First Friday on Monroe Street

1400-3600 Monroe Street 1400-3600 Monroe Street, Madison, WI, United States

Experience the magic of Monroe Street in Madison on the first Friday of each month from 4 to 7 p.m. Each month’s participating boutique shops and retail stores will be open later so you can enjoy all that this unique slice of Madison has to offer.

Free

Tandem Press Friday Jazz Series

Tandem Press 1743 Commercial Avenue, Madison, WI, United States

Tandem Press and the Jazz Studies Program at the UW–Madison Mead Witter School of Music presents the 2023-2024 Tandem Press Friday Jazz Series! Join them on May 3 from 5 to 7 p.m. for a free evening of live music featuring jazz students from the UW-Madison Mead Witter School of Music Jazz Program.

Free

Talk Derby To Me Kentucky Derby Party

The Iron Horse Hotel 500 W Florida St, Milwaukee, WI, United States

Join The Iron Horse Hotel on Saturday, May 4 from 2 to 7 p.m. for thier annual Talk Derby Party! Celebrate the 150th Kentucky Derby with a lavish party experience featuring additional bars, vendors, food, Mint Julep drink packages, VIP areas w/table service, live entertainment, jumbo screens showing the race and much more!

Free

Kentucky Derby Dinner Train

East Troy Railroad Museum 2002 Church Street, East Troy, WI, United States

All aboard! The Kentucky Derby Dinner Train departs the East Troy Depot on May 4 at 3:30 p.m., ensuring guests will be back to the Depot in time to watch the Kentucky Derby with their fellow passengers.

$109

May the Fourth Be with Circus

Madison Circus Space 2082 Winnebago St., Madison, WI, United States

Madison Circus Space hosts a very special Star Wars-inspired show […]

Event Series Madison Night Market

Madison Night Market

Capitol Square Capitol Square, Madison, WI, United States

Madison Night Market, now being held at Capitol Square for the 2024 season, is a celebration of Madison's unique and inspiring creative culture.

Free