Downtown St. Michaels, MD

St. Michaels

A coastal town with a marina, houses, and a forested landscape.

Stay near popular Downtown St. Michaels attractions

A lighthouse on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson
Open Photo by Louise Johnson

Chesapeake Bay Maritime Museum

9.4/10 (91 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.
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Downtown St. Michaels Hotel Deals

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is ₩654,710 per night from Sep 7 to Sep 8
₩654,710
₩720,181 total
Sep 7 - Sep 8
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. ...
9.6/10 Exceptional! (397 reviews)
"Amazing experience highly recommend"

Reviewed on Aug 16, 2026

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
The price is ₩338,348 per night from Sep 15 to Sep 16
₩338,348
₩407,575 total
Sep 15 - Sep 16
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. ...
9.8/10 Exceptional! (499 reviews)
"Such a quaint hotel. The staff was incredibly kind and accommodating."

Reviewed on Aug 16, 2026

The Wildset
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street St. Michaels MD
Stay at this B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located ...
9.2/10 Wonderful! (137 reviews)
"The Parsonage Inn is one of the most unique buildings on the main street through St. Michael's. We stayed in a room that faced the main street and it was amazingly quiet with respect to traffic noise. The decor is very old timey ... cute, quaint, and definitely fits the picture of what a B&B is. ..."

Reviewed on Jun 27, 2026

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Parsonage Inn
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is ₩126,183 per night from Aug 31 to Sep 1
₩126,183
₩138,801 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
St Michaels Inn
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundable
The price is ₩152,759 per night from Sep 3 to Sep 4
₩152,759
₩216,722 total
Sep 3 - Sep 4
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 ...
8.6/10 Excellent! (1,000 reviews)
"Food at 1936 restaurant was amazing! We loved the views!!"

Reviewed on Aug 18, 2026

Rod 'N' Reel Resort
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is ₩311,450 per night from Sep 2 to Sep 3
₩311,450
₩421,024 total
Sep 2 - Sep 3
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. ...
8.8/10 Excellent! (1,019 reviews)
"The overall property is great. Large pools both inside and outside, separate swim areas for adults. Several nice restaurants to choose from. The rooms are spacious and very clean. We also had a spa service, and it was excellent. There is a lot to do around the hotel. We will go back!"

Reviewed on Aug 17, 2026

Hyatt Regency Chesapeake Bay
See all 746 properties in Downtown 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.

Downtown St. Michaels, MD