Celebrate Art, Comedy, and Culture This Weekend!

Week of May 29th

Madison’s weekend lineup: women in the arts, standout comedy, and cultural celebrations from Ireland to Italy (with a nod to American spirits, too).

Want more great events? We’re sharing loads of them in our Stories. Connect with us on Instagram at welovemadisondotcom

Celebrate Women in the Arts

Date: May 28 - June 1
Time: Multiple Times
Location: Multiple Locations
Price: Free and Ticketed Events ($15-$30)

Join LunART in celebrating women in the arts this week at the LunART Festival 2025.

This year’s festival, “Her Legacy, Our Voice,” features a variety of great events, from panel discussions on women in the arts to great concert performances at the WYSO Center!

Comedy on State

Date: May 29 - May 31
Time: Multiple Times
Location: Comedy on State
Price: $31-$77

Jiaoying Summers has been going viral and selling out shows worldwide. From her “Uber Karen” sketches to her wildly popular podcast, Jiaoying has found a way to connect with folks across continents. Now she’s bringing her show to Madison.

See a Comedy Legend!

Date: Friday, May 30
Time: 7pm and 9:30pm
Location: Overture Hall at The Overture Center
Price: $70-$400

What’s the deal with comedy legends coming to Madison? 

That’s right, Jerry Seinfeld’s coming to town TOMORROW night. Tickets are going fast, but there’s still time to reserve a spot.

Lift Your Spirits

Date: Saturday, May 31st
Time: 2pm-6pm
Location: Breese Stevens Field
Price: $75-$92

If you love spirits, mark your calendar — Distill America 2025 is happening this weekend. 

With over 80 distilleries from across the country, and plenty of other food and festivities, this will be a great way to drink away a Saturday! 🍸🥃

In The Year 2000

Date: Saturday, May 31
Time: 9pm
Location: The Majestic
Price: $19

Walk down State Street these days and it’s hard to tell if it’s 2025 or 2005 — cargo pants, trucker hats, tracksuits… the early 2000s are so back.

Why not lean in and live your Y2K dreams at the Majestic’s 2000s Night? Whether you're belting Britney or losing yourself to Eminem, it’s gonna be a blast.

Quick Hits!

With so many events happening throughout Madison, we definitely can’t catch them all. Here are some other fun ones on our radar:

General Events:

🇮🇪 Madison Irish Fest, Multiple Locations, 5/30-6/1
🇮🇹 Festa Italia Fitchburg, McKee Farms Park - Fitchburg, 5/31-6/1
🛍️ Atomic Antiques Flea Market & Sale, Atomic Antiques, 5/31-6/1

Sports:

 Madison Mallards v. Fond du Lac Dock Spiders, The “Duck Pond” at Warner Park, 5/29, 6:05pm
 Madison Mallards v. Battle Creek Battle Jacks, The “Duck Pond” at Warner Park, 5/30, 6:35pm
Madison Mallards v. Battle Creek Battle Jacks, The “Duck Pond” at Warner Park, 5/31, 6:05pm

Reminder that we still want to hear from you with your favorite weekly events. From open mic nights to jazz jams to free kid meals Tuesdays… we want them all!

Event details can change — we recommend calling ahead or checking online to confirm times, prices, and availability.

See you out there, Madison!
— Team We Love Madison

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