Downtown Madison invites the community to “Play A Round Downtown” during Second Saturday: Masters in Madison—a fun and interactive way to shop, explore, and win! Guests can pick up a punch card from the Main Street Office and make their way through participating shops, collecting punches along the way. Once the course is complete, simply return the card by 4 p.m. for a chance to win a curated Madison Gift Basket.

Didn’t grab a punch card before starting your shopping adventure? No problem! Shoppers can bring their receipts to the Main Street Office when picking up a card, and punches will be added so no stops are missed.

While playing along, visitors can enjoy all that downtown has to offer, including the option to sip and stroll within the Open Container District with drinks available from local favorites like Amici and Madison Produce. It’s the perfect opportunity to gather with friends and family, support local businesses, and enjoy a lively day in charming downtown Madison.

Please note: Limit one punch card per person.