TOP Family-Friendly Hotels in Eastern Shore, MD for 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 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.

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

Grasonville

Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.

₹9,862

₹10,947 total

includes taxes & fees

25 Oct - 26 Oct

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

A kitchen with a stone wall, a microwave, and various food items on the counter.

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

A residential area with a large building, a swimming pool, and well-maintained lawns.

2. Baymont by Wyndham Easton

Easton

Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.

₹8,518

₹9,370 total

includes taxes & fees

30 Sept - 1 Oct

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

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.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

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.

₹12,332

₹13,565 total

includes taxes & fees

27 Sept - 28 Sept

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.

A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

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

4. Fairfield Inn & Suites by Marriott Easton

Easton

Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.

₹12,920

₹14,211 total

includes taxes & fees

4 Oct - 5 Oct

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.

5. Comfort Inn & Suites Cambridge

Cambridge

₹10,848

₹12,041 total

includes taxes & fees

27 Sept - 28 Sept

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

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.

6. The Tidewater Inn

Easton

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

₹18,262

₹20,088 total

includes taxes & fees

29 Sept - 30 Sept

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

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.

₹13,793

₹15,172 total

includes taxes & fees

25 Oct - 26 Oct

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.

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

Grasonville

₹14,553

₹16,154 total

includes taxes & fees

4 Oct - 5 Oct

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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

Best Western Plus Easton Inn & Suites

Easton

₹12,332

₹13,565 total

includes taxes & fees

27 Sept - 28 Sept

Baymont by Wyndham Easton

Easton

₹8,518

₹9,370 total

includes taxes & fees

30 Sept - 1 Oct

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 swimming pool with a blue interior, surrounded by lounge chairs and a changing area.

A hotel room with a bed, a sofa, a small table, a TV, and a framed picture on the wall.

La Quinta Inn & Suites by Wyndham Newark - Elkton

Elkton

₹9,556

₹10,702 total

includes taxes & fees

27 Sept - 28 Sept

Fairfield Inn & Suites by Marriott Easton

Easton

₹12,920

₹14,211 total

includes taxes & fees

4 Oct - 5 Oct

A modern lobby with a reception desk, seating area, and artwork on the walls.

A modern restaurant with booths and tables, a kitchen area, and a large window.

A hotel room with a large bed, bedside lamps, a nightstand, a window with blinds, and a wall-mounted abstract painting.

Best Western Plus Pocomoke City

Pocomoke City

₹12,107

₹13,560 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

A coffee station with two coffee machines and a variety of coffee pods and cups.

Holiday Inn Express Easton by IHG

Easton

₹12,830

₹14,113 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a desk, a chair, and a wall-mounted TV.

A hotel room with a patterned carpet, a sofa, a chair, a small table, and a lamp.

A reception area with a modern design, featuring a reception desk, a mounted television, a clock, and a large painting on the wall.

A modern hotel with a prominent 'Wingate by Wyndham' sign, a covered entrance, and a flag.

Wingate by Wyndham North East

North East

₹9,120

₹10,214 total

includes taxes & fees

4 Oct - 5 Oct

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

Salisbury

₹8,795

₹9,850 total

includes taxes & fees

29 Sept - 30 Sept

Hyatt Place Kent Narrows & Marina

Grasonville

₹14,553

₹16,154 total

includes taxes & fees

4 Oct - 5 Oct

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

A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.

A covered corridor with a series of doors, each marked with a number.

A building with a sign reading "EcoLodge."

Econo Lodge Easton Route 50

Easton

₹7,742

₹8,516 total

includes taxes & fees

30 Sept - 1 Oct

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