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

St. Michaels Hotel Guide - Family Friendly Hotels in St. Michaels, Maryland

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Check availability on St. Michaels Family Friendly Hotels

Tonight
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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.
€419
includes taxes & fees
7 Sept - 8 Sept
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.
€131
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Easton Inn & Suites

3. Quality Inn

Quality Inn
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
€150
includes taxes & fees
28 Aug - 29 Aug
Quality Inn

4. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
€178
includes taxes & fees
31 Aug - 1 Sept
The Tidewater Inn

5. 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.
€127
includes taxes & fees
13 Sept - 14 Sept
Fairfield Inn & Suites by Marriott Easton

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.
€138
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Easton

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.
€150
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Easton by IHG

8. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
Easton
  • Family-friendly fun awaits with free activities, cable TV, and pay films that keep everyone entertained all visit long.
€76
includes taxes & fees
6 Sept - 7 Sept
Econo Lodge Easton Route 50

9. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
€98
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Grasonville near Kent Island

10. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
€113
includes taxes & fees
7 Sept - 8 Sept
Best Western Kent Narrows Inn
View all properties

Choose what matters most at family-friendly hotels in St. Michaels

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Top St. Michaels Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Three pools and a hot tub are great. Took advantage of kayak rental on the premises. Our room was clean and the staff were very helpful and friendly."
Sandra 2-night trip
Posted 6 hours ago
Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

8/10 Good
"My room was wonderful! Great comfort of the bed. Peaceful. The breakfast was lack luster with all carbs. Nothing sugar free for diabetics. Lots of construction and painting during my stay. Would stay here again, however!"
Kris 3-night trip
Posted 7 hours ago
St Michaels Inn
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"The A/C was really loud when it turned on and off. Otherwise, our stay was fine."
Lee Anee 1-night trip
Posted 8 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"The staff went out of their way for me and I complimented them on how well they took care of the property"
James 1-night trip
Posted 16 hours ago
Rod 'N' Reel Resort
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"The location of the hotel was awesome along with our balcony view. However you should not have to pay an additional $50 per day to park your car especially since the garage up the street is Therefore the guests are getting pentalized to park at the hotel . Additionally the front desk women were rude and condescending"
Michele 2-night trip
Posted 1 day ago
Annapolis Waterfront Hotel, Autograph Collection
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"I arrived late following a long-distance sailboat race across the Chesapeake Bay. “Nick” was managing the front desk. He was polite, efficient, friendly, and professional. He offered me the best room the hotel had available at my price, and guaranteed I would have a good night’s rest. He was 100% correct. The room was clean and comfortable, and more importantly it was quiet. Check out was easy the next morning."
maurice 1-night trip
Posted 2 days ago
Graduate by Hilton Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

8/10 Good
"I wish I could give half stars because this place is really a 4.5 stars. First off this place was great, it is everything you need for a hotel. Great prices, friendly staff, very clean, very nice hotel. Why I gave it 4 stars? The coffee machine was down for our first night, the jacuzzi was down for maintenance, the wifi went for maintenance lol so it was a little much but I know you can't always control those things. Another small thing, I also wish the TV's were smart TV's and I wish the rooms came with a microwave. Overall great hotel, would stay here again."
Joseph 3-night trip
Posted 2 days ago
Crowne Plaza Annapolis by IHG
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Clean room and staff was very courteous."
Daetonya 1-night trip
Posted 4 days ago
Courtyard by Marriott Annapolis

Frequently asked questions

What's St. Michaels like for family-friendly holidays?
The historic destination of St. Michaels is a good choice if you've been considering a getaway with your children. The boating, excursions and museums are just a few things that make this an attractive holiday destination 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 centre.
What's the best family accommodation in 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 holiday in St. Michaels?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.
What's there to see and do with your family in St. Michaels?
While you and your family are visiting St. Michaels, you may want to explore some child-friendly attractions such as St. Michaels Marina, Saint Michaels Village and Higgins Yacht Yard and Marina. Make sure that you have lots of time for activities such as Saint Marys Square Museum and Avalon Theatre.