Search Resorts in St. Michaels

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

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1002)
"Attended a wedding off grounds and had overnight stay.. A very rewarding, friendly experience. Highly recommend. "
The price is HK$1,236
HK$1,774 total
includes taxes & fees
13 Jan - 14 Jan 2025
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
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
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.6 out of 10, Exceptional, (112)
"Our stay in St Michael's was wonderful. The location of this property could not be better. Close to marina, parks, restaurants, historic downtown and the maritime museum. We never needed to use our car! Tom is an excellent host. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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, (116)
"This was a quick getaway for my husband, me, and our 2-year-old grandson. The location of this property is perfect! We could walk over to the waterfront and watch the geese or walk into town for shopping and food. We lost power (a fluke) during our stay, and the owner was extremely responsive and easy to contact. We walked to dinner, and it was back on when we returned. Highly recommend!"
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 holiday?
You deserve to get away, and a resort is the ideal place to find all the services and amenities you need for a relaxing stay in St. Michaels. One of the comfortable resorts in the area could be just what you’re searching for, whether you want great restaurants on-site, blissful spa treatments or fun activities to try.
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?
Travellers 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 explore 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 seasonal weather 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 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) away from the heart of the city. 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 to rent a car for your trip.