Seasonal & Holiday in Madison, WI
Upcoming seasonal & holiday events.
AllConcerts & Live MusicTheater & Performing ArtsComedyFestivalsExhibitions & ArtMuseums & HeritageFood & DrinkMarkets & FairsSports & FitnessFamily & KidsNightlife & ClubbingHiking & OutdoorsWorkshops & ClassesTalks & LecturesMovies & FilmCommunity & SocialBusiness & NetworkingWellness & MindfulnessSeasonal & HolidayLiteraryLGBTQ+Speed Dating & SinglesConferences & SummitsGamesEsports
FreeFri, Oct 16 · 5:30 PM
Fall Fest
Aldo Leopold Nature Center
Free
Sold outFri, Oct 16 · 8:00 PM
WDT FALL CRAWL '26
The Double U
$23 +
FreeFri, Oct 23 · 6:30 PM
Halloween Hootenanny!
William G. Lunney Lake Farm County Park
Free
FreeSat, Oct 24 · 10:00 AM
Sensory Friendly Open House Halloween Party
135 Enterprise Dr
Free
FreeSat, Oct 24 · 10:00 AM
Spooktacular Savings: Halloween Sale | SkipperBud’s Madison
SkipperBud's Madison
Free
Sat, Oct 24 · 10:00 AM
11th Annual Halloween Tricks and Treats Scramble
Odana Hills Golf Course
$485.30 +
Sat, Oct 24 · 3:00 PM
Wine & Halloween Candy Pairing!
WineStyles Tasting Station - Sun Prairie
$40.81 +
Sat, Oct 24 · 4:00 PM
Madison Halloween Pub Crawl
Cask & Ale
$18.89 +
FreeSun, Oct 25 · 11:00 AM
KW Madison 6th Annual TRUNK or TREAT!
Keller Williams Madison
Free
FreeSun, Oct 25 · 1:00 PM
Hilldale-O-Ween
Hilldale Shopping Center
Free
FreeTue, Oct 27 · 6:00 PM
Horror Movie Trivia
WineStyles Tasting Station - Sun Prairie
Free
FreeWed, Oct 28 · 5:00 PM
Trunk or Treat @ The Learning Experience Middleton
652 Burnt Sienna Dr
Free
FreeThu, Oct 29 · 4:00 PM
TLE Fitchburg Trunk or Treat
2605 Research Park Dr
Free
FreeThu, Oct 29 · 5:00 PM
Into the Mystic -Downtowners Annual Halloween Party 2026
Red Rock Saloon
Free
Thu, Oct 29 · 7:30 PM
The Fright Crawl | Madison Halloween Bar Crawl 2026 | Thurs, Oct. 29
TBA
$17.79 +
Fri, Oct 30 · 6:00 PM
Halloween Eve Bar Crawl 10/30 - MADISON (Downtown)
Whiskey Jack's Saloon
$19.88 +
Fri, Oct 30 · 7:30 PM
The Fright Crawl | Madison Halloween Bar Crawl 2026 | Fri, Oct 30
TBA
$17.79 +
FreeSat, Oct 31 · 10:00 AM
Kids' Mini Pumpkin Painting & Free Cocoa at Grace Coffee! ☕
Grace Coffee McFarland
Free
FreeSat, Oct 31 · 10:00 AM
Fall Festival and Trunk or Treat
240 Enterprise Dr
Free
FreeSat, Oct 31 · 10:00 AM
Dave and Buster's Halloween
Dave & Buster's Madison
Free
FreeSat, Oct 31 · 1:00 PM
Jannah Village Halloween Bash 2026
Jannah Village Apartments
Free
FreeSat, Oct 31 · 1:00 PM
Cultivate Change Presents Treats Traditions & Togetherness
4710 E Broadway
Free
Sat, Oct 31 · 1:00 PM
The Fright Crawl | Madison Halloween Day Bar Crawl 2026 | Sat, Oct 31
TBA
$17.79 +
Sat, Oct 31 · 3:00 PM
Madison Halloween Bar Crawl 2026
Cask & Ale
$16.84 +