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

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Check availability on St. Michaels Family Hotels

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for St. Michaels family-friendly hotels

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.
₩593,291
₩652,620 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Perry Cabin

2. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
₩248,631
₩273,494 total
includes taxes & fees
Aug 23 - Aug 24
The Tidewater Inn

3. 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.
₩193,071
₩212,378 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus Easton Inn & Suites

4. Quality Inn

Quality Inn
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
₩157,026
₩172,729 total
includes taxes & fees
Aug 23 - Aug 24
Quality Inn

5. 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.
₩220,851
₩242,936 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express Easton by IHG

6. 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.
₩187,723
₩206,496 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Easton

7. 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.
₩215,962
₩237,558 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn Easton

8. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
Easton
  • Family-friendly fun awaits with free activities, cable TV, and pay movies that keep everyone entertained all visit long.
₩112,495
₩123,744 total
includes taxes & fees
Aug 31 - Sep 1
Econo Lodge Easton Route 50

9. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
₩139,956
₩155,352 total
includes taxes & fees
Sep 10 - Sep 11
Quality Inn Grasonville near Kent Island

10. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
₩176,750
₩196,193 total
includes taxes & fees
Aug 27 - Aug 28
Best Western Kent Narrows Inn
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"We really wished the pool was opened"
India 2-night trip
Posted 5 hours ago
Crowne Plaza Annapolis by IHG
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Top notch staff from the front desk, housekeeping and valet. My only real complaint was the early AM construction in the hallway. But all the workers were friendly and courteous to me passing by to get to the elevator."
Erich 1-night trip
Posted 8 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf course. Families can be quite boisterous; we will opt for calmer winter months in future."
Annette 2-night trip
Posted 8 hours ago
Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

8/10 Good
"Property was a bit outdated but hopefully the construction will give it the update it needs."
David 2-night trip
Posted 9 hours ago
St Michaels Inn
Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"A great property in a great location . The people we interacted with were friendly and helpful. I highly recommend Historic Inn in Annapolis"
Kenneth 1-night trip
Posted 11 hours ago
Historic Inns of Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

8/10 Good
"Reasonable value for the money"
Frank 1-night trip
Posted 18 hours ago
Holiday Inn Express & Suites Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Clean and comfortable room, helpful staff and great room service!"
Catherine 1-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Perfectly decent hotel for overnight stay during roadtrip."
Phyllis 1-night trip
Posted 2 days ago
Courtyard by Marriott Annapolis
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Amazing experience highly recommend"
Andrew 2-night trip
Posted 5 days 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.

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