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 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Eastern Shore family-friendly hotels

Two Adirondack chairs facing a calm body of water with a clear sky above.
A modern food court with a central island, various food stations, and a yogurt display.
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.
NT$3,495
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
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.
NT$4,294
NT$4,724 total
includes taxes & fees
Oct 25 - Oct 26
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.
Marina
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

3. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,830
NT$5,361 total
includes taxes & fees
Oct 18 - Oct 19
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 lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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.

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$4,099
NT$4,509 total
includes taxes & fees
Oct 11 - Oct 12
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 hotel hallway with carpeted floors, white doors, and overhead lighting.

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.
NT$4,063
NT$4,470 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Easton
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

6. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,691
NT$6,260 total
includes taxes & fees
Nov 1 - Nov 2
The Tidewater Inn
A two-story house with a porch, a front door, and a small garden area.
A bathroom with white tiled walls, a showerhead, and a door.
A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.
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.

7. The Wildset

The Wildset
Downtown St. Michaels
NT$7,280
NT$8,803 total
includes taxes & fees
Nov 3 - Nov 4
The Wildset
A balcony with two green Adirondack chairs facing 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.
A beach view from a balcony with a clear sky.
A beach view with a white fence, two green Adirondack chairs, and a white lounge chair.

8. Comfort Inn Ocean City Boardwalk

Comfort Inn Ocean City Boardwalk
Downtown Ocean City
NT$2,405
NT$2,694 total
includes taxes & fees
Nov 5 - Nov 6
Comfort Inn Ocean City Boardwalk
A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel room with a bed, a desk with a coffee maker, a TV, a chair, and a window with curtains.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

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.
NT$3,188
NT$3,539 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn & Suites Chestertown
A modern lobby with a reception desk, a seating area with a sofa and a plant, and a staircase leading to an upper level.
A hotel room with a bed, a TV mounted on the wall, a desk with a lamp, a sofa, and a window with curtains.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.
A hotel with a swimming pool, lounge chairs, and a covered outdoor seating area.

10. Wingate by Wyndham Salisbury MD Airport North

Wingate by Wyndham Salisbury MD Airport North
Salisbury
  • Family adventures bloom near Salisbury University with spacious rooms and a sparkling outdoor pool, where kids can swim all day.
NT$2,756
NT$3,214 total
includes taxes & fees
Nov 1 - Nov 2
Wingate by Wyndham Salisbury MD Airport North
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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 modern food court with a central island, various food stations, and a yogurt display.
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
NT$3,495
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
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
NT$2,831
NT$3,114 total
includes taxes & fees
Oct 12 - Oct 13
Baymont by Wyndham Easton
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,099
NT$4,509 total
includes taxes & fees
Oct 11 - Oct 12
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 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.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,294
NT$4,724 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Easton
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
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.
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

Hyatt Regency Chesapeake Bay
Cambridge
NT$5,659
NT$7,331 total
includes taxes & fees
Nov 4 - Nov 5
Hyatt Regency Chesapeake Bay
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
NT$2,319
NT$2,597 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Garden Inn Ocean City Oceanfront
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 hotel hallway with carpeted floors, white doors, and overhead lighting.

Hampton Inn Easton

Hampton Inn Easton
Easton
NT$4,063
NT$4,470 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Easton
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.

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,547
NT$3,937 total
includes taxes & fees
Nov 3 - Nov 4
Comfort Inn & Suites Cambridge
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 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
NT$2,542
NT$2,847 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Ocean City / Oceanfront
A resort with a swimming pool, sun loungers, and a view of the ocean.
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.
A spa room with two hot tubs, a metal ladder, and a ceiling vent.

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG
North Ocean City
NT$2,098
NT$2,350 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Ocean City by IHG
View all properties

Family-friendly hotels with pools in Eastern Shore

Two Adirondack chairs facing a calm body of water with a clear sky above.
A modern food court with a central island, various food stations, and a yogurt display.
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
NT$3,495
NT$3,880 total
includes taxes & fees
Oct 25 - Oct 26
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
NT$2,831
NT$3,114 total
includes taxes & fees
Oct 12 - Oct 13
Baymont by Wyndham Easton
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,099
NT$4,509 total
includes taxes & fees
Oct 11 - Oct 12
Best Western Plus Easton Inn & Suites
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
NT$2,105
NT$2,357 total
includes taxes & fees
Oct 27 - Oct 28
Grand Hotel Ocean City Oceanfront
A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.
A restaurant with a counter, seating area, and a clock on the wall.
A kitchenette with a coffee machine, a framed picture, and a potted plant.
An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
NT$3,429
NT$3,807 total
includes taxes & fees
Oct 14 - Oct 15
Best Western Kent Narrows Inn
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.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,294
NT$4,724 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Easton
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.

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,547
NT$3,937 total
includes taxes & fees
Nov 3 - Nov 4
Comfort Inn & Suites Cambridge
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.
Marina
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$4,830
NT$5,361 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Kent Narrows & Marina
A resort with a swimming pool, sun loungers, and a view of the ocean.
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.
A spa room with two hot tubs, a metal ladder, and a ceiling vent.

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG
North Ocean City
NT$2,098
NT$2,350 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Ocean City by IHG
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.
An indoor swimming pool with clear views of boats and water.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
NT$4,403
NT$4,888 total
includes taxes & fees
Oct 19 - Oct 20
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

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"This room was a diamond in the rough. I was pleasantly surprised with the entire establishment. I booked a room last minute (day of) and wasn't too hopeful. I just wanted to make sure I had a bed and a nice bathroom but I was in a time crunch. I booked it immediately and hoped for the best. When I arrived to the hotel, I was greeted by very helpful and nice staff who also gave me a little goody bag at check in. I was there for Country Calling music festival and they gave out clear bags with 2 emergency ponchos, koozies, 2 water bottles with electrolytes, ear plugs and the schedule! A small gift is such a huge gesture! The contents inside were incredible, very thankful for the bag. When I checked into my room, that's when I realized I had booked a suite. It was basically an apartment and when I checked in - I told all my friends about the great find and how I could basically live there, it was that cozy and clean. When you walk in, it was a sitting area/living room type area, then you walk through a hallway of a full kitchen with a big bathroom and then into your bed room that overlooks the boardwalk and ocean view. I was on the top floor, it was incredible. This hotel is on 17th street and the venue is at the end of the boardwalk - 1st. About a mile and a half walk but I enjoyed the room so much! I wish I had time to partake in the 1 of 3 pools I believe. The outdoor ones looked incredible but I believe there is also an outside one. One day, I must come back!"
Alexandra 2-night trip
Posted 4 hours ago
Holiday Inn & Suites Ocean City by IHG
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"The property was well maintained and the amenities were convenient and made the stay go very well."
sylvia 2-night trip
Posted 10 hours ago
Grand Hotel Ocean City Oceanfront
The Shore House

The Shore House

8/10 Good
"Good location"
Hugh 1-night trip
Posted 12 hours ago
The Shore House
Comfort Suites Ocean City West

Comfort Suites Ocean City West

10/10 Excellent
"Large room"
Lisa 3-night trip
Posted 13 hours ago
Comfort Suites Ocean City West
Castle in the Sand

Castle in the Sand

10/10 Excellent
"The bathroom was clean but a little in need of upgrades. The hotel staff were amazing so helpful and nice! Great location!"
Katherine 3-night trip
Posted 1 day ago
Castle in the Sand
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 6 days ago
St Michaels Inn

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