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

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

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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 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 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.

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

Grasonville

AED 558

AED 620 total

includes taxes & fees

1 Nov - 2 Nov

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

Grasonville

AED 475

AED 527 total

includes taxes & fees

22 Nov - 23 Nov

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

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.

A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.

4. Comfort Inn & Suites Cambridge

Cambridge

AED 398

AED 441 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 hotel hallway with carpeted floors, white doors, and overhead lighting.

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

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

6. 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 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 with a covered entrance, multiple floors, and a parking lot.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

7. 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

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

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

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

Stevensville

AED 785

AED 965 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

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

AED 364

AED 404 total

includes taxes & fees

22 Nov - 23 Nov

Hyatt Place Kent Narrows & Marina

Grasonville

AED 558

AED 620 total

includes taxes & fees

1 Nov - 2 Nov

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

Grasonville

AED 475

AED 527 total

includes taxes & fees

22 Nov - 23 Nov

Hampton Inn Easton

Easton

AED 470

AED 517 total

includes taxes & fees

29 Oct - 30 Oct

Comfort Inn & Suites Cambridge

Cambridge

AED 398

AED 441 total

includes taxes & fees

15 Nov - 16 Nov

Best Western Plus Easton Inn & Suites

Easton

AED 437

AED 481 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 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

Easton

AED 331

AED 364 total

includes taxes & fees

26 Oct - 27 Oct

Fairfield Inn & Suites by Marriott Easton

Easton

AED 496

AED 546 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a porch, a front door, and a small garden area.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

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 restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

The Wildset

Downtown St. Michaels

AED 841

AED 1,017 total

includes taxes & fees

9 Nov - 10 Nov

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

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.

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

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Family-friendly hotels with pools in Eastern Shore