
St. Michaels Holidays
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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

St Michaels Inn
1228 S Talbot Street St. Michaels MD
Fully refundable
The price is AU$176 per night from 7 Dec to 8 Dec
AU$176
7 Dec - 8 Dec
includes taxes & fees
8/10 Very Good! (1,000 reviews)
This is a charming little inn conveniently located right in St Michaels. The staff was great, the rooms clean, and plenty of parking. In the warmer months you can enjoy the pool and roomy outdoor seating areas.
Reviewed on 17 Nov 2025

Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is AU$677 per night from 14 Dec to 15 Dec
AU$677
14 Dec - 15 Dec
includes taxes & fees
9.4/10 Exceptional! (369 reviews)
Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.
Reviewed on 12 Nov 2025

The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is AU$373 per night from 1 Dec to 2 Dec
AU$373
1 Dec - 2 Dec
includes taxes & fees
9.6/10 Exceptional! (402 reviews)
We were not permitted into the room until exactly 4pm (Check-in time) so be aware of the later check-in and limited flexibility. The room was very comfortable and clean, I wish there were more places to hang hand towels between use. The breakfast was poor, limited options and the quiche was cold. ...
Reviewed on 17 Nov 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.
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