Your Guide to the Best Things to Do in St. Michaels, MD

St. Michaels, Maryland, is your bayside oasis. Come visit our idyllic area to escape the stresses of everyday life. Visit Wades Point Inn on the Bay to experience authentic Eastern Shore, Maryland. Get involved in leisurely outdoor recreation, immerse yourself in our maritime history and culture, and dine at some of the state’s finest restaurants. With so many wonderful things to do in St. Michaels, MD, you can fill each day of your itinerary with your favorite ways to relax, Chesapeake Bay-style. For even more information on the best things to do in St. Michaels, request our complimentary Vacation Guide. Your perfect Maryland vacation is just one click away. What are you waiting for?

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Top 5 Things to Do in St. Michaels, MD

1. Go on a Biking Tour

One of the best ways to unplug during your getaway is to get outside! Whether you’re an avid exerciser or someone who just enjoys the views while pedaling along, a St. Michaels biking tour has something for every type of exerciser! Most of the St. Michaels biking tours travel along scenic Route 33. The set paths range from 15 to 30 miles long. However, if you just want to take a leisurely ride around town, there are still some amazing views! If you’re visiting St. Michaels from afar and don’t bring your bike, you can rent one from TriCycle and Run.

2. Visit the Chesapeake Bay Maritime Museum

The Chesapeake Bay Maritime Museum is one St. Michaels’ most popular attractions. The museum is open year-round and offers guests permanent and special exhibitions. Here, you can learn about what makes our location on the bay so special. Garner a deeper appreciation for our area when you visit this museum!

3. Plan to Visit an Event or Festival

St. Michaels hosts a variety of events and festivals that celebrate our area’s culture, arts, and food! Because of our temper-weathered climate, a lot of these activities take place during the warmer months. However, you can always find something fun and unique to do here whenever you visit. These are our favorite St. Michaels events and festivals by season:

Plan your St. Michaels getaway around one of these enriching events or find an event that is perfect for you.

4. Dine at Limoncello Restaurant & Wine Bar

Limoncello Restaurant & Wine Bar gives guests a dining experience that emulates countryside Italy. At Limoncello, it’s more than just serving up delicious Italian fare. It’s about celebrating Italian culture. The menu is sure to excite your taste buds with its wide range of authentic Italian dishes. Don’t miss out on taking a sip from their extensive wine list. You can even get a bottle for half-off on Mondays and Tuesdays. They also mix up unique, seasonal cocktails for those looking for something a bit stronger.

5. Stay in Relaxation at Wades Point Inn on the Bay

The Main House at Wades Point Inn on the Bay.

Comfortable, relaxing lodging is the cornerstone of a successful getaway. Come back to Wades Point Inn on the Bay for the most relaxing lodging and amenities on your St. Michaels vacation. Each of our accommodation types is modeled after a particular time period and each has their own unique charm.

Stay in the “beating heart” of our property when you book a stay in our Main House. This accommodation houses the Lookout Room. Enjoy cozy queen-size and single-sized beds in this room. When you’re not enjoying all of the comforts of this room, gaze out of the windows at the spectacular water views.

The time for your St. Michaels getaway is now. Browse all of our accommodations and reserve your favorite today. Which will you choose?