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

Family friendly Hotels in St. Michaels, Maryland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on St. Michaels Family friendly Hotels

Our top choices for St. Michaels family-friendly hotels

Premium bedding, down comforters, in-room safe, desk

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (393 reviews)
  • cleanliness
    Your family's nautical paradise with maritime museum steps away, three tennis courts, outdoor pool, and babysitting services.
The price is P39,975
P43,973 total
includes taxes & fees
Aug 19 - Aug 20
Inn at Perry Cabin
Bar (on property)

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (577 reviews)
  • cleanliness
    Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
The price is P9,010
P9,911 total
includes taxes & fees
Jul 23 - Jul 24
Hampton Inn Easton
Lobby

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
The price is P8,561
P9,418 total
includes taxes & fees
Jul 28 - Jul 29
Best Western Plus Easton Inn & Suites
Lobby

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (381 reviews)
  • cleanliness
    Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.
The price is P7,813
P8,594 total
includes taxes & fees
Jul 26 - Jul 27
Fairfield Inn & Suites by Marriott Easton
Free daily buffet breakfast

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (621 reviews)
  • cleanliness
    Splash into family fun with free breakfast, pool, and hot tub at this remodeled hotel near Avalon Theatre.
The price is P9,177
P10,095 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express Easton by IHG
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (901 reviews)
  • cleanliness
    Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
The price is P11,025
P12,128 total
includes taxes & fees
Aug 10 - Aug 11
The Tidewater Inn
Desk, WiFi (free), bed sheets

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (394 reviews)
  • cleanliness
    Family-friendly fun awaits with free activities, cable TV, and pay movies that keep everyone entertained all visit long.
The price is P4,988
P5,487 total
includes taxes & fees
Aug 2 - Aug 3
Econo Lodge Easton Route 50
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (904 reviews)
  • cleanliness
    Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
The price is P6,230
P6,853 total
includes taxes & fees
Aug 12 - Aug 13
Quality Inn
Terrace/patio

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (791 reviews)
The price is P10,409
P11,554 total
includes taxes & fees
Aug 16 - Aug 17
Hyatt Place Kent Narrows & Marina
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,008 reviews)
The price is P7,424
P8,240 total
includes taxes & fees
Aug 4 - Aug 5
Best Western Kent Narrows Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

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

Pool
Breakfast included

Top St. Michaels Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Beautiful property, very well maintained. Dinner and Brunch at Stars were both very good. We loved being by the boats. Staff was accommodating when I had to do a zoom call on the morning of departure and found me a quiet private spot. Short walk to the Maritime Museum which was worth going to learn about the Eastern Shore. Short walk to town to pick up some needed items at the local pharmacy and on the way back stopped at the olive oil store and bought a couple of interesting bottles. Would have like to check out the SPA, but we decided on Friday to spend Saturday and Sunday nights and they were booked. The staff was generally friendly. It was expensive per night. But for clean and beautiful grounds, a clean room, friendly staff, and views from our room and from the restaurants that included water and boats, I felt it was worth it for our spontaneous road trip from the Philly suburb. We would come back and this time book a sailing activity and a massage. Notes: The big Samsung TV was nice but doesn't allow streaming from my phones and so we had to watch our show on my laptop. Room #2 was great in that it was in the main lodge next to the restaurant and a across from the bar which was very noisy at times. We didn't mind for 2 days, we enjoyed the convenience and drowned at noisy with a sound machine. If we were there for longer, the noise may have gotten old. In summary, we liked it and would visit again."
Greg 2-night trip
Posted less than an hour 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.

Explore a world of travel with Expedia