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

Find Family Hotels in St. Michaels, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on St. Michaels Family Hotels

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

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$19,081
NT$20,989 total
includes taxes & fees
Oct 6 - Oct 7
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.
NT$5,981
NT$6,579 total
includes taxes & fees
Sep 29 - Sep 30
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.
NT$4,082
NT$4,490 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Plus Easton Inn & Suites

4. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
NT$3,105
NT$3,415 total
includes taxes & fees
Sep 20 - Sep 21
Baymont by Wyndham Easton

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$4,715
NT$5,186 total
includes taxes & fees
Oct 11 - Oct 12
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$4,920
NT$5,412 total
includes taxes & fees
Sep 27 - Sep 28
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$4,277
NT$4,704 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott 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.
NT$2,563
NT$2,819 total
includes taxes & fees
Sep 20 - Sep 21
Econo Lodge Easton Route 50

9. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
NT$3,681
NT$4,086 total
includes taxes & fees
Sep 28 - Sep 29
Best Western Kent Narrows Inn

10. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$3,164
NT$3,512 total
includes taxes & fees
Oct 5 - Oct 6
Quality Inn Grasonville near Kent Island
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Ask the room far from the highway side. The highway at the night is to noisy."
Kiryl 3-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Annapolis
The Tidewater Inn

The Tidewater Inn

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ Wonderful Birthday Getaway! We had a wonderful stay at The Tidewater Inn for my spouse’s birthday weekend. Our room was clean, spacious, comfortable, and perfect for a relaxing getaway. The location is one of the best parts of the property...you’re within walking distance of historic sites, great restaurants, shops, and trails, with several spa and wellness options nearby. We really enjoyed being able to park the car and explore downtown Easton on foot. The area has so much charm, and The Tidewater Inn puts you right in the center of it while still providing a peaceful place to relax at the end of the day. From enjoying room service in the morning to exploring the town and nearby restaurants, everything came together for a memorable weekend. We would absolutely stay here again and highly recommend The Tidewater Inn for a romantic weekend, birthday celebration, or relaxing Eastern Shore getaway! ❤️"
Lauressa 2-night trip
Posted 6 hours ago
The Tidewater Inn
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Property was a historical renovation which is very well done. Best part was location. A bit pricey and we didn’t need or use the complimentary bottle of wine. Bottled water would have been preferred. Staff and housekeeping was great. Coffee was available, but no food service for breakfast."
Charles 2-night trip
Posted 10 hours ago
Historic Inns of Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"Well, it was a nice hotel and the price was reasonable, but it’s a little rundown the rooms inside a very nice, but the overall property is certainly not pretty. The other thing is it’s kind of a mix between nice and not so nice. Breakfast was less than average coffee was weak and not that good but again if you want to stay near Saint Michael’s and don’t have to travel in from Easton it’s a it’s an OK pick"
Jeffrey 1-night trip
Posted 11 hours ago
St Michaels Inn
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great stay- Go Navy Beat Army!"
Heather 2-night trip
Posted 1 day ago
Graduate by Hilton Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"All good."
Rod 1-night trip
Posted 1 day ago
Crowne Plaza Annapolis by IHG
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"great place good price"
Adam 4-night trip
Posted 2 days ago
Sonesta ES Suites Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Clean but no coffee maker in room. Limited breakfast that wasn’t very good. Would not stay here again."
Leigh 2-night trip
Posted 4 days ago
Best Western Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

8/10 Good
"Nice location to get to the Maryland REN Faire, Annapolis and multiple restaurants and shopping opportunities"
joe 3-night trip
Posted 4 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.

Explore a world of travel with Expedia