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

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Check availability on St. Michaels Family Hotels

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for St. Michaels family-friendly hotels

A room with a view of a wooden deck and a gazebo by the water.
A white house with a garden patio featuring a wicker chair and a round table.
A bedroom with a large bed, a wooden chair, a balcony with white curtains, and a view of greenery.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

1. 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.
₩687,553
₩756,308 total
includes taxes & fees
Nov 8 - Nov 9
Inn at Perry Cabin
A two-story house with a porch, a front door, and a small garden area.
A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.
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.

2. The Wildset

The Wildset
Downtown St. Michaels
₩306,920
₩371,119 total
includes taxes & fees
Nov 3 - Nov 4
The Wildset
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 hotel room with two beds, a chair, and a painting on the wall.
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
₩114,592
₩126,051 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.

4. The Oaks Waterfront

The Oaks Waterfront
Easton
₩589,848
₩648,833 total
includes taxes & fees
Oct 12 - Oct 13
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 spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

5. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
₩239,907
₩263,898 total
includes taxes & fees
Nov 1 - Nov 2
The Tidewater Inn
A swimming pool with multiple people swimming and lounging around.
A building with a sign reading "The Inn."
A waterfront property with houses, a dock, and a grassy area.
A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

6. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
₩201,039
₩221,143 total
includes taxes & fees
Oct 12 - Oct 13
Knapps Narrows Marina & 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.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
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.

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.
₩181,136
₩199,250 total
includes taxes & fees
Oct 18 - Oct 19
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 with a brick facade, multiple parking spaces, and a landscaped area with trees.
A hotel pool area with multiple pools, lounge chairs, and a pool lift.
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.

8. 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.
₩172,894
₩190,183 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Plus Easton Inn & Suites
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.
A Holiday Inn Express sign with a green and blue logo, surrounded by landscaped garden beds and trimmed hedges.
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.
A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

9. 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.
₩199,699
₩219,669 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Easton by IHG
A modern hotel dining area with a long table, four chairs, and three pendant lights.
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.
A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

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.
₩171,392
₩188,534 total
includes taxes & fees
Oct 18 - Oct 19
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Overall a great place to stay, very clean, and updated, price was more then expected, breakfast should of been included. Also a lot of hidden fees. Overall enjoyed our stay. Free parking was a plus. I am thinking about returning for my 60th birthday."
Ulysses 1-night trip
Posted 6 hours ago
Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

10/10 Excellent
"We travel to St micheals md, several times a year, during the oyster season. Usually we stay at hotels in easton, so this time we tried the st micheals inn. It's closer to the Cheasapeake Landing restaurant. We were placed in a room opposite the main street, which made for a very quiet evening. Much better than those hotels off rt.50. The breakfast was a "hot" breakfast and included with the stay. The beds are comfortable, and the showers hot and forceful."
William 1-night trip
Posted 12 hours ago
St Michaels Inn
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Easy parking. Super comfy bed."
Kristen 1-night trip
Posted 1 day ago
The Westin Annapolis

Frequently asked questions

What's St. Michaels like for family-friendly vacations?
The historic destination of St. Michaels is a good choice if you've been considering a getaway with your kids. The boating, excursions, and museums are just a few things that make this an attractive vacation spot 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 center.
What's the best place to stay for a family trip to 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 vacation in St. Michaels?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
What's there to see and do with your family in St. Michaels?
While you and your family are visiting St. Michaels, you might want to check out some kid-friendly attractions such as St. Michaels Marina, Saint Michaels Village, and Higgins Yacht Yard and Marina. Make sure you have lots of time for activities like Saint Marys Square Museum and Avalon Theatre.

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