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 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for St. Michaels family-friendly hotels

1. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,782
NT$6,361 total
includes taxes & fees
Aug 10 - Aug 11
The Tidewater Inn

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$4,490
NT$4,939 total
includes taxes & fees
Aug 10 - Aug 11
Best Western Plus Easton Inn & Suites

3. Quality Inn

Quality Inn
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
NT$3,652
NT$4,017 total
includes taxes & fees
Aug 11 - Aug 12
Quality Inn

4. 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$21,514
NT$23,666 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Perry Cabin

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.
NT$5,136
NT$5,650 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express Easton by IHG

6. 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$4,555
NT$5,010 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Easton

7. 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$4,366
NT$4,802 total
includes taxes & fees
Aug 16 - Aug 17
Fairfield Inn & Suites by Marriott Easton

8. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
NT$3,844
NT$4,267 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Annapolis East-Kent Island by IHG

9. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$3,230
NT$3,586 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn Grasonville near Kent Island

10. 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$2,616
NT$2,878 total
includes taxes & fees
Aug 16 - Aug 17
Econo Lodge Easton Route 50
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

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Great locally owned spot- staff was wonderful. Room was spotless and recently renovated. The clientele was good, breakfast was better. They are mid-renovation with some repairs but make an effort to keep it accessible. Highly suggested."
Nicholas 1-night trip
Posted 5 hours ago
St Michaels Inn
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"It was a great stay but I was charged for something and never explained. Have no idea what it was. Never asked for any extras or purchased anything from the front desk yet paid an extra 40$ smh check your receipts!"
Leslie 1-night trip
Posted 11 hours ago
DoubleTree by Hilton Hotel Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"friendly and polite staff. hotel was clean and quiet. parking was adequate. the one negative is that about half of the outlets in the room didn't actually work, so had to mess around finding which ones would charge devices."
michael 1-night trip
Posted 20 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Overall the updated look was very nice but it is still lacking in certain amenities that would lead to a fifth star from me. The gym was small and lacking even for a hotel gym. Also, there were no complimentary breakfast or coffee options. The pool house area was rather nice though."
Terell 1-night trip
Posted 1 day ago
Rod 'N' Reel Resort
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

8/10 Good
"I enjoyed my stay here. The staff was actually very friendly. There was a mishap with the elevator and it was down. The hotel is being maintained but it is dated and a bit shabby. There were stains on the carpets and on the bathroom fixtures. I know the pricing is because of the location but it’s not actually worth it."
Sherita 2-night trip
Posted 1 day ago
Holiday Inn Express & Suites Annapolis by IHG
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"I don’t really have anything except just know when breakfast time is so you can plan ahead."
Michael 1-night trip
Posted 1 day ago
Courtyard by Marriott Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Nice clean hotel rooms very nice comfortable bed, loved the pillows close to everything Miss Shirley’s restaurant was very good food"
Miranda 6-night trip
Posted 1 day ago
The Westin 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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