Aerial panorama of shipyard and lighthouse in St. Michaels harbor in Maryland in the Chesapeake Bay

Find Family Hotels in St. Michaels, MD

  • 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 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, (390 reviews)
  • cleanliness
    Your family's nautical paradise with maritime museum steps away, three tennis courts, outdoor pool, and babysitting services.
The price is ￥106,666
￥117,332 total
includes taxes & fees
Jul 1 - Jul 2
Inn at Perry Cabin
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,000 reviews)
The price is ￥17,554
￥19,485 total
includes taxes & fees
Jul 6 - Jul 7
Best Western Kent Narrows Inn
Lobby

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
The price is ￥22,262
￥24,488 total
includes taxes & fees
Jun 10 - Jun 11
Best Western Plus Easton Inn & Suites
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    A marina retreat with kids' fun in mind—arcade games, pool adventures, and free bicycle rentals at this waterfront escape.
The price is ￥23,162
￥30,519 total
includes taxes & fees
Jun 25 - Jun 26
Rod 'N' Reel Resort
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (917 reviews)
The price is ￥17,017
￥18,889 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Grasonville near Kent Island
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (884 reviews)
  • cleanliness
    Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
The price is ￥16,200
￥17,820 total
includes taxes & fees
Jul 1 - Jul 2
Quality Inn
Lobby

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (846 reviews)
The price is ￥20,295
￥22,527 total
includes taxes & fees
Jun 25 - Jun 26
Comfort Inn & Suites Cambridge
Children's play area - outdoor

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Kids will love this resort's waterslide, private beach, and pools—a paradise for adventure with kayaking and year-round swimming options.
The price is ￥55,736
￥70,900 total
includes taxes & fees
Jun 17 - Jun 18
Hyatt Regency Chesapeake Bay
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
The price is ￥21,479
￥23,842 total
includes taxes & fees
Jun 16 - Jun 17
Holiday Inn Express Annapolis East-Kent Island by IHG
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,871 reviews)
  • cleanliness
    This family-friendly escape offers cribs, premium TV channels, and a nature park just steps away from historic elegance.
The price is ￥16,706
￥24,521 total
includes taxes & fees
Jun 15 - Jun 16
Historic Inns of Annapolis
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

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"The room was spotless and the staff was very helpful and courteous.. hotel was very quiet and comfortable"
Lindsey 3-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Annapolis, MD

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 Pickering Creek Audubon Center.