Downtown St. Michaels, MD
St. Michaels
Visit Downtown St. Michaels
Popular places to visit
Chesapeake Bay Maritime Museum
4.5/5(15 reviews)
You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums.
St. Michaels Winery
4.5/5(45 reviews)
You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.
1879 Hooper Straight Lighthouse
After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.
St. Michaels Marina
Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.
Higgins Yacht Yard and Marina
Explore the waterfront in St. Michaels with a trip to Higgins Yacht Yard and Marina.
Back Creek Park
After visiting Back Creek Park, make a plan to see the other sights and activities in St. Michaels.
Downtown St. Michaels Hotel Deals
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is ₩769,637 per night from Dec 23 to Dec 24
₩769,637
₩931,261 total
Dec 23 - Dec 24
includes taxes & fees
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (371 reviews)
Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.
Reviewed on Nov 12, 2025
The Wildset
209 N Talbot St St. Michaels MD
The price is ₩278,662 per night from Dec 21 to Dec 22
₩278,662
₩338,965 total
Dec 21 - Dec 22
includes taxes & fees
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (408 reviews)
Nice large room. Free breakfast was good.
Reviewed on Dec 7, 2025
Parsonage Inn
210 North Talbot Street St. Michaels MD
The price is ₩294,880 per night from Jan 1 to Jan 2
₩294,880
₩324,368 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Stay at this B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Perry Cabin Park and Higgins Yacht Yard and Marina are ...
9.2/10 Wonderful! (130 reviews)
What a great stay! Beautiful B&B in St Michael’s! Our hosts Connie and Edward were very welcoming. Had great suggestions for dining and tourist attractions within the town. Our room was clean, comfortable and was perfect for our stay. The Inn also offers bikes to explore the area as well. Each afternoon, ...
Reviewed on Aug 11, 2025
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is ₩222,930 per night from Jan 1 to Jan 2
₩222,930
₩395,629 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
Enjoyed everything about my one night stay. The staff was very hospitable and accommodating. The room was awesome with a very nice view of the surrounding water. Overall, a very positive experience.
Reviewed on Dec 5, 2025
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is ₩134,222 per night from Dec 27 to Dec 28
₩134,222
₩178,475 total
Dec 27 - Dec 28
includes taxes & fees
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,001 reviews)
Room was nice, except for the heating system, which was noisy and seemed to blow cool air
Reviewed on Dec 13, 2025
Hilton Garden Inn Kent Island Marina
3206 Main St Grasonville MD
The price is ₩155,962 per night from Dec 21 to Dec 22
₩155,962
₩173,119 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,001 reviews)
Room was clean The staff was excellent.we were greeted each morning with a smile when we came down for coffee. Great service from Sarah in the evening
Reviewed on Dec 15, 2025
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.
