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

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Check availability on St. Michaels Family-Friendly Hotels

Tonight
11 Sept - 12 Sept
Tomorrow
12 Sept - 13 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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.
Rp11.370.456
Rp12.507.502 total
includes taxes & fees
6 Oct - 7 Oct
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.
Rp3.316.383
Rp3.648.021 total
includes taxes & fees
29 Sept - 30 Sept
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.
Rp2.263.563
Rp2.489.919 total
includes taxes & fees
27 Sept - 28 Sept
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.
Rp1.718.004
Rp1.889.805 total
includes taxes & fees
21 Sept - 22 Sept
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.
Rp2.614.503
Rp2.875.953 total
includes taxes & fees
11 Oct - 12 Oct
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.
Rp2.728.208
Rp3.001.063 total
includes taxes & fees
27 Sept - 28 Sept
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.
Rp2.371.477
Rp2.608.625 total
includes taxes & fees
27 Sept - 28 Sept
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 films that keep everyone entertained all visit long.
Rp1.418.216
Rp1.560.037 total
includes taxes & fees
20 Sept - 21 Sept
Econo Lodge Easton Route 50

9. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
Rp2.041.243
Rp2.265.780 total
includes taxes & fees
28 Sept - 29 Sept
Best Western Kent Narrows Inn

10. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
Rp1.754.700
Rp1.947.717 total
includes taxes & fees
5 Oct - 6 Oct
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

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Property about 1.5 miles from the center of town. We knew about the location and we were quite pleased with everything and the eggs in the buffet were excellent for a hotel breakfast.....much better than other hotels"
Gary 2-night trip
Posted 11 hours ago
St Michaels Inn
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

8/10 Good
"Parking is good and restaurant was convenient"
Jackie 1-night trip
Posted 16 hours ago
Crowne Plaza Annapolis by IHG
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"The location was great. We were able to walk everywhere. Considering the price of rooms, the $39 parking fee was high."
Gary 1-night trip
Posted 1 day ago
Annapolis Waterfront Hotel, Autograph Collection
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"Our extended family had 7 rooms booked for a 4 day weekend wedding and we were all separated in different buildings. It would have been nice to have them in same area. Because we were there several days we ran out of several things such as towels, paper towels, and coffee packets for our room. I was surprised they didn't replenish any of this without having to get them ourselves. They also do not come and remove garbage or offer new sheets. The rooms were nice and spacious and the staff was friendly."
Julie 1-night trip
Posted 1 day ago
Sonesta ES Suites 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 3 days ago
Courtyard by Marriott Annapolis
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"It’s so lovely and elegant I almost don’t want to tell people it’s there. Stunning, perfect in every way."
Susan 1-night trip
Posted 3 days ago
Inn at Perry Cabin
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Would definitely return in the near future. My family had fun."
Abdoul Latif 1-night trip
Posted 6 days ago
Hyatt Regency Chesapeake Bay

Frequently asked questions

What's St. Michaels like for family-friendly holidays?
The historic destination of St. Michaels is a good choice if you've been considering a getaway with your children. The boating, excursions and museums are just a few things that make this an attractive holiday destination 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 centre.
What's the best family accommodation in 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 holiday in St. Michaels?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.
What's there to see and do with your family in St. Michaels?
While you and your family are visiting St. Michaels, you may want to explore some child-friendly attractions such as St. Michaels Marina, Saint Michaels Village and Higgins Yacht Yard and Marina. Make sure that you have lots of time for activities such as Saint Marys Square Museum and Avalon Theatre.

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