The Best Family Hotels in Eastern Shore, MD from NT$2,220 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 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 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.

NT$3,723

NT$4,132 total

includes taxes & fees

Oct 6 - Oct 7

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

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

2. Best Western Plus Easton Inn & Suites

Easton

Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.

NT$4,070

NT$4,477 total

includes taxes & fees

Sep 27 - Sep 28

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

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".

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

3. The Tidewater Inn

Easton

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

NT$5,963

NT$6,559 total

includes taxes & fees

Sep 29 - Sep 30

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.

A hotel with a covered entrance, multiple floors, and a parking lot.

4. Fairfield Inn & Suites by Marriott Easton

Easton

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

NT$4,264

NT$4,690 total

includes taxes & fees

Sep 27 - Sep 28

A hotel lobby with a reception desk, seating area, and a large wall mural.

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

A bathroom with a granite countertop sink, a toilet, and a mirror.

A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.

5. Best Western Denton Inn

Denton

Family-friendly pool oasis near Martinak State Park offers cool splashes and free perks for the whole gang.

NT$3,737

NT$4,148 total

includes taxes & fees

Sep 13 - Sep 14

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

6. Hyatt Place Kent Narrows & Marina

Grasonville

NT$4,796

NT$5,323 total

includes taxes & fees

Oct 4 - Oct 5

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.

7. Baymont by Wyndham Easton

Easton

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

NT$3,087

NT$3,396 total

includes taxes & fees

Sep 17 - Sep 18

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

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

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

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

8. Comfort Inn & Suites Cambridge

Cambridge

NT$3,710

NT$4,118 total

includes taxes & fees

Oct 5 - Oct 6

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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

NT$4,070

NT$4,477 total

includes taxes & fees

Sep 27 - Sep 28

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

NT$3,723

NT$4,132 total

includes taxes & fees

Oct 6 - Oct 7

Hyatt Place Kent Narrows & Marina

Grasonville

NT$4,796

NT$5,323 total

includes taxes & fees

Oct 4 - Oct 5

Fairfield Inn & Suites by Marriott Easton

Easton

NT$4,264

NT$4,690 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with a metal ladder, lounge chairs, and a small building in the background.

A hotel room with a bed, a sofa, a desk, and a chair. There are two lamps on the nightstands, a television, and a window with curtains.

Best Western Denton Inn

Denton

NT$3,737

NT$4,148 total

includes taxes & fees

Sep 13 - Sep 14

Comfort Inn & Suites Cambridge

Cambridge

NT$3,710

NT$4,118 total

includes taxes & fees

Oct 5 - Oct 6

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 Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

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

Hampton Inn Easton

Easton

NT$4,905

NT$5,396 total

includes taxes & fees

Sep 13 - Sep 14

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 spacious indoor area with multiple seating options including tables and booths, a bar area with a cityscape mural, and large windows providing natural light.

La Quinta Inn & Suites by Wyndham Newark - Elkton

Elkton

NT$3,154

NT$3,532 total

includes taxes & fees

Sep 14 - Sep 15

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

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

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

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

Hyatt Regency Chesapeake Bay

Cambridge

NT$6,720

NT$9,132 total

includes taxes & fees

Oct 6 - Oct 7

A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.

A hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.

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

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

Comfort Inn & Suites Chestertown

Chestertown

NT$3,280

NT$3,641 total

includes taxes & fees

Oct 4 - Oct 5

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Family-friendly hotels with pools in Eastern Shore