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
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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 reception desk with a modern design, a digital display, and a check-in counter.
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.

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

2. 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
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Easton
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.
Marina

3. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
AED 558
AED 620 total
includes taxes & fees
27 Oct - 28 Oct
Hyatt Place Kent Narrows & Marina
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 with a brick facade, multiple parking spaces, and a landscaped area with trees.

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

5. 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
Room
Exterior
A kitchenette with a coffee machine, a framed picture, and a potted plant.
A bathroom with a toilet, a shower with a curtain, a bathtub, and a marble wall.

6. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
AED 330
AED 366 total
includes taxes & fees
8 Nov - 9 Nov
Best Western Kent Narrows Inn
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
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.

7. 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 room with a large bed, a desk, a chair, a television, and a window with curtains.
A gym with a treadmill, elliptical, and stationary bike.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

8. 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 327
AED 360 total
includes taxes & fees
21 Oct - 22 Oct
Baymont by Wyndham Easton
A spacious lobby with a staircase, a reception desk, and a dining area.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A hotel room with a bed, a sofa, a desk, and two chairs. There are two lamps on the desk and a picture frame on the wall.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

9. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
AED 306
AED 340 total
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Grasonville near Kent Island
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A kitchen area with a central island, two doors with glass panels, and a hanging light fixture.
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.

10. 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 400 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Chestertown
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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 beach with a wooden boardwalk, umbrellas, and people.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
AED 294
AED 329 total
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Ocean City / Oceanfront
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
AED 298
AED 334 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Ocean City Oceanfront
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 reception desk with a modern design, a digital display, and a check-in counter.
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.

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
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
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 high ceilings, large windows, and modern chandeliers.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
AED 591
AED 776 total
includes taxes & fees
18 Nov - 19 Nov
Hyatt Regency Chesapeake Bay
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 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.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Midtown Ocean City
AED 215
AED 241 total
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
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 beachside resort with sun loungers, umbrellas, and a view of the ocean.

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG
North Ocean City
AED 239
AED 267 total
includes taxes & fees
4 Nov - 5 Nov
Holiday Inn Ocean City by IHG
A two-story building with a covered entrance and an American flag.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A hotel room with two beds, a chair, and a painting on the wall.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

St Michaels Inn

St Michaels Inn
St. Michaels
AED 294
AED 324 total
includes taxes & fees
1 Nov - 2 Nov
St Michaels Inn
A spacious living area with a large window overlooking a beach, furnished with sofas and a coffee table.
A spacious living room with a view of the beach, featuring two sofas, a coffee table, and a bookshelf.
A beach chair under a blue umbrella on a sandy beach with the ocean in the background.
A water park with multiple slides and pools, including a large green water slide and a lazy river.

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront
Midtown Ocean City
AED 238
AED 266 total
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Ocean City Oceanfront
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A gym with a treadmill, elliptical, and stationary bike.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
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
AED 327
AED 360 total
includes taxes & fees
22 Oct - 23 Oct
Baymont by Wyndham Easton
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 deck with white lounge chairs and a pool, overlooking a beach.
A hotel room with two beds, a desk, and a chair. There is a window with curtains, a lamp, and a nightstand with a phone.

Comfort Inn Ocean City Boardwalk

Comfort Inn Ocean City Boardwalk
Downtown Ocean City
AED 247
AED 276 total
includes taxes & fees
18 Nov - 19 Nov
Comfort Inn Ocean City Boardwalk
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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 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.
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.

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
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
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 high ceilings, large windows, and modern chandeliers.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
AED 591
AED 776 total
includes taxes & fees
18 Nov - 19 Nov
Hyatt Regency Chesapeake Bay
A multi-story hotel with a pool area, balconies, and a view of the ocean.
A hotel room with a large bed, two chairs, a desk, and a view of the city through the window.
A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.
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
AED 237
AED 265 total
includes taxes & fees
1 Nov - 2 Nov
Grand Hotel Ocean City Oceanfront
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A beach with a wooden boardwalk, umbrellas, and people.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
AED 294
AED 329 total
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Ocean City / Oceanfront
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
AED 298
AED 334 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Ocean City Oceanfront
An outdoor seating area with colorful umbrellas and wooden tables, overlooking a beach.
A hotel room with two beds, a desk, a chair, a window with curtains, and a view of the outside.
A balcony with a view of the ocean, a railing, and a beach in the background.
A bustling bar with stools and a counter, various beer brands displayed, and a neon sign in the background.

The Americana Hotel

The Americana Hotel
Downtown Ocean City
AED 247
AED 277 total
includes taxes & fees
25 Oct - 26 Oct
The Americana Hotel
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 beachside resort with sun loungers, umbrellas, and a view of the ocean.

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG
North Ocean City
AED 239
AED 267 total
includes taxes & fees
4 Nov - 5 Nov
Holiday Inn Ocean City by IHG
A multi-story hotel with balconies, a beachside location, and various shops and restaurants.
An outdoor seating area with tables and chairs, overlooking a beach.
A multi-story hotel with a pool area, including sun loungers and a smaller pool.
A vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.

Park Place Hotel

Park Place Hotel
Downtown Ocean City
AED 199
AED 306 total
includes taxes & fees
4 Nov - 5 Nov
Park Place Hotel
Room
A gym with exercise equipment, a bench, and a wall-mounted mirror.
Exterior
A lobby with a reception desk, a clock, and a wall-mounted deer head.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
AED 330
AED 366 total
includes taxes & fees
8 Nov - 9 Nov
Best Western Kent Narrows Inn
A spacious living area with a large window overlooking a beach, furnished with sofas and a coffee table.
A spacious living room with a view of the beach, featuring two sofas, a coffee table, and a bookshelf.
A beach chair under a blue umbrella on a sandy beach with the ocean in the background.
A water park with multiple slides and pools, including a large green water slide and a lazy river.

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront
Midtown Ocean City
AED 238
AED 266 total
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Ocean City Oceanfront
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.
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Top Eastern Shore Hotel Reviews

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG

10/10 Excellent
"Room was clean, bed was comfortable. Hot tubs and pools were great! When indoor hot tubs wouldn't turn on, we approached the front desk. They called maintenance before we even turned away, and he arrived to fix them as we were walking back in! Took mere seconds, and he had the jets back up and running!"
Francine 2-night trip
Posted 1 hour ago
Holiday Inn Ocean City by IHG
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Staff was exceptional. Historical vibe was fun and coastal-appropriate. Close to DC and other fun destinations."
Kelly 4-night trip
Posted 14 hours ago
St Michaels Inn
Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"Hotel is old with small rooms. People are very nice and accommodating. Rooms are clean, however, not much countertop for makeup, hair products, jewelry and other necessities. We had a king size bed that was nice and comfortable but there was not room for a chair or any other option to sit other than on the bed. Nicely located on the boardwalk with places to eat in season. They supply coffee, but not in room, you have to go to the lobby to get it. Does have a nice size refrigerator and a microwave. Does not have a balcony. Nice front porch with rocking chairs. I could hear the person in the next room snoring, so the walls are a bit thin."
Janice 4-night trip
Posted 15 hours ago
Plim Plaza Hotel
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"We found our room to be surprisingly spacious, very clean, and comfortable; however, the kitchenette/bathroom areas were a bit dated. The property location was excellent and there were restaurants and a pool within the property. The common areas inside the hotel and the outdoor space at the front of the hotel were adequate, but guests were somewhat disrespectful, leaving their trash, not replacing chairs after their use, etc... The staff was pleasant enough when checking-in and helpful when we had a question but were ignoring simple tasks like straightening up the common areas when time allowed. Although this was a little off-putting, we would return if the opportunity presented itself."
Keli 1-night trip
Posted 1 day ago
Grand Hotel Ocean City Oceanfront

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