Sip & Stroll

media release: Get ready to grab your flannel and explore Downtown Middleton for an evening of beer, cider, food samples, and fall fun at the Downtown Middleton Sip & Stroll: Boos and Brews on Thursday, October 1, 2026.

Organized by the Downtown Middleton Business Association, this year's Sip & Stroll invites guests to grab their favorite flannel, pick up their Boos and Brews Bingo card, and hit the streets of Downtown Middleton for an evening of local beer, cider, food samples, and fall fun. As guests stroll from business to business, they'll sample a variety of beers and ciders while working their way toward completing their Bingo card. Flannel is encouraged, Bingo is on, and a few prizes are up for grabs!

️ Tickets: $40 21+ Event. A check-in station will be set up at Stone Horse Green, 7550 Hubbard Avenue.

This year’s Downtown Middleton Sip & Stroll: Boos and Brews is proud to partner with Frank Beer Distributors, a Middleton-based, family-owned beer distributor that works with breweries and businesses throughout Wisconsin. Frank Beer brings its expertise and passion for beer to help make this year’s event a memorable experience for guests.

This year's event will also give back to the local community through a partnership with WayForward Resources. $1 from every ticket sold will be donated to WayForward, a local nonprofit working to create food security and housing stability. WayForward provides access to nutritious food for people throughout Dane County and offers housing stability support to help individuals and families remain in their homes.