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    • About SEF
    • Sultana’s 25th
    • Media
  • Ships & Boats
    • The Tall Ships
    • Tall Ships Sails & Events
    • Organizational Exhibitors
    • In the Harbor
  • Bluegrass
    • The Bands
    • The Venue
  • Events
    • Schedule
    • Special Events
    • Lectures & Exhibits
    • For Children
    • Around Town
  • Visit
    • FAQ
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10 events found.

Events

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  • October 2026

  • Thu 29

    Bookplate Talk: Tom Waldron, Pride of the Sea

    October 29 @ 5:00 pm - 7:00 pm
    Holt Education Center 200 South Cross Street, Chestertown, MD, United States

    A SPECIAL EARLY DOWNRIGGING EVENT October 29  5:00pm Holt Education Center 200 S. Cross St. Free   A partner event with The Bookplate,  Tall Ships America, & Pride of Baltimore, Inc. On a warm May morning in 1986, twelve crew members sailed the Atlantic aboard the Pride of Baltimore, unaware that a desperate fight for survival was only […]

  • Fri 30

    Wildfowl Decoy Exhibit

    October 30 @ 10:00 am - 3:00 pm
    Chestertown Decoy Museum 217 High Street, Chestertown, MD, United States

    Visit Chestertown’s newest cultural attraction, the Chestertown Decoy Museum, to explore a world-class collection of working wildfowl decoys and decorative carvings of waterfowl and shorebirds from throughout the East Coast flyway. During Downrigging Weekend, the museum will be open for both guided and unguided tours. Visitors can see remarkable work by some of the most celebrated carvers in […]

  • Fri 30

    Tour the Tall Ships

    October 30 @ 12:00 pm - 2:00 pm
    Chestertown Marina 207 South Water Street, Chestertown, MD, United States

    Tour the fleet of ships, schooners and skipjacks assembled in Chestertown for Sultana Downrigging. Deck tours are free, however children under 16 must be accompanied by an adult. Visitors are asked to wear soft soled shoes.

  • Fri 30

    Sail the Tall Ships

    October 30 @ 2:30 pm - 5:00 pm
    Chestertown Marina 207 South Water Street, Chestertown, MD, United States

    Sail the Chester River onboard one of the fleet of ships visiting for Sultana Downrigging. There is nothing quite like seeing the fleet unfurl their sails in unison in such a picturesque setting. This is the first of four sails that will take place over the weekend.  

  • Fri 30

    Music Village Open

    October 30 @ 3:30 pm - 8:30 pm
    Music Village 207 S Water Street, Chestertown, MD, United States

    Downrigging's musical performances take place in an intimate “Music Village,” that pairs live performances with regional food and drink - all against a waterfront backdrop and Tall Ships. A ticket is required for entry

  • Fri 30

    Music – Barkley Cove

    October 30 @ 3:45 pm - 4:30 pm
    Music Village 207 S Water Street, Chestertown, MD, United States

    Barkley Cove was raised on collaborative songwriting and rich vocal harmony, mixing genres of folk, rock, country, and bluegrass to create a distinctively original sound that will linger in your ear long after their last chord. After forming the group during their first year at university, the group has continued to hone and develop their […]

  • Fri 30

    Tall Ships Parade Home

    October 30 @ 4:30 pm - 5:00 pm
  • Fri 30

    Music – Geraldine

    October 30 @ 4:45 pm - 5:40 pm
    Music Village 207 S Water Street, Chestertown, MD, United States

    Geraldine is a roots-based string band bringing songwriting to the forefront, while blending elements of old time, American folk, bluegrass, and alternative country in a distinctive, enthusiastic sound. Anchored by John Bolten’s exceptional songwriting, compelling storytelling, and emotionally resonant lyrics, eight songs from their first two albums have earned honors in national song contests.

  • Fri 30

    Castelli Exhibit

    October 30 @ 5:00 pm - 7:00 pm
    MassoniArt 113 South Cross Street, Chestertown, MD, United States

    Marc Castelli’s annual show at Massoni Art has become a Downrigging tradition. Expect to see incredible renderings of watermen, workboats, and log canoes from a painter recognized as one of the finest marine artists in the country.

  • Fri 30

    Music – Caleb Stine

    October 30 @ 5:55 pm - 6:55 pm
    Music Village 207 S Water Street, Chestertown, MD, United States

    Caleb Stine is an American singer/songwriter from Baltimore, Maryland. He plays both solo and with Americana-rockers The Brakemen. His style and intensely personal lyrics has evoked comparisons to Townes Van Zandt, Kris Kristofferson, and Harvest-era Neil Young.

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Sultana Education Foundation | 200 South Cross Street | P.O. Box 524 | Chestertown, Maryland | 410-778-5954 | www.sultanaeducation.org

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