Downtown St. Michaels
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.
Muskrat Park
After visiting Muskrat 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 S$918 per night from 2 Jan to 3 Jan
S$918
2 Jan - 3 Jan, 2026
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! (372 reviews)
Fantastic - loved our stay!
Reviewed on 24 Dec, 2025
The Wildset
209 N Talbot St St. Michaels MD
The price is S$281 per night from 1 Jan to 2 Jan
S$281
1 Jan - 2 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! (410 reviews)
Everything was outstanding, however the lot and handicap ramp were VERY ICY. We almost fell multiple times. Just a caution
Reviewed on 21 Dec, 2025
Parsonage Inn
210 North Talbot Street St. Michaels MD
The price is S$240 per night from 31 Dec to 1 Jan
S$240
31 Dec - 1 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 S$288 per night from 2 Jan to 3 Jan
S$288
2 Jan - 3 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! (1,001 reviews)
Clean room
Reviewed on 26 Dec, 2025
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is S$153 per night from 5 Jan to 6 Jan
S$153
5 Jan - 6 Jan, 2026
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! (1,002 reviews)
This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool.
Reviewed on 21 Dec, 2025
Hyatt Place Kent Narrows & Marina
3028 KENT NARROW WAY S Grasonville MD
The price is S$166 per night from 19 Jan to 20 Jan
S$166
19 Jan - 20 Jan, 2026
includes taxes & fees
Stay at this business-friendly hotel in Grasonville. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (680 reviews)
The staff are the absolute best. Our room was perfect.
Reviewed on 25 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.
