Downtown St. Michaels Travel Guide
St. Michaels
Visit Downtown St. Michaels
Things to do
St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty
฿5,215
per adult
St. Michaels: 2-Hour Relaxing Chesapeake Sail on Epiphany
฿8,855
per adult
St. Michaels: 2-Hour Wine Tasting on Sailing Cruise Epiphany
฿9,774
per adult
2-Hour Relaxing Chesapeake Day Sail on Lady Patty
฿5,248
per adult
2 Hour Chesapeake Day Sail on Catamaran Epiphany
฿8,036
per adult
Top hotels in Downtown St. Michaels
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is ฿17,229 per night from 26 Oct to 27 Oct
฿17,229
฿18,951 total
26 Oct - 27 Oct
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. ...
9.6/10 Exceptional! (405 reviews)
"Outstanding experience in every way. Staff was superior — everyone greeted us by name and was eager to ensure we had everything we needed. Meals at Stars were excellent — and the gorgeous views of the water and property enhanced the dining experience. The lit firepits and comfy seating outside were ..."
Reviewed on 29 Sept 2026
The Wildset
209 N Talbot St St. Michaels MD
The price is ฿8,027 per night from 27 Oct to 28 Oct
฿8,027
฿9,669 total
27 Oct - 28 Oct
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. ...
Parsonage Inn
210 North Talbot Street St. Michaels MD
Stay at this B&B in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located ...
9.2/10 Wonderful! (138 reviews)
"Lots of issues with our room and stay. Small motel room with junk in the closet, marks on wall and door, and light bulb missing. TV and DVD not working. Outside unkempt. Breakfast not ver good. Substandard for price and advertisement."
Reviewed on 21 Aug 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is ฿4,856 per night from 8 Oct to 9 Oct
฿4,856
฿6,508 total
8 Oct - 9 Oct
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 ...
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is ฿2,992 per night from 7 Oct to 8 Oct
฿2,992
฿3,292 total
7 Oct - 8 Oct
includes taxes & fees
Stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very good! (1,002 reviews)
"Clean and breakfast was provided. It was in the right location that we needed for our weekend. Stay."
Reviewed on 30 Sept 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is ฿7,053 per night from 14 Oct to 15 Oct
฿7,053
฿9,607 total
14 Oct - 15 Oct
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. ...
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.
