City Cast Madison logo

Your Guide to Greenbush

Posted on January 11, 2024   |   Updated on September 30, 2025
Hayley Sperling

Hayley Sperling

The Annie Stewart Fountain in the fall

The Annie Stewart Fountain is Madison's oldest piece of public art. (Richard Hurd / Flickr)

There’s a lot of history in the Greenbush Neighborhood. Once called "Madison's Ellis Island," the near-West Side neighborhood was once a melting pot of cultures known for its large populations of Italian, Jewish, Black, Albanian, and German immigrants.

In the 1960s, the city razed more than 233 residential buildings and 33 commercial and industrial structures in the neighborhood as part of an “urban renewal” plan. But ultimately, the move displaced more than 1,100 people.

Today, the neighborhood is experiencing a modern revival. It can be seen in the redevelopment of five public housing sites known as “the Triangle,” and the arrival of businesses that honor the neighborhood’s diverse roots.

To learn more about today’s Greenbush, we caught up with Samuel Brown, a neighborhood resident and the owner of Leopold’s Books Bar Caffe and Fabiola’s Spaghetti House and Deli. He’s also the board chair of Neighborhood House Community Center, which has served the community since 1916.

Here are his neighborhood recommendations, some answers have been edited for length and clarity.

Have a drink and grab a bite

Although technically just outside the Greenbush Neighborhood, Greenbush Bar in the basement of the Italian Workmen's Club is a neighborhood gem. Their super thin-crust pizza has a cult following, and they have always had one of the best bourbon selections in the city. Their basement space with its art deco bar, wood paneling, and Christmas lights feels cosmopolitan in a way few spaces in Madison feel.

The Mason Lounge offers an excellent selection of craft beer and cocktails in a delightfully eclectic and intimate space. The patio in the back, shielded from the sun by massive grape vines, might be one of Madison’s best hidden outdoor drinking spaces.

Cordial in the old Rustic Tavern space on Park Street serves delicious cocktails. It was wonderful to see the current owners breathe new life into an old Park Street institution.

It feels a little uncouth to include your own restaurants in a “Best Of” list but oh well. Leopold’s Books Bar Caffe: a combination bookstore with 5000 titles, cocktail bar and espresso bar, open morning to midnight seven days a week on Regent. Next door is our restaurant Fabiola’s which is our tribute to the traditional red sauce restaurants that once graced Madison’s historic Greenbush Neighborhood.

What to do and see

My favorite neighborhood activity is simply walking the neighborhood, especially its alleyways and sitting in Klief Park in the shadow of Saint James church. I adore all the life and activity that you can witness in the neighborhood, especially in the fall, when students are back, and the UW is in full swing; the neighborhood just percolates with activity.

On the southern border of Greenbush Neighborhood sits the Annie Stewart Fountain overlooking Lake Wingra. Although the fountain is in a state of seemingly permanent disrepair the view of Wingra and the arboretum is one of the best in Madison.

Map of greenbush

The Greenbush neighborhood is bordered roughly by West Washington, Park and Regent Streets. (City of Madison)

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, ExplainedSeptember 28

What To Know About The Proposed BECI Transmission Line

The 190-mile BECI high-voltage transmission line aims to secure Wisconsin’s grid, but locals and the Dane County Board are demanding dela...

Two large electric towers stand next to a white house.
Food & DrinkSeptember 24

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...

People eating at booths in a restaurant with a glassed-in kitchen at the rear.
Madison's BestSeptember 23

‘Park People’ Will Satirize Madison’s Protest Culture

Madison filmmaker Corey Holl launches a crowdfunding campaign for his new political satire, "The Park People." Explore the proof-of-conce...

Two production staff members on the left hold equipment and a microphone for two actors sitting on a park bench being filmed.
Madison, ExplainedSeptember 22

Know the Constitutional Amendments On Your Fall Ballot

Wisconsin's Nov. 3 election features key governor and legislative races—plus three Republican-backed constitutional amendments. Learn wha...

Multiple red, white, and blue "I Voted" stickers are scattered on a white table.
Madison, ExplainedSeptember 21

Big Changes Planned For Madison’s Breese Stevens Field

As Breese Stevens enters its second century, its owners plan to increase the number of concerts and events. But some neighbors of the fie...

A band playing on an outdoor stage in front of an audience.
Madison, ExplainedSeptember 15

The House on the Rock Is Even Weirder Than You Think

Located about an hour west of Madison, The House on the Rock is one of Wisconsin's most infamous, and certainly oddest, tourist attractio...

People in a narrow room covered in glass.
Madison, ExplainedSeptember 15

How To Guard Against Ticks in Wisconsin This Fall

Tick season isn't over yet. Learn what to expect from fall tick activity in Dane County and get expert tips on how to protect yourself an...

A close-up photo of a small eight-legged insect on a human arm.
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