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Free cancellation on most hotels. Because flexibility matters.
Most St. Michaels hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.
For more information about the impact of COVID-19 on your St. Michaels trip, please visit our Coronavirus Information page (opens in new window).
Yes! Expedia's St. Michaels vacation packages will help you save money! Bundling your bookings will give you more cash to splash for your awesome vacation.
Savvy travelers who grab a package deal on Expedia will save up to $583*.
Choose from more than 550 partner airlines and 1,000,000 worldwide properties on our enormous database of flights and lodgings. Fly with who you want, stay where you like — now that's a dream vacation!
If you change your travel plans, we will honor your cancellation request on nearly all bookings with no extra fee.
There's no end to the number of awesome things you can do when you're in a new place. So why not get your trip to St. Michaels off to a sensational start by checking out some of our suggestions? After all – out there starts here!
History has much to teach us. Soak up the knowledge and gain an insight into times past at St. Michaels Museum. There's a fabulous range of things to keep you busy in this destination. Whether you prefer your wine to be light-bodied or full-bodied, you're bound to find one that agrees with your palate at St. Michaels Winery. Still have some time on your hands? The sea is full of life, but also full of hazards. Swing by Chesapeake Bay Maritime Museum for an interesting look at nautical history and how mankind conquered the deep blue seas.
Preparing for your trip to St. Michaels? Wondering where you'll be landing? Baltimore Washington International Thurgood Marshall Airport (BWI) is your nearest option. Once you've hit the ground and exited the arrival gate, you'll be 35 miles from the downtown area.
*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2020, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.
What are the advantages of a road trip to St. Michaels?
There’s nothing quite like a St. Michaels road trip. And Expedia makes it easy for you to turn all those road trip ideas into reality. You can find cheap deals on hotels in St. Michaels or bundle your hotels with car rentals to save even more. With our St. Michaels packages, you’ll find hitting the highway for that road trip adventure is more affordable than ever.
How to plan a road trip to St. Michaels?
Planning a road trip can feel daunting, especially when you’ll be making multiple bookings for your itinerary. But you can find car rentals in St. Michaels and low rates on hotels all in one place— Expedia. How you plan your road trip depends on what’s important to you. People love to take road trips to experience the great outdoors, bond with friends or family and see more of the world. When planning, bundle your car rental and hotel into one discounted package to maximize savings on both. Or, leave room for spontaneity, booking what you need when you need it with our last-minute deals.
What to do on a road trip to St. Michaels?
When taking a road trip adventure, it’s best to plan how you want to spend your time on your road trip itinerary. We don’t want you to miss out on any of the best things to do in St. Michaels. You can book all the road trip activities on your St. Michaels wishlist, and even plan activities along your route as well.
How to rent a car for a road trip?
For an epic road trip, you'll need the perfect car. Renting a car for a road trip is the best option that doesn’t put miles or strain on your vehicle, and especially when it's also so affordable. Because when you book on Expedia, it doesn't need to be expensive. You can pick up a cheap car rental and head out to one of these incredible vacation rentals in St. Michaels. And when you bundle car rentals with hotel stays, you'll save even more on each part of your journey.
I loved the location, the room and the gardens, and the genuine graciousness of the Innkeepers. Also, the fellow guests were really enjoyable breakfast companions. Food was great too!
A wonderful location for long fall weekend. Comfortable and cozy. An easy walk to town and beautiful scenery if you just want to enjoy relax and enjoy the view.
This historic cottage was a welcome respite for my two daughters and me. The property was incredibly clean and well kept. Beds are comfortable, shower is great and the location is perfect. My only small complaint is that the kitchen doesn’t offer much storage and is, therefore, not well kitted out. ...
We joined a group of friends celebrating a wedding in St. Michaels. This weekend was also the town's July 4 celebration, so it was pretty busy. The town is perfectly charming and locals very friendly. Old Brick Inn has limited parking, but we had no problems. Stayed in Captain's Quarters, very comfortable ...
This property was a great escape on the bay, the location was great and pool and hot tub were big hit! We loved our time in St. Michael's