St. Michaels Vacation Packages

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Your St. Michaels Vacation

The fascinating city of St. Michaels is calling your name. Immerse yourself in everything it has to offer with a St. Michaels vacation package that's tailored to you. You'll want to take in some sights during your trip to St. Michaels. Drop by major attractions such as St. Michaels Winery, Chesapeake Bay Maritime Museum and St. Michaels Museum. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your St. Michaels vacation plans in motion!

St. Michaels Hotel Deals

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 CA $174 per night from May 9 to May 10
CA $174
CA $192 total
includes taxes & fees
May 9 - May 10
8/10 Very Good! (1,002 reviews)
"Our room was clean and just what we expected. The staff was very nice, approachable and attentive! I would definitely stay here again."

Reviewed on Apr. 21, 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 CA $665 per night from May 1 to May 2
CA $665
CA $805 total
includes taxes & fees
May 1 - May 2
9.4/10 Exceptional! (292 reviews)
"The room was clean and quaint. The bed was comfortable. The staff were friendly and helpful."

Reviewed on Feb. 25, 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 CA $341 per night from Apr. 28 to Apr. 29
CA $341
CA $403 total
includes taxes & fees
Apr 28 - Apr 29
9.6/10 Exceptional! (221 reviews)
"Nice place to stay"

Reviewed on Apr. 21, 2024

The Wildset
See all 1,222 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.

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Frequently asked questions

How much does a St. Michaels vacation 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 vacation 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 vacation 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 travelers.
How far in advance should I book my St. Michaels vacation?
It can be hard to know exactly when is the perfect time to book your St. Michaels vacation. 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 favorite 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 vacation package?
The choice is all yours! We offer more than 550 airlines all over the world, so you can design your St. Michaels vacation according to your budget and travel needs.
If I'm not able to travel, can I cancel my St. Michaels vacation 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 vacation 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.

Discover the most popular places to visit in St. Michaels

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 trip 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 trip to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Museum

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