Family friendly Hotels in St. Michaels, Maryland

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Our top choices for St. Michaels family-friendly hotels

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (387 reviews)
  • cleanliness
    Your family's nautical paradise with maritime museum steps away, three tennis courts, outdoor pool, and babysitting services.
The price is P38,344
P42,179 total
includes taxes & fees
Jun 21 - Jun 22
Inn at Perry Cabin

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,004 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 P8,904
P11,732 total
includes taxes & fees
Jun 21 - Jun 22
Rod 'N' Reel Resort

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (915 reviews)
The price is P6,547
P7,268 total
includes taxes & fees
Jun 21 - Jun 22
Quality Inn Grasonville near Kent Island

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 P6,754
P7,497 total
includes taxes & fees
Jun 8 - Jun 9
Best Western Kent Narrows Inn

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (845 reviews)
The price is P7,809
P8,668 total
includes taxes & fees
Jun 16 - Jun 17
Comfort Inn & Suites Cambridge

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (882 reviews)
  • cleanliness
    Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
The price is P6,233
P6,856 total
includes taxes & fees
Jun 28 - Jun 29
Quality Inn

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
The price is P8,566
P9,422 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Plus Easton Inn & Suites

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,003 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 P15,332
P20,341 total
includes taxes & fees
Jun 8 - Jun 9
Hyatt Regency Chesapeake Bay

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 P8,073
P8,961 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express Annapolis East-Kent Island by IHG
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.

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

Top St. Michaels Hotel Reviews

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.

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