St. Michaels 2024 Holidays

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Top hotels in St. Michaels

St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is €114 per night from 2 Jun to 3 Jun
€114
per night
2 Jun - 3 Jun
8/10 Very Good! (1,005 reviews)
Nice room is a beautiful town
"The room was in good shape. The staff was friendly, especially the lady that took care of breakfast."

Reviewed on 19 May 2024

St Michaels Inn
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is €674 per night from 2 Jun to 3 Jun
€674
per night
2 Jun - 3 Jun
9.4/10 Exceptional! (296 reviews)
Great hotel staff
"Mason and Michael at the front desk were extremely helpful."

Reviewed on 16 May 2024

Inn at Perry Cabin
The Wildset
The Wildset
2.5 out of 5
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is €283 per night from 23 May to 24 May
€283
per night
23 May - 24 May
9.6/10 Exceptional! (232 reviews)
"This spot was absolutely perfect for our weekend. We ran a running race that went through town so this was a central location. The finishes are top of the line. The beds are unbelievably comfortable and the staff was so so accommodating. It’s absolutely perfect. Can’t wait to go back!"

Reviewed on 19 May 2024

The Wildset
See all 1,224 properties in St. Michaels
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

How much does a St. Michaels holiday package cost?
From as low as . Yes, you read that right. Our St. Michaels packages are the best way to make your budget stretch further. Combine your flights, hotels and rental car and get to know this wonderful destination.
How do I get a cheap travel package to St. Michaels?
Combine your bookings with Expedia to save on your next trip. With over 550 airlines and 1,000,000 hotel options globally, your St. Michaels holiday package can be customized exactly to suit your travel style. With all that extra money, why not add some exciting experiences and tours? It’s an easy way to unlock even more savings. That dream holiday to St. Michaels is much closer than you thought!
Where should I stay in St. Michaels?
We recommend staying near the action. Many people like to book hotels within easy reach of popular sights, such as St. Michaels Winery, Chesapeake Bay Maritime Museum and St. Michaels Museum.
What are the top hotels in St. Michaels?
If it’s your first visit to St. Michaels, reserve a room at Dollhouse In Central Historic St Michaels or The Wildset. Both will make you feel at home and are popular options with many savvy travellers.
How far in advance should I book my St. Michaels holiday?
It can be hard to know exactly when is the perfect time to book your St. Michaels holiday. But typically the earlier you book, the lower the prices. Sometimes, you can lock in your flights and hotels nearly 12 months prior to your departure date. If you’re thinking of a last-minute getaway, no need to worry! There are plenty of fantastic deals announced on Expedia all the time.
What does an Expedia St. Michaels travel package include?
Hotels, flights and car rentals — we bring you all the best deals. All you have to do is figure out your favourite combination. Once you’ve made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to customize an exciting St. Michaels trip.
What should I know before booking a St. Michaels travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and be rewarded with terrific discounts. You’re not limited to hotels, though. Book with us and select from beachfront villas, rural cottages and even ranches and treehouses!
Can I choose my airline with a St. Michaels Expedia holiday package?
The choice is all yours! We offer more than 550 airlines all over the world, so you can design your St. Michaels holiday according to your budget and travel needs.
If I'm not able to travel, can I cancel my St. Michaels holiday package?
Because we understand life can be unpredictable, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you’ve booked your St. Michaels holiday package in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Popular places to visit

Image for Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your travels to St. Michaels. Stroll along the waterfront or experience the area's museums.

Chesapeake Bay Maritime Museum
Image for St. Michaels Winery

St. Michaels Winery

You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Winery
Image for St. Michaels Museum

St. Michaels Museum

You can browse the exhibits at St. Michaels Museum, a museum with a storied past, during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Museum

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.