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 17 - Aug 18
Tomorrow
Aug 18 - Aug 19
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.
NT$15,882
NT$17,471 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$4,453
NT$4,898 total
includes taxes & fees
Aug 18 - Aug 19
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$5,734
NT$6,308 total
includes taxes & fees
Aug 23 - Aug 24
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$3,621
NT$3,984 total
includes taxes & fees
Aug 19 - Aug 20
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$5,093
NT$5,603 total
includes taxes & fees
Aug 18 - Aug 19
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$4,421
NT$4,863 total
includes taxes & fees
Sep 13 - Sep 14
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$4,329
NT$4,762 total
includes taxes & fees
Aug 23 - Aug 24
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$2,594
NT$2,854 total
includes taxes & fees
Aug 23 - Aug 24
Econo Lodge Easton Route 50

9. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$3,203
NT$3,556 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn Grasonville near Kent Island

10. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
NT$3,861
NT$4,286 total
includes taxes & fees
Aug 23 - Aug 24
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

Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Everyone was friendly and helpful. Excellent room!"
David 1-night trip
Posted 3 hours ago
Historic Inns of Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"We had a great time and will stay again!"
Julia 2-night trip
Posted 11 hours ago
St Michaels Inn
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Very clean and classy place."
Glenn 1-night trip
Posted 17 hours ago
Crowne Plaza Annapolis by IHG
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Amazing experience highly recommend"
Andrew 2-night trip
Posted 18 hours ago
Inn at Perry Cabin
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Outstanding stay. The staff is wonderful"
Vincent 2-night trip
Posted 18 hours ago
Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"My son and I loved our stay. This is a wonderful resort with two pools, outdoor games, an awesome shower, and comfy beds. One downside, the restaurants on site do not deliver food to the rooms for room service. *Alpha Gal Syndrome note: there were about 4 restaurants on site, and it wasn’t for sure safe to order any hot well rounded meal due to beef and pork being cooked on the same grill. I didn’t call around, but information was shared by staff, so I chose not to risk it."
Kimberly 1-night trip
Posted 20 hours ago
Rod 'N' Reel Resort
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Wonderful view of the water and bay. Convenient walk to downtown Annapolis and area. Room was impeccable."
Ronnie 1-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Breakfast bacon was inedible, but breakfast otherwise substantial."
Maureen 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Annapolis, MD
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Nice and very clean hotel in an area convenient to downtown Annapolis (maybe 7 minutes away via car). Excellent amenities - indoor pool and hot tub and nice gym. Comfortable bed. Ample parking. Very pleasant staff. We will definitely stay there again."
Amy 3-night trip
Posted 3 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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