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

Eastern Shore Hotel Guide - Family Friendly Hotels in Eastern Shore, Maryland

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Check availability on Eastern Shore Family Friendly 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 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.

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.
€104
includes taxes & fees
8 Nov - 9 Nov
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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
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.

2. 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.
€87
includes taxes & fees
22 Oct - 23 Oct
Baymont by Wyndham Easton
A pool area with lounge chairs, a hot tub, and a view of the ocean.
A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.
A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.
A hotel with multiple balconies, a swimming pool, and a view of the ocean.

3. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Midtown Ocean City
€59
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
A vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.
A multi-story hotel with a pool area, including sun loungers and a smaller pool.
A multi-story hotel with balconies, a beachside location, and various shops and restaurants.
A beach with umbrellas and people.

4. Park Place Hotel

Park Place Hotel
Downtown Ocean City
€74
includes taxes & fees
4 Nov - 5 Nov
Park Place Hotel
Room
Exterior
A kitchenette with a coffee machine, a framed picture, and a potted plant.
A lobby with a reception desk, a clock, and a wall-mounted deer head.

5. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
€89
includes taxes & fees
8 Nov - 9 Nov
Best Western Kent Narrows Inn
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
A balcony with a view of the ocean and beach.
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.

6. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
  • Family paradise at Ocean City beachfront with heated pools, playtime spaces, and seaside fun.
€81
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Ocean City Oceanfront
Two claw machines with colorful designs and instructions visible through the glass.
A poolside area with blue lounge chairs and yellow umbrellas, a sign for Grand Hotel, and palm trees in the background.
A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.
A lobby with green sofas, a round table with a plant, and a lantern.

7. 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.
€64
includes taxes & fees
1 Nov - 2 Nov
Grand Hotel Ocean City Oceanfront
A spacious lobby with a staircase, a reception desk, and a dining area.
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 breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A bathroom with a green wall, a white sink, a mirror, and a towel rack.

8. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
€83
includes taxes & fees
15 Nov - 16 Nov
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 balcony with wicker furniture overlooking a beach.
A water park with multiple slides and pools, including a large green water slide and a lazy river.
A spacious living room with a view of the beach, featuring two sofas, a coffee table, and a bookshelf.

9. Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront
Midtown Ocean City
  • Splish-splash family fun awaits at this beachfront hotel with an indoor pool, yoga, and exciting kid-friendly perks on the boardwalk.
€65
includes taxes & fees
8 Nov - 9 Nov
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 swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

10. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
€80
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place 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 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 modern food court with a central island, various food stations, and a yogurt display.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
€104
includes taxes & fees
8 Nov - 9 Nov
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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
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.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
€87
includes taxes & fees
22 Oct - 23 Oct
Baymont by Wyndham Easton
A pool area with lounge chairs, a hot tub, and a view of the ocean.
A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.
A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.
A hotel with multiple balconies, a swimming pool, and a view of the ocean.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Midtown Ocean City
€59
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Room
A gym with exercise equipment, a bench, and a wall-mounted mirror.
Exterior
A kitchenette with a coffee machine, a framed picture, and a potted plant.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
€89
includes taxes & fees
8 Nov - 9 Nov
Best Western Kent Narrows Inn
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
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.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
€81
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Ocean City Oceanfront
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
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 Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
€83
includes taxes & fees
15 Nov - 16 Nov
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 water park with multiple slides and pools, including a large green water slide and a lazy river.
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
€65
includes taxes & fees
8 Nov - 9 Nov
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 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
€80
includes taxes & fees
2 Nov - 3 Nov
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 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.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
€188
includes taxes & fees
18 Nov - 19 Nov
Hyatt Regency Chesapeake Bay
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 rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A hotel room with two beds, a chair, and a painting on the wall.

St Michaels Inn

St Michaels Inn
St. Michaels
€78
includes taxes & fees
2 Nov - 3 Nov
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 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 modern food court with a central island, various food stations, and a yogurt display.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
€104
includes taxes & fees
8 Nov - 9 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 marina with boats docked, a sandy beach, and a clear blue sky.
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.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
€188
includes taxes & fees
18 Nov - 19 Nov
Hyatt Regency Chesapeake Bay
Room
A gym with exercise equipment, a bench, and a wall-mounted mirror.
Exterior
A kitchenette with a coffee machine, a framed picture, and a potted plant.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
€89
includes taxes & fees
8 Nov - 9 Nov
Best Western Kent Narrows Inn
A multi-story hotel with a pool area, balconies, and a view of the ocean.
A hotel room with two beds, a balcony, a dining area, and a view of the city.
A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.
A hotel room with a large bed, two chairs, a desk, and a view of the city through the window.

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
€64
includes taxes & fees
1 Nov - 2 Nov
Grand Hotel Ocean City Oceanfront
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
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 Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
€83
includes taxes & fees
15 Nov - 16 Nov
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 hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
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.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
€87
includes taxes & fees
22 Oct - 23 Oct
Baymont by Wyndham Easton
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
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.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
€81
includes taxes & fees
1 Nov - 2 Nov
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 beach with a row of multi-story hotels.
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
€90
includes taxes & fees
17 Nov - 18 Nov
Holiday Inn & Suites Ocean City by IHG
A pool area with lounge chairs, a hot tub, and a view of the ocean.
A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.
A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.
A hotel with multiple balconies, a swimming pool, and a view of the ocean.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Midtown Ocean City
€59
includes taxes & fees
9 Nov - 10 Nov
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
€123
includes taxes & fees
18 Nov - 19 Nov
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.
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Top Eastern Shore Hotel Reviews

Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"Though it is very clean, it is very dated. The views were amazing and it was close to everything we needed."
Lisa 2-night trip
Posted less than an hour ago
Plim Plaza Hotel
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
Fenwick Inn

Fenwick Inn

10/10 Excellent
"It was great! Clean room. Staff was great!"
Jeanne 2-night trip
Posted 13 hours ago
Fenwick Inn
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 15 hours ago
St Michaels Inn
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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