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 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

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 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$17,205
NT$18,925 total
includes taxes & fees
Nov 17 - Nov 18
Inn at Perry Cabin
A two-story house with a porch, a front door, and a small garden area.
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 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.

2. The Wildset

The Wildset
Downtown St. Michaels
NT$7,420
NT$8,972 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 restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

3. St Michaels Inn

St Michaels Inn
St. Michaels
NT$2,595
NT$2,855 total
includes taxes & fees
Nov 15 - Nov 16
St Michaels Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.
A wooden console table with framed floral artwork, two lamps, and two ottomans.

4. The Oaks Waterfront

The Oaks Waterfront
Easton
NT$14,260
NT$15,686 total
includes taxes & fees
Oct 18 - Oct 19
The Oaks Waterfront
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.
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

5. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,800
NT$6,380 total
includes taxes & fees
Nov 1 - Nov 2
The Tidewater Inn
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 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.

6. 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$4,828
NT$5,311 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Easton by IHG
A swimming pool with multiple people swimming and lounging around.
A waterfront property with houses, a dock, and a grassy area.
A covered patio area with wicker furniture and a view of a building with large windows.
A building with a sign reading "The Inn."

7. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
NT$4,860
NT$5,346 total
includes taxes & fees
Oct 18 - Oct 19
Knapps Narrows Marina & Inn
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 with a brick facade, multiple parking spaces, and a landscaped area with trees.

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.
NT$3,856
NT$4,241 total
includes taxes & fees
Nov 15 - Nov 16
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.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
A hotel with a covered entrance, multiple floors, and a parking lot.

9. 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$4,379
NT$4,817 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Easton
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 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.
NT$4,143
NT$4,558 total
includes taxes & fees
Nov 1 - Nov 2
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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Clean room, very nice decor and great staff"
Nadine 2-night trip
Posted 21 hours ago
Graduate by Hilton Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"First time staying at the resort. We stayed two nights to celebrate my wife's birthday. I had ordered flowers that were delivered before our arrival and frontbdesk had them delivered to our room. The views from the waterfront tower build were amazing. The entire resort is very clean and well maintained. Good choice of restaurants/bars on site. Other restaurants are walkable or a short drive. The casino was surprisingly quiet and very clean, relaxing way to pass some time and maybe win some money. Enjoyed walking though the railroad museum that is on site as well. Everyone on this property were friendly and helpful. Will definitely return!"
James 2-night trip
Posted 21 hours ago
Rod 'N' Reel Resort
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"my stay went very well. the room was very clean and pleasant. the staff helped me with a couple of items, and the breakfast staff in the restaurant was extremely friendly and helpful."
PATRICK 3-night trip
Posted 22 hours ago
DoubleTree by Hilton Hotel Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."
Ben 2-night trip
Posted 22 hours ago
St Michaels Inn
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Perfect place to stay! Classy. Clean comfortable amazing staff"
Nila 2-night trip
Posted 3 days ago
Annapolis Waterfront Hotel, Autograph Collection
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Noisy balcony"
Larry 2-night trip
Posted 4 days ago
Best Western Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Shalinda was the most welcoming front desk staff i have ever encountered."
Dennis 5-night trip
Posted 6 days ago
Sonesta ES Suites 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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