A waterfront street lined with trees and a white building with a balcony.

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Check availability on St. Michaels Family Hotels

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for St. Michaels family-friendly hotels

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Your family's nautical paradise with maritime museum steps away, three tennis courts, outdoor pool, and babysitting services.
AED 1,821
AED 2,003 total
includes taxes & fees
7 Sep - 8 Sep
Inn at Perry Cabin

2. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
AED 511
AED 562 total
includes taxes & fees
18 Aug - 19 Aug
Best Western Plus Easton Inn & Suites

3. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
AED 618
AED 680 total
includes taxes & fees
27 Aug - 28 Aug
The Tidewater Inn

4. Quality Inn

Quality Inn
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
AED 415
AED 457 total
includes taxes & fees
20 Aug - 21 Aug
Quality Inn

5. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
  • Splash into family fun with free breakfast, pool, and hot tub at this remodeled hotel near Avalon Theatre.
AED 584
AED 642 total
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Express Easton by IHG

6. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
AED 503
AED 554 total
includes taxes & fees
13 Sep - 14 Sep
Hampton Inn Easton

7. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.
AED 496
AED 546 total
includes taxes & fees
23 Aug - 24 Aug
Fairfield Inn & Suites by Marriott Easton

8. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
Easton
  • Family-friendly fun awaits with free activities, cable TV, and pay movies that keep everyone entertained all visit long.
AED 297
AED 327 total
includes taxes & fees
23 Aug - 24 Aug
Econo Lodge Easton Route 50

9. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
AED 367
AED 408 total
includes taxes & fees
7 Sep - 8 Sep
Quality Inn Grasonville near Kent Island

10. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
AED 443
AED 491 total
includes taxes & fees
23 Aug - 24 Aug
Best Western Kent Narrows Inn
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Choose what matters most at family-friendly hotels in St. Michaels

Pool
Breakfast included
All-inclusive
4 stars
5 stars

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

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Great place to stop while traveling!"
Cynthia 1-night trip
Posted 1 hour ago
Courtyard by Marriott Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Everyone was friendly and helpful. Excellent room!"
David 1-night trip
Posted 6 hours ago
Historic Inns of Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"We had a great time and will stay again!"
Julia 2-night trip
Posted 14 hours ago
St Michaels Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Outstanding stay. The staff is wonderful"
Vincent 2-night trip
Posted 21 hours ago
Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"My son and I loved our stay. This is a wonderful resort with two pools, outdoor games, an awesome shower, and comfy beds. One downside, the restaurants on site do not deliver food to the rooms for room service. *Alpha Gal Syndrome note: there were about 4 restaurants on site, and it wasn’t for sure safe to order any hot well rounded meal due to beef and pork being cooked on the same grill. I didn’t call around, but information was shared by staff, so I chose not to risk it."
Kimberly 1-night trip
Posted 23 hours ago
Rod 'N' Reel Resort
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Wonderful view of the water and bay. Convenient walk to downtown Annapolis and area. Room was impeccable."
Ronnie 1-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Breakfast bacon was inedible, but breakfast otherwise substantial."
Maureen 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Annapolis, MD
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"The Graduate was extremely convenient to stay. Our son just completed Plebe summer and it was close to the Academy. Parking was included and easy to get in and out of. We had the Presidential Suite, with living room and a deck. We were able to let him relax.. The room was very clean, quiet and the staff was very helpful. It is a short walk or take the shuttle to the City Dock. I would stay there again in a second"
David 3-night trip
Posted 3 days ago
Graduate by Hilton Annapolis

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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