Downtown St. Michaels, MD
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 trip 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.
Downtown St. Michaels Hotel Deals
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is NT$16,234 per night from Dec 24 to Dec 25
NT$16,234
NT$19,643 total
Dec 24 - Dec 25
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 2025/11/12
The Wildset
209 N Talbot St St. Michaels MD
The price is NT$5,965 per night from Dec 22 to Dec 23
NT$5,965
NT$7,256 total
Dec 22 - Dec 23
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! (409 reviews)
Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back.
Reviewed on 2025/12/16
Parsonage Inn
210 North Talbot Street St. Michaels MD
The price is NT$6,312 per night from Jan 1 to Jan 2
NT$6,312
NT$6,944 total
Jan 1 - 2026/1/2
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 2025/8/11
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is NT$4,772 per night from Jan 1 to Jan 2
NT$4,772
NT$6,320 total
Jan 1 - 2026/1/2
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 2025/12/5
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is NT$2,873 per night from Dec 27 to Dec 28
NT$2,873
NT$3,821 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 2025/12/13
Hilton Garden Inn Kent Island Marina
3206 Main St Grasonville MD
The price is NT$3,597 per night from Dec 28 to Dec 29
NT$3,597
NT$3,993 total
Dec 28 - Dec 29
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! (1,000 reviews)
Clean and friendly staff
Reviewed on 2025/12/17
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.
