St. Michaels Holidays

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Your St. Michaels Holiday

Entertainment, history, art and more … There's so much to immerse yourself in with a St. Michaels holiday package. And with the ability to customize your city adventure, you know it'll be one that's tough to forget. If your trip to St. Michaels includes a little sightseeing, hit up major attractions such as St. Michaels Winery, Chesapeake Bay Maritime Museum and St. Michaels Museum. Expedia will help you escape your daily routine. Tailor your holiday to St. Michaels to suit your style of travel, whatever that may be.

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
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
8/10 Very Good! (1,001 reviews)
"Very clean, staff was very helpful and friendly!"

Reviewed on 16 Apr 2024

St Michaels Inn
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
Stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking and a marina. Popular attractions Chesapeake Bay Maritime Museum and St. Michaels ...
9.4/10 Exceptional! (292 reviews)
"The room was clean and quaint. The bed was comfortable. The staff were friendly and helpful."

Reviewed on 25 Feb 2024

Inn at Perry Cabin
The Wildset
The Wildset
2.5 out of 5
209 N Talbot St, St. Michaels, MD
Stay at this hotel in St. Michaels. Enjoy free WiFi, free parking and a snack bar/deli. Our guests praise the restaurant and the helpful staff in their reviews. ...
9.6/10 Exceptional! (220 reviews)
"Great in many ways. Staff is attentive and helpful and the property is one of the best in the town."

Reviewed on 19 Apr 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my St. Michaels holiday with Expedia?
With exceptional-value flights, accommodation and car hire choices all in one convenient place, Expedia makes booking your St. Michaels adventure a cinch. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Choose from wonderful escapes, add flights and/or a hire car (and maybe also some fun tours and activities!) and land unbeatable prices. Need to change your plans? Expedia has a flexible cancellation policy for many bookings. To learn more, check out our Customer Service Portal link.
When is the best time of year to holiday in St. Michaels?
To enjoy the buzz of peak season, pack your bags for March, July and October. January, September and December are generally quieter and a smart idea if you’d rather escape the crowds. Organise your getaway to St. Michaels based on what style of adventure you’re looking for. January is the coolest month, when daytime temperatures average 2ºC. In July, the warmest month, expect temperatures of around 25ºC during the day.
What is the top hotel for my holiday in St. Michaels?
Create lasting memories in St. Michaels by choosing Inn at Perry Cabin as your gateway to exploration.
How do I get a cheap holiday to St. Michaels?
Bundle your hotel and flight bookings, add extras such as activities, and save with a St. Michaels holiday. You won’t just enjoy wonderful discounts on your trip — you’ll have lots of choice too. When you book through Expedia, you can select from more than 400 airlines and 321,000 hotels worldwide. Your next epic adventure starts right here, right now! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my St. Michaels holiday?
There are lots of things to see and do while on your holiday in St. Michaels. St. Michaels Winery, Chesapeake Bay Maritime Museum, Avalon Theatre and Talbot County Visitor Centre are just a few of this city’s key attractions.
What is the best area to stay in when on holiday in St. Michaels?
If you plan to check out St. Michaels Winery, save yourself the hassle of commuting and book a stay close by. It’s one of the most popular attractions in St. Michaels.
Do I need a visa for my St. Michaels holiday?
Official government websites have all the information you need on visa requirements, application procedures and necessary documentation. Your nationality and the reason for your visit, whether it be for work or pleasure, will determine if you need a visa for St. Michaels. Also be sure that your passport is up to date and has at least six months validity remaining beyond your intended return date. Do all your travel planning well ahead of time to avoid any nasty last-minute surprises.
What should I wear on my St. Michaels holiday?
First, consider the activities planned during your St. Michaels trip and select versatile pieces that you can mix and match. For fashion inspiration or even information on dress codes, look up style blogs or social media accounts. Pack your luggage with confidence by looking up the weather conditions in St. Michaels. July brings the warmest temperatures, with daily averages of 25ºC, while January days average 2ºC, making it the coolest time of the year.
What does an Expedia St. Michaels holiday include?
Flights, car hires and hotels, or any combination of the three — it’s up to you! Whether you’re visiting St. Michaels on a family road trip or travelling by yourself, there’s a package to suit your budget and style. Once you’ve made your booking, why not add on a few tours and experiences? Explore an excellent range of property types and select one that matches your group size. The most in-demand rentals here are private holiday homes and cottages. With Expedia, it’s easy to customise your St. Michaels escape any way you like.
Does Expedia offer Book Now, Pay Later St. Michaels holidays?
Your bank balance shouldn’t prevent you from escaping on holiday, so Expedia has devised a solution to help. Now that we’ve teamed up with online lender Klarna, it’s easier than ever to book a fantastic getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying in multiple transactions sounds best for you, Klarna can help. Paying in multiple instalments will make that dream holiday possible.
  • No-deposit holidays: If not paying upfront for your getaway makes clicking that “book now” button easier, consider a no-deposit holiday plan from Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a St. Michaels Expedia holiday?
Expedia offers access to more than 400 airline partners globally, so you certainly can. Just choose your favourite carrier and put together your ideal St. Michaels holiday.

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 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.