2020 Fall Events in Madison

Joe Marks
Published on September 9, 2020

2020 Fall Events in Madison

September 12-November 1 | Enchanted Valley Acres | Cross Plains
Looking for one of many classic fall events in Madison?  Pick out the perfect pumpkin, find your way through the corn maze, and eat all things fall at Enchanted Valley Acres in Cross Plains.

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Photo courtesy of TripAdvisor.com

September 19-November 1 | Schuster’s Farm | Deerfield
Schuster’s Farm in Deerfield is well worth the short drive from Madison.  With a giant corn maze, a pick your own pumpkin patch, playgrounds, a petting zoo, and a pumpkin cannon what’s not to like at one of the most quintessential fall events in Madison?!?  Visit anytime from September 19th – November 1st for tons of activities. From the pumpkin patch to the haunted forest, Schuster’s has it all!

October 3-October 25 | Eugster’s Fall Weekends | Stoughton
Embrace all fall has to offer at yet another of the amazing fall events in Madison. Pick apples, pet farm animals, or take a hayride this year at Eugster’s farm Fall Festival Weekends.

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Photo courtesy of Eugsters.com

CANCELLED | Verona Fall Fest | Hometown USA Festival Park
Head to Verona this fall for a festival in the park.  Listen to live music, sip a beer, and watch as the kids bob for apples.  One of the many fall events in Madison that is fun for the whole family!

October 3 | Fall Village Vintage Market | Mount Horeb
A true Norwegian celebration, visit Mount Horeb’s Fall Heritage Fest and browse work from local artists, grab some of the summer’s last fresh vegetables at the farmer’s market, or take the kids on a buggy ride through downtown. Tickets must be purchased in advance. See you out there!

CANCELLED | Oak Bank Great Pumpkin Giveaway | Fitchburg
Come pick up your pumpkins at this year’s Annual Oak Bank Great Pumpkin Giveaway, one of our favorite FREE fall events in Madison.  Take part in many different kids activities or meet your favorite mascot. Plus, enjoy refreshments while the kids bounce the afternoon away in the inflatable bouncer!

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Photo courtesy of VisitMadison.com

October 11 | Trick or Trot 5K Run/Walk | Franklin Elementary School
Enjoy this one of a kind family race, another of the perfect fall events in Madison!  This year, the Trick or Trot 5K features an 80’s vs 90’s theme so break out your best decades costume!  Due to concerns over the Covid-19 pandemic, this year the race will be run in person and virtually. With limited a limited number of in-person spots available, be sure to register soon! Bring the kids, bring the dog, and enjoy a fun family activity this fall.

CANCELLED | UW Homecoming | Downtown Madison
Whether you’re a proud University of Wisconsin alumni or just an avid Badger fan, UW Homecoming weekend is a one of the biggest fall events in Madison and a great way to celebrate all things Madison. Eat up at the Friday Night Fish Fry, take in the Homecoming Parade, or show your red and white at the Homecoming Block Party. Finish the weekend with a Badger win as they take on Illinois at Camp Randall.

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Photo courtesy of Jeff Miller/UW-Madison

CANCELLED | Haunted Hustle | KEVA Sports Center
Looking for even more fall events in Madison?  Check out the Haunted Hustle. Take part in one of several races including the kids fun run, the 5K or 5K Stroller Derby, or show your stamina in the 10K or Half Marathon.  Plus, complete the Spooky Duo by running the 5K on Saturday and either the 10K or Half Marathon on Sunday.

CANCELLED | Downtown Madison Family Halloween | Capitol Square
Celebrate Halloween with your kids at one of the most fun fall family events in Madison.  Trick or treat at over 75 participating businesses or take in a special Kids in the Rotunda show at the Overture Center.  As if this wasn’t enough, take a hayride around Capitol Square, make some crafts, hear a spooky story, and sing some Halloween songs at this year’s event.

CANCELLED | Fall Fest | Aldo Leopold Nature Center
For the nature lovers, this Halloween celebration is one of the can’t miss fall events in Madison.  Conduct science experiments, hike the torch lit trails, roast marshmallows, and see real live nocturnal creatures at this year’s Fall Fest at Aldo Leopold Nature Center.

CANCELLED | Freakfest | Capitol Square
Looking for the grown up version of a Halloween celebration?  One of the few adults only fall events in Madison, Freakfest, is your ticket! This Halloween music festival features several different bands on 3 different stages.  Whip up your most creative Halloween costume, grab some food on State St. and enjoy this live music event!

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Photo courtesy of The Badger Herald

CANCELLED | Halloween at the Farm | Schumacher Farm Park
Bring the family to the farm this Halloween for a fun outdoor celebration.  Meet your favorite characters, roast s’mores over the campfire, or take a spooky hayride.  Whatever you choose to do at Schumacher Farm, you’re sure to have fun at one of the most traditional fall events in Madison!

CANCELLED | Madison Marathon | Capitol Square
One of the most prestigious fall events in Madison, the Madison Marathon, allows you to run through some of Madison’s most iconic areas of the city.  Don’t want to run? No problem! Cheer these amazing athletes on from the sidelines of this gorgeous route around our beautiful city.

November 26 – VIRTUAL EVENT | Berbee Derby | Fitchburg
Before you enjoy that amazing Thanksgiving meal, get out and run the annual Berbee Derby.  Take part in this rich Madison tradition to start your holiday season off on the right foot. Don’t miss out on one of the most exciting fall events in Madison!

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Photo courtesy of RunSignUp.com

November 26 | Festival Foods Turkey Trot | Warner Park – Duck Pond Baseball Stadium
Wrap up your schedule of fall events in Madison with another opportunity to embrace a guilt-free Thanksgiving dinner. The Festival Foods Turkey Trot is a fun way to start off this special day.  Choose from a few different race options, including a 2-mile dog jog!