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St. Michaels Maryland Entertainment & Events

Special Events

  • Oysterfest
    Chesapeake Bay Maritime Museum
    Celebrate the culinary and cultural allure of the oyster and its importance to regional cuisine while enjoying musical performances, oyster shucking and growing demonstrations, and children's activities, not to mention oysters on the half shell or roasted or fried or in soup during this November event.

Night Life

  • Carpenter Street Saloon
    113 South Talbot Street • St. Michaels, MD 21663
    410-745-5111
    A friendly saloon alive with revelry, free popcorn, music and pool tables.

  • Foxy's Marina Bar
    125 Mulberry Street • St. Michaels, MD 21663
    410-745-4340
    At the "Home of the 10 oz. Martini," guests relax by the water and enjoy grilled and steamed appetizers and specialty frozen drinks.

Concerts & Performances

  • Concerts in the Park
    Two Blocks East of Talbot Street • St. Michaels, MDMuskrat Park (a.k.a. Church Cove Park)
    Held on Thursday evenings from mid-June through mid-August, these concerts are designed for families. Visitors are welcome to bring a picnic, but no alcohol.

Festivals & Fairs

  • St. Michaels Food & Wine Festival
    Held at the Chesapeake Bay Maritime Museum
    410-745-0411
    This four-day, annual event includes wine tastings, book signings, food tastings, a golf challenge, and more.  more...
    Sponsored By: St. Michaels Business Association

Tours

  • Chesapeake Carriage Company
    9072 New Road • St. Michaels, MD 21647
    McDaniel
    410-745-4011
    Enjoy touring historic St. Michaels by horse-drawn carriage or plan a memorable proposal or wedding departure. Reservations are required, with 24-hour notice.

  • Chesapeake Lighthouse Tours
    P.O. Box 248 • St. Michaels, MD 21671
    Tilghman Island
    Enjoy a full day tour cruising by ten Chesapeake Bay lighthouses just off the islands they mark as you learn about the colorful history of the Bay. Half day and two hour cruise packages are also available. more...

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