Downtown Baraboo

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Downtown Baraboo is rich with events to please everyone in the family. Scroll Down to see all the Downtown Baraboo Events.



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  • Wine Walk & Shop

    Downtown Baraboo 524 Oak St, Baraboo, United States

    Sip, stroll, and shop your way through a perfectly pink spring evening! Join us for the annual Spring Wine Walk in beautiful Downtown Baraboo, where over 40 locally owned shops will […]

    $40

  • Spring Fair on the Square

    Downtown Baraboo 524 Oak St, Baraboo, United States

    Mother's Day weekend gets crafty with the 37th Spring Fair on the Square set for Saturday, May 9th, 2026. Bring Mom to Downtown Baraboo and celebrate Mother's Day a day […]

  • Fall Fair on the Square

    Downtown Baraboo 524 Oak St, Baraboo, United States

    We invite you to spend a day in Downtown Baraboo at the Fair on the Square! Shop 40 local stores and 200+ local artisan displays. Enjoy live music, food trucks, and family-friendly activities.

  • Winter Wine Walk in Baraboo. 4 ladies drinking wine and smiling outside a shop

    Holiday Wine Walk: Santa’s Night Out

    Downtown Baraboo 524 Oak St, Baraboo, United States

    Dress as your favorite Santa and join Downtown Baraboo's Wine Walk. Sample wines and pairings at over 20 participating locations while shopping beautifully decorated boutiques and specialty stores.

    $40