Best Resorts in St. Michaels

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

Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, (1000)
"Gorgeous property. Beautiful views. Well maintained and kept clean. The bed was the best lullaby ever. I slept ever so soundly. Breakfast was bountiful and delicious. The young lady that checked us in was on the surly side and could use some professional development on friendliness and hospitality for people of all cultures. But, the gentleman from Ghana that check me out made up for what she lacked and redeemed my experience. I would definitely stay again. "
The price is $179
$245 total
includes taxes & fees
May 27 - May 28
Hyatt Regency Chesapeake Bay
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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.

Other property types in St. Michaels

Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (26)
"My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller,...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Property grounds
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (104)
"Loved this historic house! Perfect location, peaceful neighborhood and walking distance to entire town."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (107)
"VRBO link hasn’t enabled me to communicate with property manger/owner as I’m unable to access account via the VRBO link. I’ve re-registered multiple times now."
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.

St. Michaels Resorts information

Number of reviews
1,000
Accommodation
1 Resorts
Lowest Price
$179
Highest Price
$179

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.
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. If you’re interested in visiting some local museums, you can check out the exhibits at Chesapeake Bay Maritime Museum and St. Michaels Museum. Other attractions in the area include St. Michaels Winery and Avalon Theatre.
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.

Recent reviews of St. Michaels hotels
Expedia verified reviews

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

5/5 Excellent
"Nice clean facility and very helpful staff."
A verified traveler stayed at Hilton Garden Inn Annapolis
Posted 2 days ago
Hilton Garden Inn Annapolis