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Things to Do in St. Michaels, Maryland

St. Michaels offers plenty to explore on and off the water, from sailing, kayaking, and harbor cruises to museums, restaurants, shops, galleries, wineries, breweries, and seasonal events like log canoe boat races.

The Log Canoe Inn is located on the St. Michaels Harbor at 208 Carpenter Street, within a half mile of many of the town’s most popular attractions such as boat races, restaurants, wineries, shopping and museums. It's also just a short drive to golfing, biking trails, and farmers markets. Use this guide to plan your time in St. Michaels and discover activities throughout the Chesapeake Bay and Maryland’s Eastern Shore.

Cruise boat in St. Michaels, Maryland

Activities on the Water

Located on St. Michaels Harbor near the Miles River and Chesapeake Bay, Log Canoe Inn gives guests easy access to a variety of water activities in St. Michaels, Maryland. Nearby options include kayaking, paddleboarding, sailing charters, fishing...

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Biking through historic St. Michaels, Maryland

Activities on Land

St. Michaels, Maryland, offers a wide range of land-based activities beyond its waterfront attractions. Near Log Canoe Inn, visitors can explore historic streets, art galleries, boutiques, walking routes, biking trails, farmers’ markets, golf courses, spas, and seasonal events throughout St. Michaels and Talbot County.

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Steamed crabs on the lawn of the Log Canoe Inn by the water.

Dining

St. Michaels is home to some of the Eastern Shore's best dining experiences, offering everything from casual waterfront eateries to award-winning upscale restaurants. Whether you're craving fresh Chesapeake Bay seafood, craft dishes,, or locally inspired cuisine, you'll find exceptional dining just a short walk from the Log Canoe...

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Local brewery near St. Michaels

Wineries, Breweries & Distilleries

St. Michaels and the surrounding area are home to several wineries, breweries, and distilleries where visitors can sample locally crafted wines, beers, and spirits. Enjoy tastings, tours, and relaxing outdoor settings while experiencing some of the Eastern Shore's finest locally produced beverages.

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Museums and maritime attractions in St. Michaels

Museums

St. Michaels, Maryland, is home to three distinctive museums located within 0.7 miles of Log Canoe Inn. Visitors can explore local history, Chesapeake Bay maritime heritage, traditional boatbuilding, classic automobiles, and life on Maryland’s Eastern Shore.

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Boutique shopping in downtown St. Michaels

Shopping

St. Michaels, Maryland is one of the Eastern Shore's most charming shopping destinations, offering visitors a walkable collection of boutiques, art galleries, antique stores, specialty gift shops, and locally owned businesses. From coastal decor and clothing to jewelry, handcrafted goods, and the perfect souvenir, you'll find a variety...

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Stay Near the Best Things to Do in St. Michaels

Log Canoe Inn places guests near the harbor, downtown restaurants, shops, museums, and waterfront activities. Explore the inn’s six rooms and check availability for your visit. Traveling with a family? We also have a family-friendly cottage just 4 miles from the inn. 

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Select your travel dates & No. of people. Check Availability and click the Book Now link for your selected room