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
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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.
NT$20,527
NT$22,579 total
includes taxes & fees
Sep 2 - Sep 3
Inn at Perry Cabin

2. 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.
NT$4,086
NT$4,495 total
includes taxes & fees
Sep 28 - Sep 29
Best Western Plus Easton Inn & Suites

3. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,987
NT$6,586 total
includes taxes & fees
Sep 2 - Sep 3
The Tidewater Inn

4. 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.
NT$4,634
NT$5,097 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn Easton

5. 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.
NT$4,273
NT$4,701 total
includes taxes & fees
Sep 13 - Sep 14
Fairfield Inn & Suites by Marriott Easton

6. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
NT$3,685
NT$4,090 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Kent Narrows Inn

7. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$3,168
NT$3,516 total
includes taxes & fees
Sep 28 - Sep 29
Quality Inn Grasonville near Kent Island

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.
NT$2,561
NT$2,817 total
includes taxes & fees
Sep 9 - Sep 10
Econo Lodge Easton Route 50

9. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$5,290
NT$5,872 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

10. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,596
NT$3,992 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Cambridge
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

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Had a bay front room overlooking the bay. Had wine on the balcony watching dinghy’s up to large yachts coming and going. What a great time we had."
Jim 2-night trip
Posted 1 hour ago
Annapolis Waterfront Hotel, Autograph Collection
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Nice place to stay for weekends"
Mario 1-night trip
Posted 3 hours ago
DoubleTree by Hilton Hotel Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Nice location, only about 4 miles to downtown Annapolis, an easy bike ride. Breakfast was more than adequate and the hotel and surrounding grounds clean. Lots of shopping nearby and a Whole Foods around the corner that is easily walked to."
George 2-night trip
Posted 6 hours ago
Holiday Inn Express & Suites Annapolis by IHG
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Clean room, great location."
Jeffrey 1-night trip
Posted 9 hours ago
Hilton Garden Inn Annapolis Downtown
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Very good"
Adam 2-night trip
Posted 19 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
St Michaels Inn

St Michaels Inn

10/10 Excellent
"There were a couple of minor details with the room but not enough to dissuade me from staying here again. Ginny on the front desk was a joy."
Alan 2-night trip
Posted 20 hours ago
St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"All staff were very pleasant, engaged, and helpful. Everyone seems to genuinely care about making the experience memorable. The property, setting, grounds, and amenities are beautiful and well-maintained."
John 1-night trip
Posted 21 hours ago
Inn at Perry Cabin
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Clean room and staff was very courteous."
Daetonya 1-night trip
Posted 9 days 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 Avalon Theatre.

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