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

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Check availability on Eastern Shore Family Hotels

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 modern food court with a central island, various food stations, and a yogurt display.
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.
NT$3,210
NT$3,563 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Annapolis East-Kent Island by IHG
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
Marina
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.

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,832
NT$5,363 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Place Kent Narrows & Marina
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 with a covered entrance, multiple floors, and a parking lot.

3. 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.
NT$4,383
NT$4,821 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Easton
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 pool area with multiple pools, lounge chairs, and a pool lift.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

4. 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.
NT$3,859
NT$4,245 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Easton Inn & Suites
A spacious lobby with a reception desk, seating area, and a television screen.
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.
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
NT$3,578
NT$3,972 total
includes taxes & fees
Oct 29 - Oct 30
Comfort Inn & Suites Cambridge
A modern lobby with a blue sofa, yellow armchairs, a white coffee table, and a patterned rug.
A modern hotel with a prominent "Hampton Inn" sign, a covered entrance, and a clean, welcoming facade.
A pool area with lounge chairs and tables, a tiled pool, and blue walls with windows.
A breakfast bar with a chalkboard wall displaying the word "EAT" and various food-related drawings. There are signs indicating dietary needs and caution for hot surfaces.

6. Hampton Inn Salisbury

Hampton Inn Salisbury
Salisbury
NT$3,164
NT$3,544 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Salisbury
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.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A modern bathroom with a white sink, mirror, and toilet. There is a hand dryer and a towel rack.

7. 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.
NT$3,191
NT$3,542 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Chestertown
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 spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

8. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
NT$6,934
NT$8,521 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Chesapeake Bay Beach Club
A patio with outdoor seating, overlooking a marina with boats.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.
An indoor swimming pool with clear views of boats and water.
A balcony with a view of a body of water, a row of buildings, and a chair.

9. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
NT$4,223
NT$4,688 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Kent Island Marina
Two claw machines with colorful designs and instructions visible through the glass.
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 poolside area with blue lounge chairs and yellow umbrellas, a sign for Grand Hotel, and palm trees in the background.

10. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
  • Kids splash in two pools while enjoying a beachfront playground and arcade at this Ocean City boardwalk retreat.
NT$2,088
NT$2,339 total
includes taxes & fees
Nov 5 - Nov 6
Grand Hotel Ocean City Oceanfront
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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

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 modern food court with a central island, various food stations, and a yogurt display.
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
NT$3,210
NT$3,563 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Annapolis East-Kent Island by IHG
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
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.
A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
NT$2,889
NT$3,178 total
includes taxes & fees
Oct 25 - Oct 26
Baymont by Wyndham Easton
A pool area with lounge chairs, a hot tub, and a view of the ocean.
An outdoor patio with brick flooring, wooden pergola, and tables with chairs.
A hotel with multiple balconies, a swimming pool, and a view of the ocean.
A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Midtown Ocean City
NT$1,902
NT$2,130 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Room
A poolside area with lounge chairs and a mural of a sunset over water.
A restaurant with a counter, seating area, and a clock on the wall.
A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
NT$2,915
NT$3,235 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Kent Narrows Inn
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
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.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
NT$2,632
NT$2,948 total
includes taxes & fees
Nov 5 - Nov 6
DoubleTree by Hilton Ocean City Oceanfront
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 spacious lobby with a staircase, a reception desk, and a dining area.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$2,706
NT$3,003 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Grasonville near Kent Island
A spacious living area with a large window overlooking a beach, furnished with sofas and a coffee table.
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.
A spacious dining area with multiple tables and chairs, large windows offering a view of the ocean, and a modern interior design.

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront
Midtown Ocean City
NT$1,835
NT$2,055 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Ocean City Oceanfront
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.
A beach with a wooden boardwalk, umbrellas, and people.

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
NT$2,594
NT$2,905 total
includes taxes & fees
Nov 3 - Nov 4
Hyatt Place Ocean City / Oceanfront
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 high ceilings, large windows, and modern chandeliers.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
NT$4,734
NT$6,300 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Regency Chesapeake Bay
A two-story building with a covered entrance and an American flag.
A hotel room with two beds, a chair, and a painting on the wall.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

St Michaels Inn

St Michaels Inn
St. Michaels
NT$2,597
NT$2,857 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn
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Family-friendly hotels with pools in Eastern Shore

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 modern food court with a central island, various food stations, and a yogurt display.
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
NT$3,210
NT$3,563 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Annapolis East-Kent Island by IHG
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 high ceilings, large windows, and modern chandeliers.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
NT$4,734
NT$6,300 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Regency Chesapeake Bay
Room
A poolside area with lounge chairs and a mural of a sunset over water.
A restaurant with a counter, seating area, and a clock on the wall.
A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
NT$2,915
NT$3,235 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Kent Narrows Inn
A multi-story hotel with a pool area, balconies, and a view of the ocean.
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.
A hotel room with two beds, a balcony, a dining area, and a view of the city.

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
NT$2,088
NT$2,339 total
includes taxes & fees
Nov 5 - Nov 6
Grand Hotel Ocean City Oceanfront
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 spacious lobby with a staircase, a reception desk, and a dining area.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$2,706
NT$3,003 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Grasonville near Kent Island
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
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.
A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
NT$2,889
NT$3,178 total
includes taxes & fees
Oct 25 - Oct 26
Baymont by Wyndham Easton
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
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.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
NT$2,632
NT$2,948 total
includes taxes & fees
Nov 5 - Nov 6
DoubleTree by Hilton Ocean City Oceanfront
A clear pool with palm trees, lounge chairs, and umbrellas.
A beachside bar with Adirondack chairs, a pool, and a view of the ocean.
A large hotel with multiple floors and balconies, situated on a beach with a clear sky.
A balcony table with breakfast items and a view of the ocean.

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
Downtown Ocean City
NT$2,918
NT$3,269 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn & Suites Ocean City by IHG
A pool area with lounge chairs, a hot tub, and a view of the ocean.
An outdoor patio with brick flooring, wooden pergola, and tables with chairs.
A hotel with multiple balconies, a swimming pool, and a view of the ocean.
A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Midtown Ocean City
NT$1,902
NT$2,130 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
A patio with outdoor seating, overlooking a marina with boats.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
NT$4,223
NT$4,688 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Kent Island Marina
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
"Very clean and well maintained"
Gina 2-night trip
Posted 5 hours ago
Princess Royale Oceanfront Resort
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
Dean 1-night trip
Posted 16 hours ago
St Michaels Inn
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Everything was above what you would expect, staff, clean room, balcony and beach view!!😎😎"
David J. 4-night trip
Posted 19 hours ago
Holiday Inn & Suites Ocean City by IHG
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"Todo muy bien"
Ana 3-night trip
Posted 1 day ago
Plim Plaza Hotel

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