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

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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 ￥96,625
￥106,288 total
includes taxes & fees
Jul 12 - Jul 13
Inn at Perry Cabin
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,003 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 ￥23,154
￥30,507 total
includes taxes & fees
Jun 25 - Jun 26
Rod 'N' Reel Resort
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (885 reviews)
  • cleanliness
    Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
The price is ￥16,185
￥17,804 total
includes taxes & fees
Jul 7 - Jul 8
Quality Inn
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,877 reviews)
  • cleanliness
    This family-friendly escape offers cribs, premium TV channels, and a nature park just steps away from historic elegance.
The price is ￥14,827
￥22,383 total
includes taxes & fees
Jun 22 - Jun 23
Historic Inns of Annapolis
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,003 reviews)
The price is ￥17,537
￥19,466 total
includes taxes & fees
Jul 7 - Jul 8
Best Western Kent Narrows Inn
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 ￥16,001
￥17,761 total
includes taxes & fees
Jun 29 - Jun 30
Quality Inn Grasonville near Kent Island
Lobby

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (849 reviews)
The price is ￥19,613
￥21,769 total
includes taxes & fees
Jul 12 - Jul 13
Comfort Inn & Suites Cambridge
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, (1,001 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 ￥21,441
￥23,800 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express Annapolis East-Kent Island by IHG
Lobby

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
The price is ￥22,241
￥24,465 total
includes taxes & fees
Jun 24 - Jun 25
Best Western Plus Easton Inn & Suites
Children's area

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Edgewater
8.6 out of 10, Excellent, (9 reviews)
The price is ￥36,002
￥56,547 total
includes taxes & fees
Jun 14 - Jun 15
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
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.
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Choose what matters most at family-friendly hotels in St. Michaels

Pool
Breakfast included

Top St. Michaels Hotel Reviews

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Staff was friendly"
John 1-night trip
Posted less than an hour ago
Courtyard by Marriott 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 Pickering Creek Audubon Center.