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 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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$13,554
NT$14,910 total
includes taxes & fees
Sep 7 - Sep 8
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$4,428
NT$4,871 total
includes taxes & fees
Aug 25 - Aug 26
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$5,703
NT$6,273 total
includes taxes & fees
Aug 25 - Aug 26
The Tidewater Inn

4. Quality Inn

Quality Inn
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
NT$3,299
NT$3,629 total
includes taxes & fees
Aug 27 - Aug 28
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.
NT$5,066
NT$5,572 total
includes taxes & fees
Aug 25 - Aug 26
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.
NT$4,306
NT$4,736 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.
NT$5,121
NT$5,633 total
includes taxes & fees
Aug 31 - Sep 1
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.
NT$2,580
NT$2,838 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
NT$3,210
NT$3,563 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn Grasonville near Kent Island

10. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
NT$4,054
NT$4,500 total
includes taxes & fees
Aug 31 - Sep 1
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Nice front desk staff"
Charlotte E 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"It seems the hotel is under going renovation. Parts of it were nice and updated, others were very rundown looking. The staff were all very friendly and helpful. Our room was fine, bed was comfortable, it looked newly updated which was nice. The breakfast was typical hotel continental. It's a good place stay for the money."
Alexandria 1-night trip
Posted 11 hours ago
St Michaels Inn
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Unfortunately the hot spy was not ready, still under repair There are quite a few fine restaurants nearby within walking distance The swimming pool is actually smaller than the photo Quiet place"
Leon 1-night trip
Posted 12 hours ago
Crowne Plaza Annapolis by IHG
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"Balcony was great so was the view, hotel getting a little old needs some room cosmetics, location great"
Jan 1-night trip
Posted 17 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"If you are looking for a calm get away with everything you need minutes away I would recommend staying at the resort. There is so much to do at the resort to keep you busy! If you are lucky as I was there was a concert one of the nights of my stay. The cafe was amazing! The food was fresh and my iced coffee was to die for! 10/10 recommend!"
Ayanna 3-night trip
Posted 18 hours ago
Rod 'N' Reel Resort
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"There wasn’t a fan in the bathroom. Very good location in Annapolis."
Tracie 1-night trip
Posted 20 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Clean room and staff was very courteous."
Daetonya 1-night trip
Posted 1 day ago
Courtyard by Marriott Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Perfect for what I needed"
Andrew 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Annapolis by IHG
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 4 days ago
Hyatt Regency Chesapeake Bay

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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