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  • Three pies sit on a wooden table with text announcing a Pie Baking Contest at Sun Prairie Farmer’s Market on October 18 from 9:00 to 11:00 AM.

    Pie Baking Contest – Sun Prairie Farmers Market

    Cannery Square 1 Cannery Square, Sun Prairie, WI, United States

      Bust out that family favorite pie recipe and put your baking skills to the test in the Downtown Sun Prairie Fall Fun Pie Baking Contest. Not a baker? Taste and vote for your favorite pies. After the contest enjoy the family-friendly Fall Fun! Event. Schedule:  7:00 AM - 9:00 AM Pie Submission at the…

  • Event poster with cartoon ghosts and pumpkins announces "Sun Prairie Business Spooktacular Trick or Treat 2025" on October 30 from 2-5 PM.

    Sun Prairie Business Spooktacular Trick or Treat!

    The Piano Gal Shop Sun Prairie

    It's the annual Business Spooktacular Trick or Treat! Stop by participating businesses for some tricky or treating! Visit 10 or more businesses to be entered into a raffle for awesome prizes from businesses all over Sun Prairie. In addition to trick or treating, we will also have: fun Halloween character visits throughout downtown during the…

  • Event flyer for "Holiday Sip & Shop" on November 13, 2025, from 5-8 PM, featuring shopping bags, wine glasses, and holiday-themed decorations.

    2025 Holiday Sip & Shop

    Downtown Sun Prairie Sun Prairie, WI, United States

    Join us for the first Holiday Kickoff Sip & Shop, a festive evening of shopping, sipping, and celebrating. Stroll through your favorite downtown shops, discover festive decor and gifts, and enjoy a fun night out with friends. Inspired by our popular Spring Wine Walk, this event offers a similar sip-and-shop experience with a festive, holiday…

  • A family poses with Santa Claus in a room with red walls and a patterned carpet.

    Santa Saturday

    Sun Prairie Historical Library & Museum 115 E Main Street, Sun Prairie, WI, United States

    Bring the whole family to Downtown Sun Prairie for a festive Saturday! Each week, Santa will be visiting a new location, ready for photos and holiday cheer. Plus, enjoy fun holiday activities hosted by local businesses, making it the perfect way to celebrate the season with your loved ones.