St. Michaels Family Hotel

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Check availability on St. Michaels Family Hotel

Top St. Michaels Family Hotel

Inn at Perry Cabin
Enjoy a romantic meal for two in our serene outdoor dining area, surrounded by a tranquil pool.

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (358)
"Beautiful place to stay."
The price is HK$4,486
HK$5,428 total
includes taxes & fees
2 Sept - 3 Sept
Inn at Perry Cabin
Hyatt Regency Chesapeake Bay
Relax by the resort's circular pool surrounded by lounge chairs and a covered seating area, with a dock and boats nearby.

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1000)
"Excellent place only missing the club room !!!"
The price is HK$1,627
HK$2,221 total
includes taxes & fees
25 Aug - 26 Aug
Hyatt Regency Chesapeake Bay
Hampton Inn Easton
Classic brick facade with a prominent entrance and covered walkway.

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (526)
"Check in staff is very helpful"
The price is HK$1,127
HK$1,240 total
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn Easton
Holiday Inn Express Annapolis East-Kent Island by IHG
Welcome to the Holiday Inn Express, where guests can check in and enjoy a convenient stay.

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (880)
"Great stay beautiful view"
The price is HK$997
HK$1,107 total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Experience the charm of this historic home, where a central island and ceiling fan create a welcoming space.

Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

10.0 out of 10, Exceptional, (38)
"Easy check-in and access to the property. Clean and stocked with everything we needed. Great rental for families!"
The price is HK$6,673
HK$10,792 total
includes taxes & fees
11 Aug - 12 Aug
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Ospreys perch on a scenic waterfront structure overlooking a serene body of water.

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

10.0 out of 10, Exceptional, (75)
"Property and Host were exceptional."
The price is HK$6,280
HK$10,318 total
includes taxes & fees
12 Aug - 13 Aug
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Rod 'N' Reel Resort
Enjoy the serene waterfront view from this deck, featuring a picnic table and two Adirondack chairs.

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1004)
"Great place to stay."
The price is HK$1,053
HK$1,325 total
includes taxes & fees
11 Aug - 12 Aug
Rod 'N' Reel Resort
Village Inn
Relax in a spacious room with a large bed, nightstand, and comfortable armchair.

Village Inn

2.0 star property
6.2 out of 10, (491)
"The staff is super friendly and there is a convenient store to buy drinks and snacks within walking distance."
The price is HK$701
HK$799 total
includes taxes & fees
11 Aug - 12 Aug
Village Inn
★ Midcentury Modern Getaway ★ Prime Location ★
Relax in this stylish bedroom with a sloped ceiling, a comfortable bed, and a large window offering a view of the outdoors.

★ Midcentury Modern Getaway ★ Prime Location ★

10.0 out of 10, Exceptional, (33)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
The price is HK$1,413
HK$4,403 total
includes taxes & fees
18 Aug - 19 Aug
★ Midcentury Modern Getaway ★ Prime Location ★
Historic Inns of Annapolis
Relax in the serene outdoor patio, surrounded by trees and equipped with comfortable seating and tables.

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1821)
"We’ve been here a few times and continue to to love the location, staff and comfortable beds. "
Historic Inns of Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top St. Michaels Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Love the cozy vibe & beautiful landscape "
Karin 2-night trip
Posted 2 days ago
Inn at Perry Cabin

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.
How many hotels that welcome families are there in St. Michaels?
Expedia has 14 family-friendly hotels and other accommodation options in St. Michaels.
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.