City Cast Madison logo

Madison’s Best: Your Guide To August 2026 in Madison

Posted on July 31
Jade Iseri-Ramos

Jade Iseri-Ramos

The City Cast Madison team stands in front of a pop-up tent at the 2025 Magic Pride Festival.

Come say hi to the City Cast Madison team at the Magic Pride Festival on Aug. 16. (Hayley Sperling / City Cast Madison)

🌈 August Is Pride Month in Madison

The local LGBTQ+ nonprofit OutReach will hold its annual Magic Pride Festival on Aug.16 at Warner Park. You can expect drag performances, rainbow swag, and tons of vendors. Plus, we’ll have a tent so come say hi and grab a sticker!

🤣 Laugh For a Week Straight

Madison Comedy Week is Aug. 3 through Aug. 8. There will be more than 25 shows across nine venues featuring local and touring comedians, and all ticket prices are $15 (plus fees) or less. It’s a great way to see all the comedy gold the city has to offer.

🍻 Pregame the Great Taste of the Midwest

I’ve never been motivated enough to snag tickets to the Great Taste of the Midwest, but it’s a big deal. Tickets for the Aug. 8 event are long sold out, but don’t fret because several local spots are hosting Great Taste Eve parties on Aug. 7. There are seriously so many parties that I’m not going to even try to list them!

👂 A Bouquet For Your Ears

Olbrich Botanical Garden will undergo a sonic transformation for the NeuroArts Festival on Aug. 14 and Aug. 15. The installation is curated by composer JG Everest and organized by the community curation project LAB^4 at Arts + Literature Laboratory. Small speakers will be placed throughout the garden, each playing a different portion of the same song while musicians from the Free Range Orchestra roam through the garden and play along. This is a free event, though there are a few workshops that require registration.

The members of the band Dogstar.

Dogstar, featuring Keanu Reeves on bass, plays The Sylvee on Aug. 29. (Q Prime Management)

🎸 Whoa! Keanu’s Coming to Madison?

When he’s not dispatching bad guys as John Wick or traveling through time as one-half of Bill & Ted, Keanu Reeves plays bass with his band Dogstar. Dogstar is coming to Madison to play The Sylvee on Aug. 29, with The Backfires opening.

🎶 Keep the Festivals Going

Summers in Madison are full of neighborhood festivals and the fun continues into August. This weekend is the bluegrass-centered Sugar Maple Fest at Lake Farm County Park. The weekend of Aug. 15 is a busy one with Eken Park Fest on Saturday, Africa Fest on Saturday and Sunday, and Magic Pride on Sunday. If you love corn, the annual Sun Prairie Corn Festival runs Aug. 19 through Aug. 23. And the month wraps up with the Orton Park Festival on Aug. 28-30.

🏳️‍🌈 ‘Trevor’ is Forever

“Trevor: The Musical” is an LGBTQ+-themed musical about Trevor Nelson, navigating life at a suburban high school in 1981 while dreaming of a life in showbiz. Music Theatre of Madison is putting on the Wisconsin premiere of the play from Aug. 14-22 in the Overture Center Playhouse, MTM’s first-ever Overture show in its 20 years.

💟 Stay Informed

For even more events, you can always keep up with what’s going on in Madison with our events calendar. (If you’re a Neighbor, you get a special events newsletter every week!)

Share article

Hey Madison

Stay connected to City Cast Madison and get ready to join the local conversation. Sign up for the newsletter and follow us on social.

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

Madison's Best

See All
Madison's BestNovember 12

Where To Buy Locally-Made Gifts in Madison

Discover the best upcoming holiday markets in Madison featuring unique gifts from local artisans and vendors for everyone on your list.

Shoppers peruse an indoor market in a room with a red floor.
Madison's BestNovember 10

How To Honor Veterans Day in Madison

Wisconsin is the only U.S. state that doesn't recognize Veterans Day as a state holiday. Discover why it isn't an official state holiday,...

People in historical outfits parade on a street waving flags.
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.

The latest in Madison

Madison NewsNovember 9

What Dems Want To Do With Their New Legislative Trifecta

With full control of the state government for the first time since 2010, Wisconsin Democrats prioritize lowering costs, increasing educat...

Bronze statue with one arm raised in front of the Wisconsin State Capitol
Food & DrinkNovember 5

The Best Breakfast Sandwiches in Madison

Madison restaurants have tons of options for a great breakfast sandwich in town, whether you want a quick grab-and-go sammie from Bagels...

An egg, bacon and spinach sandwich on a white table.
Madison NewsNovember 4

All the Latest Results From Election Day

Find Election Day results, vote counts, and race outcomes for key Madison races.

A man speaks at a microphone in front of a blue backdrop
Madison, ExplainedNovember 3

It’s Election Day! Here’s What You Should Know

Voting occurs on November 3, 2026. Find Madison polling locations and where to look for results.

Two photos of men in blue Milwaukee Brewers gear talking into microphones.
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.