Find Family Hotels in St. Michaels, MD

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Check availability on St. Michaels Family Hotels

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

Top St. Michaels Family Hotels

Meeting facility
Inn at Perry Cabin

Inn at Perry Cabin

5.0 star property
St. Michaels
  • Childcare
  • Cribs/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 NT$11,743
NT$14,209 total
includes taxes & fees
Dec 18 - Dec 19
Inn at Perry Cabin
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
  • Cribs/infant beds provided
8.6 out of 10, Excellent, (1029)
Families love this hotel's thoughtful touches‚ complimentary cribs, premium TV channels for movie 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 NT$1,862
NT$2,122 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Hotel Annapolis
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
  • Arcade/game room
8.4 out of 10, Very Good, (1002)
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 NT$3,269
NT$4,256 total
includes taxes & fees
Nov 30 - Dec 1
Rod 'N' Reel Resort
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4.0 star property
Annapolis
  • Cribs/infant beds provided
9.4 out of 10, Exceptional, (1008)
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 movies, with cribs available for little travelers at no extra cost.
The price is NT$3,874
NT$4,417 total
includes taxes & fees
Dec 21 - Dec 22
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
  • Cribs/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 cribs.
The price is NT$2,483
NT$2,756 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Annapolis East-Kent Island by IHG
Standard Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi
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 NT$3,437
NT$3,815 total
includes taxes & fees
Dec 7 - Dec 8
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 accommodations praised for exceptional cleanliness. Parents appreciate the friendly staff, free breakfast with excellent choices, and convenient fitness center and laundry facilities.
The price is NT$2,531
NT$2,784 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
  • Cribs/infant beds provided
9.0 out of 10, Wonderful, (1907)
Families appreciate the thoughtful amenities at this historic hotel, from complimentary cribs 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, (667)
The price is NT$3,639
NT$4,040 total
includes taxes & fees
Dec 1 - Dec 2
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 NT$2,664
NT$2,958 total
includes taxes & fees
Dec 14 - Dec 15
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

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"clean and great location"
susan 1-night trip
Posted 1 day ago
Annapolis Waterfront Hotel, Autograph Collection

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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.