Downtown St. Michaels
St. Michaels
Visit Downtown St. Michaels
Things to do

2-Hour Relaxing Chesapeake Day Sail on Lady Patty
RM651
per adult

2 Hour Chesapeake Day Sail on Catamaran Epiphany
RM997
per adult
Top hotels in Downtown St. Michaels

Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is RM2,941 per night from 12 Jul to 13 Jul
RM2,941
RM3,235 total
12 Jul - 13 Jul
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! (391 reviews)
"Staff were awesome, location is awesome. Best place to stay in St. Michael's."
Reviewed on 27 Jun 2026

The Wildset
209 N Talbot St St. Michaels MD
The price is RM1,017 per night from 28 Jul to 29 Jul
RM1,017
RM1,209 total
28 Jul - 29 Jul
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! (467 reviews)
"The Wildset is extremely walkable to downtown Saint Michael’s and the Chesapeake Bay Maritime Museum. The grounds are charming and the evening s’mores were delicious. The staff was attentive and friendly and our rooms were spotless and excellent"
Reviewed on 30 Jun 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 RM1,221 per night from 6 Jul to 7 Jul
RM1,221
RM1,581 total
6 Jul - 7 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! (1,001 reviews)
"Dealing with billing issue. Other than that, great place to stay."
Reviewed on 26 Jun 2026

Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is RM732 per night from 5 Jul to 6 Jul
RM732
RM948 total
5 Jul - 6 Jul
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! (1,001 reviews)
"This was my 1st stay here and it exceeded expectations. This resort was beautiful! So many amenities and things to do that I never had to leave for my 2 day stay. The staff were so professional and friendly. The entire property was spotless and kept well sanitized. I loved my room with the waterfront ..."
Reviewed on 30 Jun 2026

Best Western Kent Narrows Inn
3101 Main Street Grasonville MD
The price is RM510 per night from 14 Jul to 15 Jul
RM510
RM566 total
14 Jul - 15 Jul
includes taxes & fees
Stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very good! (1,000 reviews)
"Gentleman who checked me in was super-friendly and the room was clean and well maintained. Very good value. Low cost. High quality"
Reviewed on 25 Jun 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.


