Downtown St. Michaels Travel Guide
St. Michaels
Visit Downtown St. Michaels
Things to do
St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty
฿5,322
per adult
2-Hour Relaxing Chesapeake Day Sail on Lady Patty
฿5,355
per adult
2 Hour Chesapeake Day Sail on Catamaran Epiphany
฿8,200
per adult
St. Michaels: 2-Hour Relaxing Chesapeake Sail on Epiphany
฿9,037
per adult
St. Michaels: 2-Hour Wine Tasting on Sailing Cruise Epiphany
฿9,974
per adult
Top hotels in Downtown St. Michaels
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is ฿21,800 per night from 19 Aug to 20 Aug
฿21,800
฿23,980 total
19 Aug - 20 Aug
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! (393 reviews)
"Beautiful property, very well maintained. Dinner and Brunch at Stars were both very good. We loved being by the boats. Staff was accommodating when I had to do a zoom call on the morning of departure and found me a quiet private spot. Short walk to the Maritime Museum which was worth going to learn ..."
Reviewed on 21 Jul 2026
The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is ฿8,040 per night from 11 Aug to 12 Aug
฿8,040
฿9,686 total
11 Aug - 12 Aug
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. ...
9.8/10 Exceptional! (481 reviews)
"Amazing stay! Thanks for everything"
Reviewed on 21 Jul 2026
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! (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 27 Jun 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is ฿10,059 per night from 29 Jul to 30 Jul
฿10,059
฿13,022 total
29 Jul - 30 Jul
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. ...
8.8/10 Excellent! (1,002 reviews)
"Loved staying here and can't wait to come back. It's perfect for a girls' weekend, couples' weekend or with kids. I've been in the fall and summer and looking forward to making another visit."
Reviewed on 20 Jul 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is ฿3,179 per night from 16 Aug to 17 Aug
฿3,179
฿3,497 total
16 Aug - 17 Aug
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 ...
8.2/10 Very good! (1,000 reviews)
"Looks like property has under gone a renovation . Paint, rooms upgraded not sure if all but I recommend for a night if visiting St. Michaels Maryland"
Reviewed on 20 Jul 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is ฿6,405 per night from 17 Aug to 18 Aug
฿6,405
฿8,230 total
17 Aug - 18 Aug
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 ...
8.6/10 Excellent! (1,006 reviews)
"The property has been recently renovated and looks great. There is a lot to do within the resort."
Reviewed on 19 Jul 2026
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.
