City Cast Madison logo

Meet the Pop-Up Dinner Party Madison Loves

Posted on March 7, 2024   |   Updated on September 30, 2025
Hayley Sperling

Hayley Sperling

Kaitlin Sherman and Nikki Hageman

Kaitlin Sherman and Nikki Hageman are the creative duo behind the hot “Don’t Cook For Cowboys” pop-up dinner parties. (Monica Radtke)

City Cast

The Pop-Up Dinner Party that Madison’s Crushing On

00:00:00

What started as a small passion project for two Madison women has turned into a dinner party for the city.

Kaitlin Sherman and Nikki Hageman were both going through breakups during the onset of the COVID-19 pandemic. During that time, the two were introduced to each other via mutual friends and began hosting lavish dinner parties for themselves. Both searching for community in a newfound stage of life, their dinner parties soon expanded to include friends and family — and then kept going.

“It just kind of evolved. It got rolling and had a snowball effect and has now become what it is,” Hageman recently said on the City Cast Madison podcast.

Their parties are now a full fledged business dubbed Don’t Cook for Cowboys and are popping up across the Madison area.

The two curate everything for the events. The tableware is thrifted, the decorations are painstakingly on theme, and every dinner typically starts with a toast and a shot of Fernet-Branca.

But aside from those traditions, the parties are what the guests make of them. There are no seating assignments and guests are encouraged to take part in a moment of mindfulness to conceptualize their own vision for the night.

“Comfort comes from discomfort,” Sherman said.

When it comes to the food, the two team up with local chefs to serve a multi-course meal. Sometimes that’s an elevated take on a spaghetti dinner, sometimes it’s a rodeo disco brunch.

Either way, people are loving it and events — which draw guests from their 20s to their 70s — typically sell out.

When’s the Next Party?

Don’t Cook for Cowboys has two events coming up in April. The first is April 7 in Spring Green and the second is April 24 at Pasture and Plenty (who is a 2024 James Beard nominee for outstanding hospitality, so you know it’s going to be great).

For the latest details on upcoming events, follow Don’t Cook for Cowboys on Instagram.

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.

Neighborhood Guides

See All
Neighborhood GuidesJune 15

Take a Look Inside the Center for Black Excellence and Culture

The Center for Black Excellence and Culture opened its doors last month to much fanfare. The $32 million facility is envisioned as a hub...

The interior of a building with white walls and a polished floor.
Neighborhood GuidesMarch 4

Your Guide To Madison’s Sister City of Camagüey, Cuba

Madison has had a decades-long relationship with its sister city of Camaguey, Cuba. Here's what to know about the country's largest inte...

A cityscape with brown roofs.
Neighborhood GuidesJanuary 28

Uncovering Madison’s Kinky Past

For Valentine's Day, take a deep dive into the kinky history of Madison, from the Hotel Washington to the Cardinal Bar to Madison's now-d...

A room with red lights and a giant "X" scaffold.
Neighborhood GuidesAugust 18, 2025

Your Guide to Madison’s Sister City of Vilnius, Lithuania

But for today’s Sister City feature on Vilnius, Lithuania, I have some expert help.

A man in a hat sitting on a pink bench in a city square.
Neighborhood GuidesJuly 23, 2025

Your Guide To AtwoodFest, Madison’s SASY-est Festival

Since 1982, AtwoodFest has celebrated the spirit of Madison's east side SASY neighborhood and raised money for good causes. This year's f...

A group of people dancing outdoors.
Neighborhood GuidesJuly 9, 2025

Your Guide to Madison’s Sister City in Obihiro, Japan

One of Madison's sister cities is Obihiro, located on the island of Hokkaido in Japan. The city has a lot that will be familiar to visito...

A small train station in a snowy landscape.
Neighborhood GuidesJune 4, 2025

Check Out Madison’s Black Business Hub

The Black Business Hub opened last summer to support and accelerate minority-owned businesses, and new ventures are constantly opening in...

A large space with floor to ceiling windows and orange chairs.
Neighborhood GuidesMay 20, 2025

Jade’s One-Day Getaway: Dr. Evermor’s Forevertron

In our new feature, City Cast Madison producer Jade Isere-Ramos takes us on a road trip to check out a popular attraction near Madison. T...

A series of metal sculptures in a park.

The latest in Madison

Madison NewsSeptember 14

How the Historic Meta Settlement Will Impact Wisconsin

Get the details on Wisconsin’s $200M share of the historic $17B Meta settlement as Attorney General Josh Kaul joins City Cast Madison to...

Wisconsin Attorney General Josh Kaul stands at a podium
Food & DrinkSeptember 10

How the Essen Haus Has Avoided the Wrecking Ball...So Far

Celebrate Oktoberfest 2026 at Madison's iconic Essen Haus on Saturday, Sept. 12! Enjoy a full day of live indoor/outdoor music, German be...

The front of The Essen Haus - a grey building with gold trim. The restaurant sign is pink.
Madison NewsSeptember 9

How the U.S.-Canada Trade War Could Hurt Wisconsin Farmers

Canada has retaliated with $20 billion in tariffs against the U.S. following a breakdown in trade talks. Here is how these new trade barr...

a brown cow looks out through a holding pen.
Madison's BestSeptember 8

Ann Garvin Has a Surprise in Store For Her Readers

Madison author Ann Garvin shares her glee in throwing readers a curveball with her poignant, messy new novel, hitting stores September 8.

Author Ann Garvin poses in front of a red wall.
Food & DrinkSeptember 3

Where To Eat Halal in Madison

Madison’s first-ever Halal Restaurant Week runs Sept. 4-13. Discover local restaurants offering special menu options prepared in accordan...

A plate of meat and vegetables.
Madison's BestSeptember 1

What To Do in Madison in September 2026

Discover the best things to do in Madison, Wisconsin, in September 2026! From vibrant fall festivals to concerts and athletic events, pla...

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.
Madison, ExplainedAugust 31

How Voit Farm Will Transform Madison’s East Side

For 160 years, the 65-acre Voit Farm was a Madison fixture. Explore the ambitious new redevelopment plan bringing hundreds of homes, gree...

Two large blue buildings under construction.
Food & DrinkAugust 27

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...

A blue bowl filled with a scallop tiradito.