Search Resorts in St. Michaels

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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 1 Resorts in St. Michaels with updated reviews, rates, and availability.

Hyatt Regency Chesapeake Bay
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1000)
"Great spot."
The price is SAR 747
SAR 1,027 total
includes taxes & fees
6 May - 7 May
Hyatt Regency Chesapeake Bay
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.
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Other property types in St. Michaels

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
3 bedrooms, free WiFi, bed sheets

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (34)
"Great location with two parking spots and a small yard. Great for family vacation. "
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Waterfront Property, kayaks, private dock, near town
Property grounds

Waterfront Property, kayaks, private dock, near town

9.8 out of 10, Exceptional, (150)
"Wonderful! Cranbrook is beautifully decorated, is in an amazing location and the views are spectacular!. Lots of period pieces with descriptions - great historical info. Large dining room and additional eating area, nice sitting areas, kitchen is well appointed. Stairs to bedrooms but a pullout on main level. Historic house so bedrooms are walk thru but fine with us! Room for multiple remote work stations. We’ll be back."
Waterfront Property, kayaks, private dock, near town
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Exterior

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

9.6 out of 10, Exceptional, (117)
"This was a cute historic house very close to all shops and restaurants. Location could not be better. It could use a thorough cleaning and the shower is pretty rustic. But overall a good place to stay."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
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.

Frequently asked questions

What is St. Michaels like for a resort vacation?
You deserve a vacation, and a resort is just the place to treat yourself to the services and amenities you need for a relaxing trip to St. Michaels. One of the comfortable resorts in the area might be just what you’re searching for, whether you want a luxurious suite, blissful spa treatments, or nightly entertainment options.
What's the best resort for my stay in St. Michaels?
Our highest-rated resort near St. Michaels: Hyatt Regency Chesapeake Bay - Beach resort. 18.2 mi (29.3 km) from St. Michaels. Features 2 outdoor pools, 3 restaurants, and a private beach. Popular for its pool.
What can I do in St. Michaels?
Travelers enjoy visiting the historic sites and other landmarks in St. Michaels, and have good things to say about activities such as shopping. Check out the interesting exhibits at Chesapeake Bay Maritime Museum, or discover the shopping possibilities at Saint Michaels Village. St. Michaels Winery and St. Michaels Marina are a few additional attractions in the area that you might like.
What's the weather like 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 the best way to get to and around St. Michaels?
Fly into Easton, MD (ESN-Easton - Newnam), which is located 8.8 mi (14.1 km) from the city center. Otherwise, look for flights into Fort Meade, MD (FME-Tipton), which is 35.5 mi (57.2 km) away. If you’d like to explore around the area, you may want a rental car for your journey.