Find Family Hotels in St. Michaels, MD

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Check availability on St. Michaels Family Hotels

Our top choices for St. Michaels family-friendly hotels

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is AED 1,783
AED 2,157 total
includes taxes & fees
18 Dec - 19 Dec
Inn at Perry Cabin

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is AED 391
AED 507 total
includes taxes & fees
2 Jan - 3 January 2026
Rod 'N' Reel Resort

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (793)
"It was a nice comfortable room convenient to our travels and at a great price. "
United States
Ann
The price is AED 391
AED 434 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites Cambridge

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1003)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is AED 350
AED 399 total
includes taxes & fees
4 Jan - 5 January 2026
Country Inn & Suites by Radisson, Annapolis, MD

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1006)
"Great place!"
United States
Tawnya
The price is AED 280
AED 319 total
includes taxes & fees
28 Dec - 29 Dec
DoubleTree by Hilton Hotel Annapolis

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (825)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is AED 297
AED 326 total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1900)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
Historic Inns of Annapolis

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (841)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is AED 657
AED 723 total
includes taxes & fees
1 Jan - 2 January 2026
The Tidewater Inn

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (932)
"It was very comfortable and clean"
United States
Maria
The price is AED 320
AED 355 total
includes taxes & fees
3 Jan - 4 January 2026
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1004)
"Parking was safe and free. Staff from breakfast did good service although breakfast was the same for 3 days. Location was perfect."
Canada
Ermelita
The price is AED 261
AED 298 total
includes taxes & fees
28 Dec - 29 Dec
Best Western 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.

Find out more about St. Michaels

Family friendly things to do in St. Michaels

St. Michaels, Maryland, offers a delightful array of family-friendly activities that make it a perfect getaway for those traveling with children. Begin your adventure at the Chesapeake Bay Maritime Museum, where your family can explore interactive exhibits and climb aboard historic boats, making learning about maritime heritage fun and engaging. For a more hands-on experience, take a scenic cruise on the Miles River, where kids can spot local wildlife and enjoy the thrill of being on the water. The St. Michaels Winery provides a unique opportunity for parents to sample local wines while the children can enjoy family-friendly grape juice tastings and explore the vineyard grounds. Don’t miss a visit to the charming St. Michaels Museum, where children can discover local history through engaging exhibits and outdoor activities. Lastly, the nearby Oxford-Bellevue Ferry offers a unique boat ride experience that connects families to the quaint town of Oxford, perfect for a day of exploration and adventure. For accommodations, consider staying in the heart of St. Michaels, where family-friendly hotels offer spacious rooms and special amenities like pools and kid's programs, ensuring that everyone has a comfortable and enjoyable stay. The walkable harbor area is perfect for evening strolls, with delightful shops and restaurants that cater to all ages, making your family vacation both memorable and relaxing.

Find the best family friendly hotels in St. Michaels

St. Michaels offers a range of family-friendly hotels that cater to guests of all ages. From spacious rooms to engaging amenities, these properties ensure a memorable stay for families.

The Wildset

  • Why it's great for a family-friendly adventure: The Wildset stands out as a perfect destination for families, an impressive review rating of 9.8. Guests will appreciate the connecting rooms, ideal for maintaining family togetherness, along with a convenient snack bar that keeps everyone satisfied throughout the day.
  • Other amenities: Additional features include free daily breakfast to kickstart mornings, complimentary self-parking for straightforward arrivals, and beautifully designed spaces with premium bedding and Italian sheets for a restful night. The hotel also offers concierge services to assist families with local exploration and activities, ensuring a delightful and stress-free getaway.
  • Nearby attractions: Higgins Yacht Yard and Marina - 0.19 miles, Saint Michaels Town Hall - 0.21 miles, Muskrat Park - 0.26 miles

Inn at Perry Cabin

  • Why it's great for a family-friendly adventure: The Inn at Perry Cabin is a luxurious retreat that caters to families, earning a stellar review rating of 9.6. The hotel offers exceptional family amenities, including free cribs and child-friendly dining options at the on-site restaurant, ensuring that even the littlest guests are well taken care of.
  • Other amenities: Families can also enjoy an outdoor pool for splashing fun, a beautiful garden for outdoor play, and daily housekeeping to keep things tidy. Additional amenities include a full-service spa for adult relaxation, onsite tennis facilities, and easy access to nearby waterfront activities, making it a perfect blend of relaxation and adventure for guests of all ages.
  • Nearby attractions: Perry Cabin Park - 0.07 miles, Higgins Yacht Yard and Marina - 0.42 miles, Saint Michaels Town Hall - 0.44 miles

Parsonage Inn

  • Why it's great for a family-friendly adventure: With an excellent review rating of 9.2, Parsonage Inn is an excellent family-friendly option featuring connecting rooms for added convenience. The hotel includes daily housekeeping and a garden area, providing a comfortable and engaging environment for families to unwind.
  • Other amenities: Additional amenities include free breakfast options, self-parking, and a beautiful terrace for relaxation. The hotel is also situated in a historical district, allowing families to explore nearby museums and local attractions, making it a fantastic base for family adventures.
  • Nearby attractions: Perry Cabin Park - 0.14 miles, Higgins Yacht Yard and Marina - 0.31 miles, Saint Michaels Town Hall - 0.32 miles

George Brooks House B&B

  • Why it's great for a family-friendly adventure: George Brooks House B&B offers a delightful family-friendly experience with a strong review rating of 8.8. Families will appreciate the lovely garden area and daily housekeeping services, ensuring a clean and welcoming environment throughout their stay.
  • Other amenities: The hotel also features complimentary breakfast to start the day right, along with an outdoor pool for family fun. Additional conveniences include self-parking, beautifully furnished balconies for relaxation, and nearby local shopping and historical sites, making it an ideal choice for family explorations.
  • Nearby attractions: Perry Cabin Park - 0.45 miles, Higgins Yacht Yard and Marina - 0.91 miles, Saint Michaels Town Hall - 0.92 miles

St Michaels Inn

  • Why it's great for a family-friendly adventure: St Michaels Inn is a welcoming choice for families, receiving a solid review rating of 8.2. The hotel features a lovely garden space, perfect for children to explore and enjoy, along with complimentary cribs to accommodate families comfortably.
  • Other amenities: Guests can indulge in free daily breakfast to fuel their adventures, unwind by the shared outdoor pool, and take advantage of free self-parking. With accessible van parking and a historical district location, this hotel offers convenience and charm for a delightful family stay.
  • Nearby attractions: Saint Michaels Village - 0.57 miles, St. Michaels Winery - 1.18 miles, Classic Motor Museum - 1.28 miles

Top St. Michaels Hotel Reviews

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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.