Find kid-friendly hotels & resorts in St. Michaels, MD from $102

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Top St. Michaels Family Hotels

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
$127 nightly
The price is $141
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (81)
"Very relaxing stay."
$211 nightly
The price is $232
Oct 8 - Oct 9
Total with taxes and fees
Wylder Tilghman Island

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (362)
"Absolutely amazing staff! Nicest hotel ive ever been in!"
$169 nightly
The price is $186
Oct 9 - Oct 10
Total with taxes and fees
Fairfield Inn & Suites by Marriott Easton

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (364)
"Beautiful place to stay."
$566 nightly
The price is $622
Oct 7 - Oct 8
Total with taxes and fees
Inn at Perry Cabin

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (829)
"Great place - our third stay!"
$189 nightly
The price is $208
Oct 27 - Oct 28
Total with taxes and fees
The Tidewater Inn

Comfort Inn & Suites Cambridge

2.5 star property
8.2 out of 10, Very Good, (777)
"This is my favorite place to stay in Cambridge. Affordable and the staff is always so friendly. "
$122 nightly
The price is $136
Oct 8 - Oct 9
Total with taxes and fees
Comfort Inn & Suites Cambridge

Best Western Plus Easton Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1012)
"Great overall stay"
$139 nightly
The price is $153
Oct 2 - Oct 3
Total with taxes and fees
Best Western Plus Easton Inn & Suites

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (633)
"Great location and rooms. Great place!"
$149 nightly
The price is $165
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

Quality Inn

2.5 star property
7.8 out of 10, Good, (832)
"Great place and great staff"
$103 nightly
The price is $114
Oct 19 - Oct 20
Total with taxes and fees
Quality Inn

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

2.0 star property
9.8 out of 10, Exceptional, (9)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
$355 nightly
The price is $376
Oct 2 - Oct 3
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
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

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

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.

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