Downtown St. Michaels

St. Michaels

Downtown St. Michaels
Photo by Lin R
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Photo by Lucas
Photo by Louise Johnson

Popular places to visit


Top hotels in Downtown St. Michaels

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is P30,798 per night from Dec 14 to Dec 15
P30,798
P37,266 total
Dec 14 - Dec 15
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

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
The price is P11,788 per night from Dec 15 to Dec 16
P11,788
P14,270 total
Dec 15 - Dec 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. ...
9.6/10 Exceptional! (408 reviews)
Nice large room. Free breakfast was good.

Reviewed on Dec 7, 2025

The Wildset
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street St. Michaels MD
The price is P11,800 per night from Jan 1 to Jan 2
P11,800
P12,980 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

Parsonage Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is P9,478 per night from Jan 1 to Jan 2
P9,478
P12,351 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

Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is P6,274 per night from Jan 2 to Jan 3
P6,274
P8,144 total
Jan 2 - Jan 3, 2026
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! (1,000 reviews)
The hotel is beautiful I can’t wait for

Reviewed on Dec 1, 2025

Rod 'N' Reel Resort
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3 out of 5
3206 Main St Grasonville MD
The price is P6,089 per night from Dec 21 to Dec 22
P6,089
P6,759 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! (1,000 reviews)
We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us.

Reviewed on Dec 7, 2025

Hilton Garden Inn Kent Island Marina
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