🎃Fall & Halloween Guide
2026 Fall & Halloween Events in Waukesha, WI
Find trick-or-treating, costume celebrations, spooky attractions, pumpkin fun, harvest festivals and favorite fall traditions.
Make the most of fall in Waukesha. This carefully selected guide focuses on true Halloween happenings and distinctly autumn traditions—not every event that happens to occur in September or October. Start with your city, then add nearby communities to build a bigger fall itinerary.
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Showing 61 event dates across 1 city.
🎃 Halloween Highlights
Trick-or-treating, haunted happenings, costume events and other spooky-season favorites.
Simply Meant to Be Paint & Sip
10/16/2026, 11:30:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Desolate Acres
10/17/2026, 12:00:00 AM
Waukesha County Expo Center
Waukesha
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Trunk or Treat 2026
10/17/2026, 3:00:00 PM
Waukesha County Expo Center
Waukesha
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Spooky Space
10/17/2026, 4:00:00 PM
Horwitz-DeRemer Planetarium, Retzer Nature Center
Waukesha
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Spooky Mosaic Workshop
10/17/2026, 6:00:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Pretty in Pink Pumpkins – Paint & Sip
10/17/2026, 9:00:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Desolate Acres
10/18/2026, 12:00:00 AM
Waukesha County Expo Center
Waukesha
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Tombstone Trot
10/18/2026, 1:30:00 PM
Prairie Home Cemetery
Waukesha
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Pumpkin Cuddles Paint & Sip
10/18/2026, 8:00:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Grave Tales
10/23/2026, 10:00:00 PM
Prairie Home Cemetery
Waukesha
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Creepy & Kooky Paint & Sip
10/23/2026, 11:30:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Desolate Acres
10/24/2026, 12:00:00 AM
Waukesha County Expo Center
Waukesha
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Halloween Hop
10/24/2026, 3:00:00 PM
Waukesha Public Library
Waukesha
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Downtown Waukesha Trick-or-Treat Hosted by the WDBA
10/24/2026, 6:00:00 PM
Downtown Waukesha
Waukesha
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Boo-loon Bash – Paint & Sip
10/24/2026, 9:00:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Night at the Museum
10/24/2026, 11:00:00 PM
Waukesha County Historical Society & Museum
Waukesha
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Desolate Acres
10/25/2026, 12:00:00 AM
Waukesha County Expo Center
Waukesha
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Midnight Bloom – Paint & Sip
10/25/2026, 12:30:00 AM
Stroke of Genius Paint Wine Studio
Waukesha
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Spooky Shuffle/Jam Night
10/25/2026, 1:00:00 AM
Waukesha Skateland
Waukesha
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Mummy Meow Paint & Sip
10/25/2026, 6:00:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Prickly Bones & Blooms Paint & Sip
10/25/2026, 9:00:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Episode 17- Dracula The Count is expecting you!
10/26/2026, 10:30:00 PM
Mia's
Waukesha
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Sugar Cookie Decorating - October
10/26/2026, 11:00:00 PM
Chef Pam's Kitchen
Waukesha
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Graveyard Groove Music Bingo
10/26/2026, 11:00:00 PM
Raised Grain Brewing Company
Waukesha
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Teen Halloween Party
10/27/2026, 11:00:00 PM
Waukesha Public Library
Waukesha
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Halloween: Celestial Origins
10/28/2026, 4:00:00 PM
Horwitz-DeRemer Planetarium, Retzer Nature Center
Waukesha
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Hallowtide Fest
10/30/2026, 10:00:00 PM
Corpus Christi Parish - St. Mary's Church
Waukesha
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Witch Hat & Wine Tasting Paint & Sip
10/30/2026, 11:30:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Desolate Acres
10/31/2026, 12:00:00 AM
Waukesha County Expo Center
Waukesha
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The Taxmen Halloween Show
10/31/2026, 12:00:00 AM
Let It Be
Waukesha
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Spooky Space
10/31/2026, 4:00:00 PM
Horwitz-DeRemer Planetarium, Retzer Nature Center
Waukesha
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City of Waukesha Halloween Trick-or-Treat
10/31/2026, 10:00:00 PM
Various Locations
Waukesha
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Halloween Paint & Sip
10/31/2026, 11:00:00 PM
Stroke of Genius Paint Wine Studio
Waukesha
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Desolate Acres
11/1/2026, 12:00:00 AM
Waukesha County Expo Center
Waukesha
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WAXED AFTER DARK: Halloween on Vinyl
11/1/2026, 12:00:00 AM
Waxed Vinyl Music Lounge
Waukesha
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Halloween Party at Backstreet Pub
11/1/2026, 1:00:00 AM
Backstreet Pub & Grill
Waukesha
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Halloween with Lucid @ Nice Ash
11/1/2026, 2:00:00 AM
Nice Ash Cigar Bar
Waukesha
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The Destination Halloween Party
11/1/2026, 2:00:00 AM
The Destination
Waukesha
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🍂 Fall Favorites
Scarecrows, pumpkins, harvest festivals, Oktoberfest celebrations and hand-picked autumn traditions.
Scarecrow Lane (Retzer)
Oct 15–Oct 31, 2026 • 17 dates
Ongoing seasonal series
Retzer Nature Center
Waukesha
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Painting Pumpkins with Police
10/17/2026, 6:30:00 PM
Frame Park
Waukesha
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Wauk-Tober Beer & Wine Walk
10/17/2026, 8:30:00 PM
Downtown Waukesha
Waukesha
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Harvest Market - Art and Craft Fair
10/24/2026, 3:00:00 PM
Waukesha County Expo Center
Waukesha
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Harvest Market - Art and Craft Fair
10/25/2026, 3:00:00 PM
Waukesha County Expo Center
Waukesha
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Hand-Cut Fall Pasta Making
10/29/2026, 11:00:00 PM
Chef Pam's Kitchen
Waukesha
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Everything Pumpkin Class
10/31/2026, 10:30:00 PM
Chef Pam's Kitchen
Waukesha
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