City Cast Madison logo
Advertisement image

What To Do in Madison in September 2026

Posted on September 1
Rob Thomas

Rob Thomas

A post for the theater show "Steady as She Goes" by Erica Berman. An illustration of a woman with blue flowing hair that looks like ocean waves.

The world premiere production of “Steady She Goes” comes to the Overture Center Playhouse Sept. 10-27. (Photo courtesy of Forward Theater Company)

🎭 It’s Theater-a-Palooza!

September means that local theater companies are kicking off their 2025-26 seasons, including a couple of world premieres. In the Overture Center Playhouse, Forward Theater Company has the world premiere of the lost-at-sea musical “Steady She Goes” (Sept. 10-27).

Forward Theater, who’s sponsoring our monthly guide this September, is giving City Cast Madison readers the chance to win free tickets to see “Steady She Goes”! Just head over to our Instagram page and enter!

Capital City Theatre brings “Where We Are” (Sept. 17-20), a musical inspired by the collection the Hand Drawn Map Association, to Overture’s Promenade Hall. The Bartell Theatre’s production of “Marjorie Prime,” (Sept. 18-26) about a woman who buys a robot version of her late husband, couldn’t be more timely in the age of AI angst. Edgewood University revives Moliere’s French comedy of manners “The Misanthrope” (Sept. 23-27) on its outdoor stage.

🎪 Everybody Is Invited to the Circus

It’s been a hard summer in Madison, and on the east side especially. But the neighborhood’s iconic and eccentric Willy Street Fair (Sept. 19-20) is a chance for the community to get together and get weird. In addition to several stages of live music and lots of food and drink, everybody is invited to dress up and march in the Sunday morning parade.

🍕 Hungry For a Festival?

Good things come in small packages (or small plates) at Taste of Madison on the Capitol Square (Sept. 5-6) with over 90 food vendors. True North Food & Music Festival (Sept. 26) at Warner Park will feature 17 restaurants and eight bands, including Nashville’s Langhorne Slim headlining.

🏮 Lanterns Light the Way

The Madison Water Lantern Festival (Sept. 12) features live music, food, and drink. But what sets it apart is the opportunity to decorate and personalize a lantern, either to remember a loved one or set an intention for the future, and release it on the water in a healing ceremony. Editor’s note: Water Lantern Festival is also a sponsor of City Cast.

A sign reads "Ironman Village"

IRONMAN Wisconsin returns to Madison on Sept. 13. (Rob Thomas / City Cast Madison)

💪 You Are Ironman

Push yourself to the limit (and support someone who is) at IRONMAN Wisconsin (Sept. 13). Athletes love coming to Madison not just because of the beautiful and challenging course that includes a downtown run, a hilly bike ride, and a swim in the lake, but because of the crowds cheering them on.

🎸 Because the Night Belongs to Patti

Rock icon Patti Smith has been in Madison before, but never like this. On Sept. 22 at the Orpheum Theater, Smith will tell stories and play songs inspired by her new memoir “Bread of Angels.” Ticketholders will get a free paperback copy of the book courtesy of A Room of One’s Own.

Share article

Hey Madison

Sign up for your free daily toolkit to get the most of the city you love.

Can't subscribe? Turn off your ad blocker and try again.

Madison's Best

See All
Madison's BestOctober 30

Our Favorite Photos of Your Pets in Their Halloween Costumes

Halloween is for everyone in Madison, that is why we are showing off our favorite pet halloween costumes.

A collage of pets in halloween costumes: Starting at the top right and going left to right across the top and then the bottom: a beagle in a ghost bandanna, a cavapoo as a pineapple and a hotdog, a cat dressed as a burglar, a bunny with red wings, a cat dressed as a rocker, a dog dressed as Waldo, a cat with a brewers helmet on, and a cat in a bee costume. All of these pets are very cute and against a blue background.
Madison's BestOctober 30

What To Do in Madison in November 2026

Discover the best things to do in Madison, WI this November - from cheering on your favorite sports team to celebrating your favorite pod...

A crowded bar with dim red lighting.
Madison's BestOctober 28

Halloween Costume Ideas That Just Scream Madison

Panicking about a last-minute costume? Discover 8 hyper-local Halloween costume ideas with a distinct Madison vibe, inspired by recent he...

A collage of costume ideas on a blue background.
Madison's BestOctober 21

UW-Madison’s ‘Inhumanities Building’ Inspires New Book

Discover the history and unique character of UW-Madison’s iconic "Inhumanities Building" in Doug E.L. Haynes’ new illustrated book. Explo...

Madison artist Doug E.L. Haynes, dressed in black, leans against a black metal railing in front of the Mosse Humanities Building at UW Madison, a light-colored brick building.
Madison's BestOctober 13

Practice Shelf-Care at the Wisconsin Book Festival

Discover your next great read at the 25th annual Wisconsin Book Festival Fall Celebration, Oct. 15-18. Enjoy free author events for all a...

A group of people browse a table of books in a bright sunlit space.
Madison's BestOctober 8

Your Favorite Spots To Meet Your Neighbors in Madison

City Cast Madison Neighbors share their favorite places in Madison.

Rolling green hills with wildflowers.
Madison's BestOctober 5

Where To Get Scared in Madison for Spooky Season

Looking for a scare this October in Madison? From horror movies to haunted forests and eerie ghost tours, here is your ultimate guide to...

A poster for "Jeckyll & Hyde" - a ballet dancer in black leaps in front of a foggy, London background.
Madison's BestOctober 1

What To Do in Madison in October 2026

Plan your perfect October 2026 in Madison! Check out the 25th Wisconsin Book Festival, cheer on the Badgers, tour haunted spots, and find...

City Cast Madison’s Hayley Sperling, Bianca Martin, Rob Thomas, and Jade Iseri-Ramos stand in front of a wooden arch-shaped bookcase that is holding books that will be featured at the Wisconsin Book Festival Fall Celebration.

The latest in Madison

Food & DrinkOctober 29

The Best New Restaurants in Madison

This month’s list of the area’s best new restaurants includes a new outpost for a wildly popular local pizza chain, a new sushi spot near...

On the left a photo of the exterior of Waltzing Matilda’s, which is blue with a pink door, on the right a photo of the interior bar which is well lit with mosaic tiling, and plenty of paintings on the wall.
Madison, ExplainedOctober 27

Will Wisconsin Get Toll Roads Someday?

Will Madison get toll roads? Democratic candidate David Crowley says he is open to Wisconsin toll roads, sparking quick backlash from Rep...

A highway with toll road signs on poles.
Madison, ExplainedOctober 22

Why Wisconsin Cheesemakers Worry About New USDA Rules

A surprise shift in federal grants threatens small Wisconsin dairy operations, prompting state cheesemakers and Senator Tammy Baldwin to...

A red barn that reads "got milk?" and several gray silos.
Madison, ExplainedOctober 20

Your Guide to the Fall 2026 Election in Madison

The big-ticket item on the Nov. 3 ballot for Wisconsin voters is of course the race for governor.

Two signs saying “Vote” outside of a doorway.
Madison, ExplainedOctober 19

Digging Up the Spooky History of Freakfest

Madison's Freakfest event ended several years ago, but its ghosts continue to haunt the city to this day. Here’s a look back at the good,...

A crowd of people, many in costumes, on a city street.
Food & DrinkOctober 15

What Do Madison Beer Drinkers Really Want?

Brewery owner Garth Beyer surveyed over 350 people about their beer and bar preferences. These are his takeaways about Madison's beer scene.

A man sitting in a chair pours beer into a glass.
Madison, ExplainedOctober 7

UW-Madison Professor Receives Nobel Prize in Physics

Discover the backstory behind UW-Madison professor Francis Halzen's Nobel Prize in physics for pioneering the IceCube Neutrino Observator...

An observatory at the South Pole. A metal structure sits on a desolate landscape with the cosmos above it.
Food & DrinkOctober 1

The Best Fall Drinks To Try in Madison

Looking for the perfect pumpkin spice or autumnal drink? Here is your guide to the best coffee shops and bars serving special fall bevera...

A group of multi-colored cocktails sit on a wooden bar.