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
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for St. Michaels family-friendly hotels

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A golf course with a water hazard and surrounding 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.
₹46,598
₹51,257 total
includes taxes & fees
18 Nov - 19 Nov
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
₹21,738
₹26,285 total
includes taxes & fees
3 Nov - 4 Nov
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 restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.
A hotel room with two beds, a chair, and a painting on the wall.

3. St Michaels Inn

St Michaels Inn
St. Michaels
₹7,147
₹7,862 total
includes taxes & fees
19 Nov - 20 Nov
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 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.

4. The Oaks Waterfront

The Oaks Waterfront
Easton
₹41,777
₹45,955 total
includes taxes & fees
21 Oct - 22 Oct
The Oaks Waterfront
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
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.
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.
₹15,632
₹17,196 total
includes taxes & fees
1 Nov - 2 Nov
The Tidewater Inn
A swimming pool with multiple people swimming and lounging around.
A building with a sign reading "The Inn."
A covered patio area with wicker furniture and a view of a building with large windows.
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
₹14,239
₹15,663 total
includes taxes & fees
21 Oct - 22 Oct
Knapps Narrows Marina & 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 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.

7. 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.
₹14,149
₹15,564 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Easton 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.
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.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

8. 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.
₹12,829
₹14,112 total
includes taxes & fees
1 Nov - 2 Nov
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.

9. 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.
₹11,296
₹12,426 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites
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 Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.
A hotel hallway with carpeted floors, white doors, and overhead lighting.

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.
₹12,139
₹13,353 total
includes taxes & fees
1 Nov - 2 Nov
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
"Had a wonderful stay, property could use a couple vending machine between floors."
Aaron 1-night trip
Posted 5 hours ago
Historic Inns of Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Staff was exceptional. Historical vibe was fun and coastal-appropriate. Close to DC and other fun destinations."
Kelly 4-night trip
Posted 17 hours ago
St Michaels Inn
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Great location, hotel super clean and good restaraunt . Short walking distance to great shopping and many more bars and restaraunts"
Robin 1-night trip
Posted 20 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"Super nice staff, Clean rooms, comfortable bed, good breakfast and close to restaurants and less than 5miles to City Dock. I was in Annapolis for work for 5 days, I recommend this hotel, thank you!"
Teri 5-night trip
Posted 23 hours ago
Best Western Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"My husband and I were traveling with our 14 month-old son. The room was a good size and had two separate bedrooms, which worked out really well for us. There was a strong odor when we first arrived to our room. We travel with an air purifier for our son, as he sometimes has sinus issues, so that helped. The room itself was a bit dated, although well laid out. The fridge, microwave and dishwasher were all really nice to have. We didn’t get to use the fireplace, as we purchased a log, but we didn’t have a lighter or matches and the property didn’t either. The breakfast every morning was great! Fresh food snd fresh ingredients. Kitchen staff was incredibly friendly and good with our son, too. I’d say 7.5/10, but if they were to update the room and eliminate the odor, I feel like it’d be a 9/10."
Shoshana 2-night trip
Posted 1 day ago
Sonesta ES Suites Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Loved the balcony."
Hildehardo F 4-night trip
Posted 1 day ago
Rod 'N' Reel Resort
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

8/10 Good
"Nice place, dinner staff was super slow but overall nice stay"
Richard 1-night trip
Posted 2 days ago
Hyatt Regency Chesapeake Bay

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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