
St. Michaels Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your St. Michaels Holiday
With a St. Michaels holiday package, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before you go, so you can get on with experiencing this fantastic city. Every trip to St. Michaels needs a well-crafted itinerary. Fill yours with big-name attractions like St. Michaels Winery, Chesapeake Bay Maritime Museum and St. Michaels Museum. Your ideal St. Michaels holiday is only clicks away. Explore flights, hotels and more on Expedia for an adventure that's tailored just for you.
St. Michaels Holiday
St. Michaels Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 1,050 |
Max Temp Winter | 7ºC |
Max Temp Summer | 27ºC |
Top Sights | St. Michaels Winery, Avalon Theatre and St. Michaels Museum |
Our pick of the best St. Michaels Hotel Deals

The Wildset
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is AU$398 per night from 26 Aug to 27 Aug
AU$398
26 Aug - 27 Aug
includes taxes & fees
9.6/10 Exceptional! (359 reviews)
"Our room was lovely and exactly as described online. Loved the complementary snacks. Breakfast was delicious. We were particularly impressed with the guest services. Everyone was gracious, helpful, and welcoming. Dining at Ruse is a must!! Make reservations in advance. The food and service are ..."
Reviewed on 15 Aug. 2025

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is AU$1,065 per night from 3 Sept to 4 Sept
AU$1,065
3 Sept - 4 Sept
includes taxes & fees
9.4/10 Exceptional! (359 reviews)
"IPC is a "hidden gem." It was great, from "soup to nuts." Especially the staff, who were all friendly, polite, knowledgeable, flexible, and helpful. Thanks to all of them on our behalf, please: staff are what make all the difference at any resort. (SPA treatments are a must.) Just one suggestion: ..."
Reviewed on 14 Aug. 2025

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is AU$169 per night from 1 Sept to 2 Sept
AU$169
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"There was a young gentleman working at the front desk on 08/15 and 08/16/2025. Did not get his name, he was very friendly, accommodating and and after we asked, went out of his way to let us know what events were taking place in town."
Reviewed on 17 Aug. 2025
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.
Frequently asked questions
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.