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

Find Family Hotels in Eastern Shore, MD

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Shore Family Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Eastern Shore family-friendly hotels

A gazebo with a view of a lake at dusk.
A buffet with various food items, including omelets and baked goods, served in metal containers.
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

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 386
AED 428 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
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.
Marina
An outdoor event area with round tables and a view of the water.

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
AED 558
AED 620 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Kent Narrows & Marina
A balcony with a view of a body of water, a row of buildings, and a chair.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.
An indoor swimming pool with clear views of boats and water.

3. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
AED 481
AED 534 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Kent Island Marina
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 hotel hallway with carpeted floors, white doors, and overhead lighting.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

4. Hampton Inn Easton

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
Hampton Inn Easton
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 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.

5. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
AED 398
AED 441 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Cambridge
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 lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

6. Best Western Plus Easton Inn & Suites

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
Best Western Plus Easton Inn & Suites
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.

7. Fairfield Inn & Suites by Marriott Easton

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
Fairfield Inn & Suites by Marriott Easton
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 spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A marina with multiple boats docked, a large building with a sign reading 'Wilson's Cove,' and a surrounding landscape with greenery and other buildings.

8. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
AED 785
AED 965 total
includes taxes & fees
15 Nov - 16 Nov
The Inn at Chesapeake Bay Beach Club
A hotel lobby with a fireplace, seating area, and a television.
A hotel reception area with a reception desk, a seating area, and a hallway leading to other rooms.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A hotel room with a bed, a sofa, a dining table, and a small round table.

9. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
  • Splash into seasonal fun with the family near Washington College, where kids love the outdoor pool and premium entertainment options.
AED 361
AED 401 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Chestertown
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A residential area with a large building, a swimming pool, and well-maintained lawns.
A kitchen with a stone wall, a microwave, and various food items on the counter.
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

10. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
AED 331
AED 364 total
includes taxes & fees
27 Oct - 28 Oct
Baymont by Wyndham Easton
View all properties

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 buffet with various food items, including omelets and baked goods, served in metal containers.
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.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
AED 386
AED 428 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
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.
Marina
An outdoor event area with round tables and a view of the water.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
AED 558
AED 620 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Kent Narrows & Marina
A balcony with a view of a body of water, a row of buildings, and a chair.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.
An indoor swimming pool with clear views of boats and water.

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
AED 481
AED 534 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Kent Island Marina
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 hotel hallway with carpeted floors, white doors, and overhead lighting.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

Hampton Inn Easton

Hampton Inn Easton
Easton
AED 470
AED 517 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn Easton
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 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.

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
AED 398
AED 441 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Cambridge
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 lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
AED 437
AED 481 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A residential area with a large building, a swimming pool, and well-maintained lawns.
A kitchen with a stone wall, a microwave, and various food items on the counter.
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
AED 331
AED 364 total
includes taxes & fees
27 Oct - 28 Oct
Baymont by Wyndham Easton
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.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
AED 496
AED 546 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Easton
A two-story house with a porch, a front door, and a small garden area.
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.
A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

The Wildset

The Wildset
Downtown St. Michaels
AED 841
AED 1,017 total
includes taxes & fees
9 Nov - 10 Nov
The Wildset
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
AED 306
AED 340 total
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Grasonville near Kent Island
View all properties

Family-friendly hotels with pools in Eastern Shore

A gazebo with a view of a lake at dusk.
A buffet with various food items, including omelets and baked goods, served in metal containers.
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.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
AED 386
AED 428 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
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.
Marina
An outdoor event area with round tables and a view of the water.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
AED 558
AED 620 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Kent Narrows & Marina
A balcony with a view of a body of water, a row of buildings, and a chair.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.
An indoor swimming pool with clear views of boats and water.

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
AED 481
AED 534 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Kent Island Marina
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 spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A marina with multiple boats docked, a large building with a sign reading 'Wilson's Cove,' and a surrounding landscape with greenery and other buildings.

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
AED 785
AED 965 total
includes taxes & fees
15 Nov - 16 Nov
The Inn at Chesapeake Bay Beach Club
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 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.

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
AED 398
AED 441 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Cambridge
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.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
AED 496
AED 546 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Easton
A resort with a large pool, outdoor seating, and a view of the sea.
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 multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
A spacious restaurant with high ceilings, large windows, and a variety of seating arrangements.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
AED 529
AED 705 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
AED 306
AED 340 total
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Grasonville near Kent Island
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 lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
AED 437
AED 481 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites
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 hotel hallway with carpeted floors, white doors, and overhead lighting.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

Hampton Inn Easton

Hampton Inn Easton
Easton
AED 470
AED 517 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn Easton
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.
View all properties

Top Eastern Shore Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"I truly enjoyed my stay. The room was clean and inviting. After attending the Sunfest and Wine on the Beach I relaxed in the pool area with an amazing cocktail. The staff were amazing from the nice young lady who checked me in to the gentleman that helped with my luggage to the inviting barista who made the best pumpkin spice latte. The hotel also had a festive Halloween display. Hotel staff participated in a pumpkin carving contest. Guests vote for the most creative display. This showed team work and comradery which leads to great customer experience. Princess Royale will be my go to hotel when visiting Ocean City. Highly recommend!"
Carleta 3-night trip
Posted 1 hour ago
Princess Royale Oceanfront Resort
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"Loved the roomy lobby. Lots of activities. Convenient to everything"
Cynthia 2-night trip
Posted 3 hours ago
Plim Plaza Hotel
Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

8/10 Good
"I found the hotel very clean and staff very helpful. The views from the room were brilliant."
Kathryn 2-night trip
Posted 4 hours ago
Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"Heat wasn't working the first nite , it was cold , maintenance fixed it but it stopped working again over nite the second nite ."
David 2-night trip
Posted 22 hours ago
Quality Inn Oceanfront
Comfort Suites Ocean City West

Comfort Suites Ocean City West

8/10 Good
"Nice hotel but the plug in air freshener in the room was overwhelming strong. We ended up unplugging it but that did not help so we put it outside the room."
Barbara 2-night trip
Posted 1 day ago
Comfort Suites Ocean City West

Explore a world of travel with Expedia