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
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for St. Michaels family-friendly hotels

1. The Wildset

The Wildset
Downtown St. Michaels
CA $326
CA $394 total
includes taxes & fees
Nov 9 - Nov 10
The Wildset

2. St Michaels Inn

St Michaels Inn
St. Michaels
CA $114
CA $125 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn

3. 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.
CA $755
CA $831 total
includes taxes & fees
Nov 8 - Nov 9
Inn at Perry Cabin

4. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
CA $213
CA $235 total
includes taxes & fees
Oct 19 - Oct 20
Knapps Narrows Marina & Inn

5. 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.
CA $183
CA $202 total
includes taxes & fees
Oct 18 - Oct 19
Best Western Plus Easton Inn & Suites

6. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
CA $234
CA $258 total
includes taxes & fees
Nov 2 - Nov 3
The Tidewater Inn

7. 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.
CA $212
CA $233 total
includes taxes & fees
Oct 15 - Oct 16
Holiday Inn Express Easton by IHG

8. 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.
CA $182
CA $200 total
includes taxes & fees
Nov 5 - Nov 6
Hampton Inn Easton

9. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
CA $127
CA $139 total
includes taxes & fees
Oct 15 - Oct 16
Baymont by Wyndham Easton

10. 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.
CA $192
CA $211 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Easton
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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, is a charming town brimming with family-friendly activities that promise to delight both children and adults alike. Begin your adventure at the Chesapeake Bay Maritime Museum, where interactive exhibits allow youngsters to immerse themselves in the region's nautical heritage while adults appreciate the local history. Next, hop aboard a relaxing cruise on the Miles River, where families can spot wildlife, enjoy the fresh air, and even try their hand at fishing. For a more hands-on experience, the nearby St. Michaels Winery offers tours and tastings, with a lovely outdoor space for picnics and games that kids will love. Don’t miss a visit to the beautiful St. Michaels Museum, which provides engaging insights into the town’s past, including a treasure hunt for the little ones! After a day of exploration, families can unwind at the waterfront area, which is dotted with charming hotels offering spacious rooms and delightful amenities. Consider staying at a family-friendly hotel that features pools and kid's activities, making your stay both comfortable and fun. Here, you'll find the perfect balance of relaxation and adventure, all while being surrounded by the picturesque charm of St. Michaels.

Find the best family friendly hotels in St. Michaels

St. Michaels offers a charming escape for families, with a variety of hotels that cater to the needs of both parents and children. Here are some top choices that provide a welcoming atmosphere and family-friendly amenities.The Wildset

  • Why it's great for a family-friendly adventure: The Wildset is a fantastic option for family travellers, an impressive guest review rating of 9.8. With connecting rooms available, families can easily share space while enjoying their own privacy. The hotel also features a delightful snack bar, perfect for satisfying cravings after a day of exploring the local area.
  • Other amenities: Guests can indulge in complimentary breakfast each morning to kick-start their adventures. The hotel offers free self-parking, making it convenient for families travelling with multiple vehicles. Enjoy the comfort of premium bedding and designer toiletries, and make use of the concierge services for local recommendations. Additional comforts include bathrobes and Frette Italian sheets, ensuring a restful stay for all involved.
  • Nearby attractions: Higgins Yacht Yard and Marina - 0.3 km, Saint Michaels Town Hall - 0.3 km, Muskrat Park - 0.4 km

Inn at Perry Cabin

  • Why it's great for a family-friendly adventure: The Inn at Perry Cabin is a luxurious haven for families, earning a stellar review rating of 9.6. This elegant hotel provides tailored amenities such as free cribs and special kids' meals at the restaurant, ensuring young guests are well catered for. Families can also take advantage of connecting rooms for a more spacious stay together.
  • Other amenities: Guests can enjoy daily housekeeping services, a beautiful garden for relaxation, and an outdoor pool for splashing fun. The hotel features a variety of onsite activities, including tennis and a full-service spa for parents looking to unwind. With a waterfront location, the Inn offers stunning views and nearby local attractions, making it an ideal base for family adventures.
  • Nearby attractions: Perry Cabin Park - 0.1 km, Higgins Yacht Yard and Marina - 0.7 km, Saint Michaels Town Hall - 0.7 km

Parsonage Inn

  • Why it's great for a family-friendly adventure: The Parsonage Inn offers families a delightful stay, an excellent guest review rating of 9.2. This charming inn features connecting rooms, making it easy for families to stay together while enjoying their own space. Daily housekeeping ensures a tidy environment for guests, while the garden provides a peaceful retreat for children to play.
  • Other amenities: Guests can enjoy complimentary breakfast each morning along with a terrace for relaxing outdoors. The inn provides free self-parking, allowing for easy exploration of the surrounding area. With air conditioning and premium bedding, comfort is a priority, and the historical district location makes it perfect for family outings to local museums and attractions.
  • Nearby attractions: Perry Cabin Park - 0.2 km, Higgins Yacht Yard and Marina - 0.5 km, Saint Michaels Town Hall - 0.5 km

George Brooks House B&B

  • Why it's great for a family-friendly adventure: George Brooks House B&B is an inviting choice for families, featuring a solid review rating of 8.8. This delightful bed and breakfast offers cribs and daily housekeeping, ensuring a comfortable and convenient stay for parents and children alike. The lovely garden area is perfect for outdoor play and relaxation.
  • Other amenities: Guests can unwind on the terrace or take a dip in the outdoor pool for a refreshing experience. Complimentary breakfast is provided each morning, adding to the family-friendly atmosphere. With free self-parking available, families can easily explore the local area. The hotel also features premium bedding and bathrobes for added comfort during your stay.
  • Nearby attractions: Perry Cabin Park - 0.7 km, Higgins Yacht Yard and Marina - 1.5 km, Saint Michaels Town Hall - 1.5 km

St Michaels Inn

  • Why it's great for a family-friendly adventure: St Michaels Inn is a welcoming and budget-friendly choice for families, receiving a review rating of 8.2. This charming hotel offers free cribs and a lovely garden area where children can play and explore. Families will appreciate the complimentary breakfast that sets the tone for a day of adventures.
  • Other amenities: The inn features a shared outdoor pool, perfect for fun-filled family afternoons. Guests can enjoy free self-parking for convenience and easy access to local attractions. The hotel also provides toiletries at no extra cost, ensuring a comfortable stay for all. With its historical district location, families can explore nearby shops and sights with ease.
  • Nearby attractions: Saint Michaels Village - 0.9 km, St. Michaels Winery - 1.9 km, Classic Motor Museum - 2.1 km

Top St. Michaels Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Great location."
Jennifer 1-night trip
Posted 8 hours ago
Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Clean room. Great breakfast."
Eric 2-night trip
Posted 22 hours ago
Crowne Plaza Annapolis by IHG
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

8/10 Good
"Room was awesome, very clean housekeeping staff extremely nice. Would suggest more help in the restaurant, food was excellent, poor waitress was running around trying to serve everyone!"
Andrea 3-night trip
Posted 1 day ago
Hilton Garden Inn Annapolis Downtown
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"all good. Very good when it comes to parking during a boat show."
George 3-night trip
Posted 1 day ago
Annapolis Waterfront Hotel, Autograph Collection
St Michaels Inn

St Michaels Inn

10/10 Excellent
"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."
Mary 1-night trip
Posted 2 days ago
St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Shalinda was the most welcoming front desk staff i have ever encountered."
Dennis 5-night trip
Posted 3 days ago
Sonesta ES Suites Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Easy parking. Super comfy bed."
Kristen 1-night trip
Posted 5 days ago
The Westin Annapolis

Frequently asked questions

What are the best family-friendly hotels in St Michaels?
The Inn at Perry Cabin is a luxurious 5-star hotel that stands out as a top choice for families visiting St Michaels, boasting an exceptional score of 9.6. This hotel offers connecting rooms, making it easy for families to stay close together, and features a range of kid-friendly amenities such as babysitting services and free cribs. Guests rave about the delicious breakfast and the attentive service from the staff, ensuring a delightful stay for all ages.For those seeking a great experience, the LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL is an exceptional option with a superb review score of 10.0. This spacious accommodation includes a playground and outdoor play area for children, along with a well-equipped kitchen and multiple outdoor spaces like a deck and patio, making it ideal for families looking to relax and enjoy quality time together.The George Brooks House B&B, a charming 3-star option, has a cozy atmosphere with a review rating of 8.6. Families appreciate the complimentary breakfast and free Wi-Fi, alongside its lovely terrace and balcony spaces where you can unwind after a day of exploring.St Michaels Inn is another family-friendly choice, rated 8.2 by guests. With free breakfast and cribs available, this hotel combines comfort and convenience, while the friendly staff and clean rooms enhance the overall experience.Lastly, the Parsonage Inn offers a warm and inviting stay with a great rating of 9.2. Families can enjoy connecting rooms and a complimentary breakfast, with plenty of space to relax on the terrace or patio, making it a charming retreat for those travelling with children.
Which area of St Michaels is best to stay in for families?
For families visiting St. Michaels, staying in the heart of the town centre is the best option, as it offers unparalleled convenience and access to everything you'll need.The town centre is wonderfully walkable, meaning you can easily stroll with your little ones to many attractions without the need for a car. You'll find charming shops, casual eateries with options for even the pickiest eaters, and delightful ice cream parlours for a sweet treat after a day of exploring.Within a short walk, you can reach the Chesapeake Bay Maritime Museum, which offers interactive exhibits and a beautiful waterfront setting superb for a family outing. Families will also appreciate the proximity to local parks and green spaces where children can play and let off some steam.
How much does a family hotel in St Michaels cost?
Travellers can find great deals on family-friendly St Michaels hotels from CA $125 with Expedia. You may find hotels in St Michaels that let kids stay for free, which can help you save. There are plenty of factors that can impact the price of family hotels, including location, amenities and the time of year. Sort St Michaels hotels on Expedia by price to see our cheapest prices first.
What are the best St Michaels family-friendly hotels with a pool?
The Inn at Perry Cabin is a stunning 5-star hotel that families absolutely adore, boasting a beautiful outdoor pool where kids can splash about while parents relax nearby. With a remarkable review rating of 9.6, guests rave about the delicious breakfast and the attentive service, ensuring a memorable stay for the whole family. The hotel's thoughtful amenities, such as connecting rooms and onsite babysitting options, make it particularly convenient for those travelling with children.Another fantastic option is the LUXURY COASTAL FARMHOUSE WATERFRONT, which offers a heated pool great for year-round enjoyment. Rated an impressive 10.0, this accommodation features a playground and outdoor play area for children, allowing for plenty of fun and family bonding time. The inviting porch and patio areas provide ideal spots for parents to unwind while keeping an eye on the little ones.For those seeking a charming yet more budget-friendly choice, the George Brooks House B&B is a delightful 3-star option with an outdoor pool. With a review score of 8.6, travellers appreciate its cozy, clean rooms and excellent service. This B&B also features lovely terraces and balconies, creating an inclusive setting for families wanting to enjoy the fresh air.Lastly, the St Michaels Inn offers seasonal outdoor pool access and is rated 8.2 by guests. Families will find the complimentary continental breakfast and free cribs particularly appealing, ensuring a comfortable stay while enjoying the local attractions and activities.
What are the top-rated luxury family hotels in St Michaels?
The Inn at Perry Cabin is a premier 5-star hotel that promises a luxurious and family-friendly experience, boasting an impressive traveller rating of 9.6. Families will appreciate the thoughtful amenities, such as connecting rooms for larger groups and onsite babysitting services, which allow parents to enjoy some well-deserved downtime.Parents can rest easy knowing that the hotel features child-friendly window designs and offers complimentary cribs, ensuring safety and comfort for little ones. The hotel's culinary offerings are equally impressive, with delicious kids' meals available that cater to younger palates.Nestled in a beautiful location, the Inn at Perry Cabin not only provides a serene environment for relaxation but also has attentive staff dedicated to delivering a five-star service.
Which cheap kid-friendly hotels in St Michaels do travellers love?
The Wildset is a fantastic choice for families seeking budget-friendly accommodation in St Michaels, boasting an impressive traveller rating of 9.8. Families appreciate the modern amenities, including connecting rooms that make it easy to keep everyone close together. Guests rave about the free breakfast, describing it as delicious and a great start to the day, while the free WiFi and self-parking add to the convenience.Another popular option is St Michaels Inn, rated 8.2 by travellers. Here, families enjoy comfortable and clean rooms, complemented by friendly and helpful staff. The complimentary hot breakfast is a highlight, ensuring that everyone leaves well-fed and ready for a day of adventure. With free WiFi and convenient self-parking, it's a sensible choice for families looking to explore the area.For a charming alternative, consider the George Brooks House B&B, which offers a cosy atmosphere with a rating of 8.6. This quaint bed and breakfast features lovely outdoor spaces like a terrace and balcony, great for relaxing after a day of sightseeing. Families will appreciate the complimentary breakfast and the welcoming service that makes you feel right at home.
Which St Michaels family-friendly hotels welcome pets?
The Wildset in St Michaels is a fantastic choice for families travelling with pets. This welcoming hotel provides an impressive review rating of 9.8, which reflects its modern amenities and excellent service. Families will appreciate the free breakfast and WiFi, as well as the option for connecting rooms, making it easier to keep everyone together. And with a friendly setting for dogs, it's great for your furry friends too.Another great option is the George Brooks House B&B, a cozy 3-star establishment that has earned an 8.6 rating from guests. Known for its inviting service and clean, comfortable rooms, this B&B features a lovely terrace and balcony for relaxation. It also permits pets, ensuring your entire family can enjoy the stay without leaving anyone behind.The luxurious Inn at Perry Cabin, which boasts a stellar rating of 9.6, is a 5-star hotel that offers a range of family-friendly amenities, including babysitting services and special kids' meals. With its picturesque location and attentive service, it's an ideal spot for families wanting a touch of elegance while still accommodating their pets.For a great experience, consider the LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL. With a great review score of 10.0, this property features a playground for children and ample outdoor space for family fun, all while welcoming pets.Lastly, the Parsonage Inn, a charming 3.5-star hotel with a great rating of 9.2, offers a delightful stay with a complimentary breakfast and inviting rooms. It's another excellent option for families with pets, ensuring everyone can enjoy a comfortable visit.
Which family-friendly hotels are in central St Michaels?
The Wildset in central St Michaels is a fantastic choice for families, boasting a great rating of 9.8. Guests rave about the modern amenities and the welcoming atmosphere, with highlights including free WiFi, complimentary breakfast, and connecting rooms that make it easy for families to stay together. Families particularly appreciate the delicious breakfast options and the helpfulness of the staff, making every stay enjoyable.For a touch of luxury, the Inn at Perry Cabin, rated 9.6, offers an exceptional 5-star experience. This hotel is great for families, featuring child-friendly window designs, onsite babysitting services, and free cribs to ensure comfort for the little ones. Guests love the beautiful location and the attentive staff, which enhances the overall experience.Another great option is the Parsonage Inn, a charming 3.5-star hotel with a review score of 9.2. Families can enjoy connecting rooms and a delightful full breakfast, all while taking advantage of the beautiful balconies or patios that allow for some fresh air. Reviews highlight the cozy rooms and the delicious breakfast, making it a warm and welcoming spot for families.The St Michaels Inn offers a more budget-friendly choice with an 8.2 rating. It provides free cribs and breakfast, ensuring that families have all they need for a comfortable stay. Guests frequently mention the friendly staff and convenient location, making it a practical option for family adventures.Lastly, the George Brooks House B&B, rated 8.6, features cozy accommodations and a lovely terrace, great for relaxation after a day of exploring. With free breakfast and WiFi, it caters well to families looking for a comfortable and friendly atmosphere.
Is St Michaels a family-friendly destination?
Yes, St. Michaels is a charming and family-friendly destination, offering a relaxed pace and plenty of activities that families can enjoy together.The town itself is very walkable, making it easy to explore with little ones in tow. You'll find quaint shops, lovely waterfront views, and plenty of green spaces for children to run around. The St. Michaels Harbour is a focal point, where families can watch boats come and go, or even enjoy a gentle boat trip together on the water.For a bit of local history and hands-on fun, the Chesapeake Bay Maritime Museum is an excellent choice. It features interactive exhibits on boat building and the region's maritime heritage, and children often enjoy exploring the historic boats and lighthouse. There are also picnic areas where you can enjoy a packed lunch with a view.Dining in St. Michaels is generally casual and accommodating for families, with several restaurants offering kid-friendly menus and outdoor seating.
How can I save on a family-friendly hotel in St. Michaels with Expedia?
There are plenty of ways to save on a family-friendly hotel in St. Michaels. Join One Key™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of hotels. Typically, booking in advance will help you save on your family hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals.
What family-friendly activities should we do in St Michaels?
Some of the best family-friendly activities in St Michaels include exploring the waterfront and enjoying the town's charming atmosphere.St Michaels offers a lovely waterfront area great for families to stroll along, watch the boats, and even enjoy a picnic with views of the Miles River. There are several spots where children can safely play near the water's edge, and the flat paths are ideal for pushchairs or little ones on scooters.The town centre itself is very walkable, with quaint streets lined with shops and eateries. You'll find several ice cream parlours and casual restaurants with outdoor seating, great for a relaxed family meal. Many local shops offer unique trinkets that can be fun for children to browse.For a bit of outdoor adventure, consider renting bicycles and exploring the quiet streets and nearby scenic routes.
What are the best family hotels in St Michaels that have a spa?
The Inn at Perry Cabin is an exquisite 5-star hotel that stands out as a prime choice for families seeking a luxurious getaway in St Michaels. With a remarkable traveller rating of 9.6, guests consistently rave about the attentive service and the beautiful location, making it a superb retreat for both relaxation and adventure.This hotel offers an impressive array of amenities tailored for families. Parents will appreciate the onsite babysitting and childcare services, allowing them some well-deserved relaxation time at the full-service spa. The spa features a steam room, sauna, and a variety of treatments including massages and facials, ensuring a rejuvenating experience for adults while kids can enjoy specially designed meals and cribs at no extra charge.Moreover, the Inn at Perry Cabin's family-friendly approach extends to its child-friendly window designs, ensuring safety while still allowing little ones to take in the stunning views.
Are there any great family hotels in St Michaels with a gym?
The Inn at Perry Cabin is a stunning 5-star family-friendly hotel that offers an array of amenities designed to cater to families seeking both adventure and comfort. With a stellar rating of 9.6, it's no wonder travellers rave about the attentive service and delicious breakfast.This elegant hotel features a well-equipped fitness centre, ensuring that parents can maintain their workout routines while away from home. The Inn at Perry Cabin also provides connecting rooms, making it convenient for families with children, and offers babysitting services for those evenings when parents want a little time to themselves. The child-friendly window design and free cribs add extra peace of mind for families travelling with little ones.Nestled in beautiful surroundings, this hotel is great for families looking to blend relaxation with active pursuits.
Can I cancel my family hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right family-friendly hotel in St Michaels for you.

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