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
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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 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.

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.
NT$19,095
NT$21,004 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Perry Cabin
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel pool area with multiple pools, lounge chairs, and a pool lift.
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.

2. 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$4,083
NT$4,492 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Plus Easton Inn & Suites
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
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.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

3. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,982
NT$6,581 total
includes taxes & fees
Sep 7 - Sep 8
The Tidewater Inn
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 Holiday Inn Express building with a brick facade, a green roof, and a flagpole with a flag.
An indoor swimming pool with lounge chairs and a no diving sign.
A Holiday Inn Express hotel with a brick facade, a green roof, and a flagpole with the American flag.

4. 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.
NT$5,033
NT$5,536 total
includes taxes & fees
Sep 6 - Sep 7
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 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.

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$4,630
NT$5,093 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Easton
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.

6. 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$4,278
NT$4,706 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Easton
A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A restaurant with a counter, seating area, and a clock on the wall.

7. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
NT$3,682
NT$4,087 total
includes taxes & fees
Sep 8 - Sep 9
Best Western Kent Narrows Inn
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.

8. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$3,165
NT$3,513 total
includes taxes & fees
Sep 28 - Sep 29
Quality Inn Grasonville near Kent Island
A hotel room with two beds, a desk, a TV, and a window with curtains.
A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.
A building with a sign reading "EcoLodge."
A bathroom with a granite countertop, a sink, a toilet, a shower with a white curtain, and a hairdryer mounted on the wall.

9. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
Easton
  • Family-friendly fun awaits with free activities, cable TV, and pay movies that keep everyone entertained all visit long.
NT$2,564
NT$2,820 total
includes taxes & fees
Sep 10 - Sep 11
Econo Lodge Easton Route 50
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.
An outdoor event area with round tables and a view of the water.

10. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$5,286
NT$5,868 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina
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
"We come in every year for the Annapolis10 mile race and have stayed here for the past two years. It's a wonderful hotel that's located in such a convenient place in Annapolis. You can walk everywhere, and are a little out of the mainstream so it's not too crazy. The room we had this year was very large. The beds are comfortable and everything is clean. We will stay here again next year."
Karen Glou 2-night trip
Posted 1 hour ago
Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Let's start with the positives. The hotel is in a great location, and the staff was friendly and welcoming. Having a restaurant and bar inside the hotel was definitely a plus. The complimentary cookies and water upon arrival were a nice touch. The cookies were served warm and baked on-site. I'm usually not a big cookie person, but these cookies were so good. Now for the negatives. The pool was closed on the day we checked in due to cleaning. The following day, the opening was delayed. When my group and I finally got the chance to use the pool, we noticed that it wasn't very clean. Around noon, we were asked to leave the pool because it was being closed for an hour for additional cleaning. Honestly, the pool should have been thoroughly cleaned before it opened to guests."
Jason 2-night trip
Posted 22 hours ago
DoubleTree by Hilton Hotel Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Resort was clean. Thought resort would have microwave in room. Was looking for more adult activities."
Lisa 2-night trip
Posted 23 hours ago
Rod 'N' Reel Resort
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Nice location, only about 4 miles to downtown Annapolis, an easy bike ride. Breakfast was more than adequate and the hotel and surrounding grounds clean. Lots of shopping nearby and a Whole Foods around the corner that is easily walked to."
George 2-night trip
Posted 1 day ago
Holiday Inn Express & Suites Annapolis by IHG
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Very good"
Adam 2-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Annapolis, MD
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"All staff were very pleasant, engaged, and helpful. Everyone seems to genuinely care about making the experience memorable. The property, setting, grounds, and amenities are beautiful and well-maintained."
John 1-night trip
Posted 2 days ago
Inn at Perry Cabin

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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