Find Family Hotels in St. Michaels, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

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, (386 reviews)
  • cleanliness
    Your family's nautical paradise with maritime museum steps away, three tennis courts, outdoor pool, and babysitting services.
The price is AED 2,281
AED 2,509 total
includes taxes & fees
21 May - 22 May
Inn at Perry Cabin

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (837 reviews)
The price is AED 449
AED 499 total
includes taxes & fees
27 May - 28 May
Comfort Inn & Suites Cambridge

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Kids will love this resort's waterslide, private beach, and pools—a paradise for adventure with kayaking and year-round swimming options.
The price is AED 893
AED 1,189 total
includes taxes & fees
27 May - 28 May
Hyatt Regency Chesapeake Bay

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.6 out of 10, Exceptional, (20 reviews)
The price is AED 826
AED 1,659 total
includes taxes & fees
26 May - 27 May
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Downtown Cambridge
7.8 out of 10, Good, (7 reviews)
The price is AED 716
AED 1,417 total
includes taxes & fees
27 May - 28 May
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Downtown Cambridge
10.0 out of 10, Exceptional, (11 reviews)
The price is AED 900
AED 1,733 total
includes taxes & fees
20 May - 21 May
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (13 reviews)
The price is AED 845
AED 1,670 total
includes taxes & fees
20 May - 21 May
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (392 reviews)
  • cleanliness
    Family-friendly fun awaits with free activities, cable TV, and pay movies that keep everyone entertained all visit long.
The price is AED 297
AED 327 total
includes taxes & fees
25 May - 26 May
Econo Lodge Easton Route 50

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (569 reviews)
  • cleanliness
    Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
The price is AED 470
AED 517 total
includes taxes & fees
24 May - 25 May
Hampton Inn Easton

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (871 reviews)
  • cleanliness
    Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
The price is AED 367
AED 404 total
includes taxes & fees
20 May - 21 May
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.

Choose what matters most at family-friendly hotels in 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

Explore a world of travel with Expedia

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.