The Best Family Hotels in Eastern Shore, MD from AED 267 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 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.

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

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

15 Nov - 16 Nov

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

Grasonville

AED 558

AED 620 total

includes taxes & fees

25 Oct - 26 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 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 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 two-story house with a porch, a front door, and a small garden area.

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

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 bathroom with white tiled walls, a showerhead, and a door.

4. The Wildset

Downtown St. Michaels

AED 841

AED 1,017 total

includes taxes & fees

3 Nov - 4 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 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.

5. 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

25 Oct - 26 Oct

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 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".

6. The Tidewater Inn

Easton

Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.

AED 611

AED 673 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel dining area with a long table, four chairs, and three pendant lights.

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.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

7. Hampton Inn Easton

Easton

Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.

AED 469

AED 516 total

includes taxes & fees

29 Oct - 30 Oct

A bathroom with a toilet, a shower with a curtain, a bathtub, and a marble wall.

An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.

A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

8. Best Western Kent Narrows Inn

Grasonville

AED 330

AED 366 total

includes taxes & fees

8 Nov - 9 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 deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.

A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.

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

A beach with a wooden boardwalk, umbrellas, and people.

Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

AED 294

AED 329 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

Midtown Ocean City

AED 298

AED 334 total

includes taxes & fees

1 Nov - 2 Nov

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

AED 364

AED 404 total

includes taxes & fees

15 Nov - 16 Nov

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

A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

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

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

Hyatt Regency Chesapeake Bay

Cambridge

AED 680

AED 876 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Midtown Ocean City

AED 215

AED 241 total

includes taxes & fees

26 Oct - 27 Oct

A resort with a swimming pool, sun loungers, and a view of the ocean.

A dining area with a long table and six chairs, a grill, and potted plants.

A fire pit in the center of a courtyard with lounge chairs and umbrellas in the background.

A spa room with two hot tubs, a metal ladder, and a ceiling vent.

Holiday Inn Ocean City by IHG

North Ocean City

AED 239

AED 267 total

includes taxes & fees

4 Nov - 5 Nov

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

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

A hotel room with two beds, a chair, and a painting on the wall.

St Michaels Inn

St. Michaels

AED 294

AED 324 total

includes taxes & fees

1 Nov - 2 Nov

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

A water park with multiple slides and pools, including a large green water slide and a lazy river.

A beach chair under a blue umbrella on a sandy beach with the ocean in the background.

A spacious living room with a view of the beach, featuring two sofas, a coffee table, and a bookshelf.

Hilton Garden Inn Ocean City Oceanfront

Midtown Ocean City

AED 295

AED 331 total

includes taxes & fees

8 Nov - 9 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 covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

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

Baymont by Wyndham Easton

Easton

AED 327

AED 360 total

includes taxes & fees

18 Oct - 19 Oct

A balcony with two green Adirondack chairs facing a beach.

A restaurant with multiple round tables and chairs, a flat-screen TV mounted on the wall, and a window with an umbrella.

A beach view from a balcony with a clear sky.

A deck with white lounge chairs and a pool, overlooking a beach.

Comfort Inn Ocean City Boardwalk

Downtown Ocean City

AED 247

AED 276 total

includes taxes & fees

16 Nov - 17 Nov

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Family-friendly hotels with pools in Eastern Shore

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

AED 364

AED 404 total

includes taxes & fees

15 Nov - 16 Nov

Hyatt Regency Chesapeake Bay

Cambridge

AED 680

AED 876 total

includes taxes & fees

8 Nov - 9 Nov

A multi-story hotel with a pool area, balconies, and a view of the ocean.

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

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.