Search Resorts in St. Michaels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

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)
"Love staying here. The hot tub is great, love the common areas. "
The price is SAR 746
SAR 1,026 total
includes taxes & fees
13 Mar - 14 Mar
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.
Don't see what you're looking for?
See all available properties in St. Michaels
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in St. Michaels

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Outdoor dining

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

9.8 out of 10, Exceptional, (173)
"Great location! Antique furniture in a well maintained beautiful old house. Exactly what we needed."
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Marina

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
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (33)
"Four of my friends and I stayed at this cute home for a ladies' weekend (two nights) in St. Michaels. We are in our early 40's and all agreed that the location of this home is superb. We walked to dinner each night (Limoncello and Ruse, both great) and enjoyed the wonderful shops in the lovely downtown area. The location of this home cannot be beat if you want to park your car upon arrival and not have a need to use it again during your stay. We had three cars, two of which fit in the driveway...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
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.