Downtown St. Michaels Travel Guide
St. Michaels
Visit Downtown St. Michaels
Popular places to visit
Chesapeake Bay Maritime Museum
You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your travels to St. Michaels. Stroll along the waterfront or experience the area's museums.
St. Michaels Winery
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.
Top hotels in Downtown St. Michaels
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is ฿16,202 per night from 25 Dec to 26 Dec
฿16,202
฿19,604 total
25 Dec - 26 Dec
includes taxes & fees
Stay at this luxury hotel in St. Michaels. Enjoy free Wi-Fi, free valet parking and a full-service spa. Our guests praise the helpful staff in their 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 12 Nov 2025
The Wildset
209 N Talbot St St. Michaels MD
The price is ฿5,946 per night from 15 Jan to 16 Jan
฿5,946
฿7,233 total
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.6/10 Exceptional! (408 reviews)
Nice large room. Free breakfast was good.
Reviewed on 7 Dec 2025
Parsonage Inn
210 North Talbot Street St. Michaels MD
The price is ฿6,300 per night from 1 Jan to 2 Jan
฿6,300
฿6,930 total
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this B&B in St. Michaels. Enjoy free breakfast, free Wi-Fi 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 11 Aug 2025
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is ฿4,763 per night from 1 Jan to 2 Jan
฿4,763
฿6,307 total
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this beach resort in Cambridge. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their 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 5 Dec 2025
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is ฿2,868 per night from 27 Dec to 28 Dec
฿2,868
฿3,813 total
27 Dec - 28 Dec
includes taxes & fees
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 the clean ...
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 13 Dec 2025
Hilton Garden Inn Kent Island Marina
3206 Main St Grasonville MD
The price is ฿3,328 per night from 23 Dec to 24 Dec
฿3,328
฿3,694 total
23 Dec - 24 Dec
includes taxes & fees
Stay at this business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge) and room service. Our guests praise the helpful staff in their ...
8.8/10 Excellent! (1,000 reviews)
Clean and friendly staff
Reviewed on 17 Dec 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.
