Jack-O-Lantern Jubilee

October 28, 2023 @ 11:00 am - 2:00 pmFree


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Usher in Halloween at the 2nd annual “Jack-O-Lantern Jubilee” on Saturday, Oct. 28!

Get spirited away at downtown’s second annual Halloween-themed event, the Jack-O-Lantern Jubilee presented by WaterStone Bank, on Saturday, October 28, from 11 AM – 2 PM, in Red Arrow Park. Ideal for kids ages 2 – 10 and their parents, this pumpkin palooza offers a safe environment to celebrate Halloween, complete with free pumpkins, handfuls of free goodies, and oodles of activities for everyone! 

New this year, the event will feature fall-themed produce and sweet treats, including Weston’s Antique Apple Orchard, Doughnuttery Mayfair, Pop’s MarketPlace, and Cottonmouth MKE. 

2023 family fun includes: 

  • 11:00 AM – Free pumpkin patch opens, sponsored by Pick ‘n Save and Metro Market fulfilled by Kroger Delivery (500 free pumpkins available on a first-come, first-serve basis) and live performance by Frogwater
  • 11:30 AM – Storytime with Wanda the Wise Sandwitch 
  • 11:45 AM – Live performance by Mariachi Monarcas de Milwaukee
  • 12:30 PM – Kids’ costume parade led by Mayor Cavalier Johnson and the Extra Crispy Brass Band
  • 12:45 PM – Storytime with Wes Tank’s StoryRaps
  • 1:00 PM – Halloween music with Sound By Design
  • 1:30 PM – Storytime with Wanda the Wise Sandwitch 
  • Vendors including Weston’s Antique Apple Orchard, Cottonmouth MKE, Pop’s MarketPlace, Doughnuttery Mayfair, Rose Mob Grill and Pig Tailz MKE food trucks 
  • Free pumpkin decorating with Artists Working in Education 
  • Pumpkin carving demonstrations
  • Free face painting
  • Free bubble playtime
  • Free character meet & greets with Friends Like Me
  • Jolly Giants Stilt Walkers
  • Milwaukee Fire Department’s Mobile Survive Alive House and fire engine 
  • Book sale from the Friends of the Milwaukee Public Library

Please note: Dates and times are subject to change, and occasionally events may be cancelled. Please check the event website to confirm the latest details: (It’s Jubilee Time MKE!)


Red Arrow Park
920 N Water Street
Milwaukee, WI 53202 United States
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