St. Michaels Hotel Guide - Family Friendly Hotels in St. Michaels, Maryland

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Check availability on St. Michaels Family Friendly Hotels

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top St. Michaels Family Friendly Hotels

Meeting facility
Inn at Perry Cabin

Inn at Perry Cabin

5.0 star property
St. Michaels
  • Childcare
  • Cots/infant beds provided
  • Outdoor pool
9.6 out of 10, Exceptional, (370)
Family adventures flourish at this bayfront haven where children splash in the outdoor pool while parents unwind. Free bicycle rentals, tennis courts, and babysitting services create perfect days, complemented by spa treatments and seaside dining for all ages.
The price is €377
includes taxes & fees
4 Dec - 5 Dec
Inn at Perry Cabin
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
  • Cots/infant beds provided
8.6 out of 10, Excellent, (1027)
Families love this hotel's thoughtful touches‚ complimentary cots, premium TV channels for film nights, and blackout drapes for peaceful naps. Just an 18-minute walk from Annapolis Bowl, the quiet rooms provide relaxation while the sparkling pool delights young swimmers.
The price is €59
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Annapolis
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
  • Arcade/games room
8.4 out of 10, Very good, (1001)
Splash between indoor and seasonal outdoor pools while youngsters delight in the arcade room at this shoreside haven. Parents appreciate the marina activities, paddleboard adventures, kayaking excursions, and proximity to Chesapeake Beach Water Park. Soul food dining completes memorable family moments.
The price is €117
includes taxes & fees
30 Nov - 1 Dec
Rod 'N' Reel Resort
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4.0 star property
Annapolis
  • Cots/infant beds provided
9.4 out of 10, Exceptional, (1007)
Complimentary bicycles invite families to explore scenic Annapolis together while being just minutes from the beach. The hotel's comfortable rooms feature premium TV channels and films, with cots available for little travellers at no extra cost.
The price is €127
includes taxes & fees
14 Dec - 15 Dec
Graduate by Hilton Annapolis
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
  • Cots/infant beds provided
9.2 out of 10, Wonderful, (925)
Splash into family adventures at this waterfront hotel featuring a gated seasonal pool with sun loungers and umbrellas. Kids appreciate premium TV channels while parents love the free breakfast buffet, convenient Matapeake State Park access, and complimentary cots.
The price is €76
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Standard Room, 2 Queen Beds, Non Smoking
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 star property
Cambridge
  • Indoor pool
8.2 out of 10, Very good, (787)
The price is €105
includes taxes & fees
4 Dec - 5 Dec
Comfort Inn & Suites Cambridge
Exterior
Quality Inn

Quality Inn

2.5 star property
Easton
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.6 out of 10, Good, (820)
Splash into family adventures at the seasonal outdoor pool while enjoying comfortable, spacious accommodation praised for exceptional cleanliness. Parents appreciate the friendly staff, free breakfast with excellent choices, and convenient fitness centre and laundry facilities.
The price is €77
includes taxes & fees
14 Dec - 15 Dec
Quality Inn
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
  • Cots/infant beds provided
9.0 out of 10, Wonderful, (1905)
Families appreciate the thoughtful amenities at this historic hotel, from complimentary cots to premium TV channels with blackout drapes for better naps. Ellen O. Moyer Nature Park sits just steps away, while the central Annapolis location provides walking access to family-friendly sightseeing.
Historic Inns of Annapolis
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
  • Indoor pool
9.4 out of 10, Exceptional, (666)
The price is €111
includes taxes & fees
1 Dec - 2 Dec
Hyatt Place Kent Narrows & Marina
Lobby
Quality Inn

Quality Inn

2.5 star property
Grasonville
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
7.8 out of 10, Good, (855)
The price is €81
includes taxes & fees
14 Dec - 15 Dec
Quality Inn
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.
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Top St. Michaels Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Comfortable clean safe friendly. I felt good there. I’d stay again. "
Jodi 1-night trip
Posted 18 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

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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.