.

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.

Hilton Garden Inn Ocean City Oceanfront

Midtown Ocean City

AED 253

AED 283 total

includes taxes & fees

8 Nov - 9 Nov

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 swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.

Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

AED 294

AED 329 total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

A marina with boats docked, a sandy beach, and a clear blue sky.

Hyatt Regency Chesapeake Bay

Cambridge

AED 529

AED 705 total

includes taxes & fees

23 Nov - 24 Nov

A two-story building with a covered entrance and an American flag.

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

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

AED 288

AED 317 total

includes taxes & fees

23 Nov - 24 Nov

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Family-friendly hotels with pools in Eastern Shore

A gazebo with a view of a lake at dusk.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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.

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

AED 364

AED 404 total

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

A marina with boats docked, a sandy beach, and a clear blue sky.

Hyatt Regency Chesapeake Bay

Cambridge

AED 529

AED 705 total

includes taxes & fees

23 Nov - 24 Nov

Room

A poolside area with lounge chairs and a mural of a sunset over water.

A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

Best Western Kent Narrows Inn

Grasonville

AED 330

AED 366 total

includes taxes & fees

8 Nov - 9 Nov

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 hotel room with two beds, a balcony, a dining area, and a view of the city.

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

AED 237

AED 265 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

A spacious lobby with a staircase, a reception desk, and a dining area.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

Quality Inn Grasonville near Kent Island

Grasonville

AED 306

AED 340 total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A gym with a treadmill, elliptical, and stationary bike.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

Baymont by Wyndham Easton

Easton

AED 331

AED 364 total

includes taxes & fees

25 Oct - 26 Oct

A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

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.

A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.

A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

AED 298

AED 334 total

includes taxes & fees

1 Nov - 2 Nov

A clear pool with palm trees, lounge chairs, and umbrellas.

A beach with a row of multi-story hotels.

A balcony table with breakfast items and a view of the ocean.

A large hotel with multiple floors and balconies, situated on a beach with a clear sky.

Holiday Inn & Suites Ocean City by IHG

Downtown Ocean City

AED 331

AED 370 total

includes taxes & fees

22 Nov - 23 Nov

A pool area with lounge chairs, a hot tub, and a view of the ocean.

A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.

A hotel with multiple balconies, a swimming pool, and a view of the ocean.

A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Midtown Ocean City

AED 215

AED 241 total

includes taxes & fees

9 Nov - 10 Nov

A balcony with a view of a body of water, a row of buildings, and a chair.

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.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

Hilton Garden Inn Kent Island Marina

Grasonville

AED 478

AED 530 total

includes taxes & fees

22 Nov - 23 Nov

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

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG

10/10 Excellent

"It was amazing experience staying there absolute Amazing view of the ocean really nice and friendly people"

Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent

"Todo muy bien"

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"

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