Stroll through Downtown Waupun, sip and sample a variety of wines at participating businesses, and kick off the holiday season in style. Gather your friends, enjoy the festive atmosphere, and explore the shops downtown as you sip your way into the holidays. Embrace the crisp fall air and kick off the holiday season with a delightful afternoon of wine tasting, festive cheer, and unbeatable shopping deals. 

Sip & Stroll: Enjoy a variety of exquisite wines as you meander through our charming downtown area. Each participating business will offer unique tastings, perfect for finding your new favorite vintage. 

Holiday Specials: Explore the local shops and discover exclusive sales and holiday promotions as businesses celebrate the upcoming Christmas season. It’s the perfect opportunity to get a head start on your holiday shopping and find one-of-a-kind gifts! Don’t miss this chance to experience the magic of the holiday season with a touch of elegance and fun. Gather your friends, dress in your cozy fall attire, and get ready to sip, shop, and celebrate!

See you there!