A waterfront street lined with trees and a white building with a balcony.

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Check availability on St. Michaels Family-Friendly Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for St. Michaels family-friendly hotels

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 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.
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.

1. The Wildset

The Wildset
Downtown St. Michaels
฿7,704
฿9,315 total
includes taxes & fees
3 Nov - 4 Nov
The Wildset
A room with a view of a wooden deck and a gazebo by the water.
A bedroom with a large bed, a wooden chair, a balcony with white curtains, and a view of greenery.
A golf course with a water hazard and surrounding trees.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

2. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Your family's nautical paradise with maritime museum steps away, three tennis courts, outdoor pool, and babysitting services.
฿17,257
฿18,983 total
includes taxes & fees
8 Nov - 9 Nov
Inn at Perry Cabin
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A conference room with round tables, black and white tablecloths, and chairs with black and white sashes.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

3. St Michaels Inn

St Michaels Inn
St. Michaels
฿2,997
฿3,297 total
includes taxes & fees
11 Oct - 12 Oct
St Michaels Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.

4. The Oaks Waterfront

The Oaks Waterfront
Easton
฿14,805
฿16,285 total
includes taxes & fees
11 Oct - 12 Oct
The Oaks Waterfront
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
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".

5. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
฿6,022
฿6,624 total
includes taxes & fees
1 Nov - 2 Nov
The Tidewater Inn
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.
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.

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.
฿4,340
฿4,774 total
includes taxes & fees
11 Oct - 12 Oct
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 indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

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.
฿4,546
฿5,001 total
includes taxes & fees
18 Oct - 19 Oct
Fairfield Inn & Suites by Marriott Easton
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.
A bathroom with a toilet, a sink, and a mirror. There are towels on a rack above the toilet and a towel on the sink counter.

8. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
  • Splash into family fun with free breakfast, pool, and hot tub at this remodeled hotel near Avalon Theatre.
฿5,012
฿5,514 total
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express Easton by IHG
A swimming pool with multiple people swimming and lounging around.
A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.
A building with a sign reading "The Inn."
A covered patio area with wicker furniture and a view of a building with large windows.

9. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
฿4,879
฿5,366 total
includes taxes & fees
27 Oct - 28 Oct
Knapps Narrows Marina & Inn
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A hotel hallway with carpeted floors, white doors, and overhead lighting.
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 Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

10. 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.
฿4,302
฿4,732 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Easton
View all properties

Choose what matters most at family-friendly hotels in St. Michaels

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Top St. Michaels Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Nice"
James 1-night trip
Posted 12 hours ago
Historic Inns of Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Great local getaway on the water."
Andre 2-night trip
Posted 1 day ago
Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 8 days ago
St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Outstanding experience in every way. Staff was superior — everyone greeted us by name and was eager to ensure we had everything we needed. Meals at Stars were excellent — and the gorgeous views of the water and property enhanced the dining experience. The lit firepits and comfy seating outside were a welcome retreat in the early evening so we could sit and take in the views. We strolled the grounds via the walking paths and enjoyed the lush gardens and plantings. All in all, an amazing getaway."
Christina 2-night trip
Posted 10 days ago
Inn at Perry Cabin

Frequently asked questions

What's St. Michaels like for family-friendly holidays?
The historic destination of St. Michaels is a good choice if you've been considering a getaway with your children. The boating, excursions and museums are just a few things that make this an attractive holiday destination for families. Take to the air and fly into Easton, MD (ESN-Easton - Newnam), which is the closest airport, or Fort Meade, MD (FME-Tipton), which is located 35.5 mi (57.2 km) from the city centre.
What's the best family accommodation in St. Michaels?
Inn at Perry Cabin is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in St. Michaels?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.
What's there to see and do with your family in St. Michaels?
While you and your family are visiting St. Michaels, you may want to explore some child-friendly attractions such as St. Michaels Marina, Saint Michaels Village and Higgins Yacht Yard and Marina. Make sure that you have lots of time for activities such as Saint Marys Square Museum and Avalon Theatre.

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