Find Family Hotels in St. Michaels, MD

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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, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is NT$16,475
NT$19,935 total
includes taxes & fees
Dec 21 - Dec 22
Inn at Perry Cabin

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1002)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is NT$2,871
NT$3,818 total
includes taxes & fees
Dec 27 - Dec 28
Rod 'N' Reel Resort

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (935)
"It was very comfortable and clean"
United States
Maria
The price is NT$2,746
NT$3,048 total
includes taxes & fees
Dec 29 - Dec 30
Holiday Inn Express Annapolis East-Kent Island by IHG

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1008)
"Great place!"
United States
Tawnya
The price is NT$2,373
NT$2,705 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Hotel Annapolis

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very Good, (796)
"Staff was very accommodating and the hotel was clean with very good breakfast."
United States
salema
The price is NT$3,324
NT$3,690 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn & Suites Cambridge

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is NT$2,681
NT$2,976 total
includes taxes & fees
Dec 28 - Dec 29
Quality Inn Grasonville near Kent Island

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (842)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NT$5,646
NT$6,210 total
includes taxes & fees
Jan 1 - 2026/1/2
The Tidewater Inn

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1002)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is NT$2,102
NT$2,396 total
includes taxes & fees
Jan 10 - 2026/1/11
Best Western Annapolis

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (825)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is NT$2,547
NT$2,802 total
includes taxes & fees
Dec 28 - Dec 29
Quality Inn

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1001)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is NT$3,753
NT$4,129 total
includes taxes & fees
Dec 21 - Dec 22
Best Western Plus Easton Inn & Suites
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.

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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