Downtown Middleton Sip & Stroll: Boos and Brews
WHEN:
October 1, 2026 @ 5:00 pm - 8:00 pm
WHERE:
- This event has passed.
This Sip & Stroll isn’t just about drinking — it’s also a celebration of community and culture. As you stroll from one tasting station to the next, you’ll have the opportunity to discover the unique flavors and personalities of Downtown Middleton’s vibrant local businesses.
How it Works
Participants must be 21 or older and present an ID to receive a wristband. Once they've picked up a wristband, glass and ticket, attendees can choose their own path along the walk, selecting which stops to visit from 5 - 8 p.m. Each stop will offer delicious food and a selection of beer and ciders to sample. It’s a personalized experience to enjoy to the fullest.
New this year is Boos and Brews Bingo! Each stop includes an opportunity to complete your card and turn it in for a chance to win prizes.
Tickets
Includes:
- Access to sip stops
- Keepsake glass
- Delicious apps and snacks at each stop
- Bingo Card (submit to win awesome prizes)
Pricing
Tickets cost $40 to join in on the boozy fun or $10 designated driver ticket. $1 of every ticket benefits Wayforward Resources.
Sip & Stroll Stops
- The Village Green
- National Mustard Museum
- John/Christine Designs
- Diny's Jewelers
- Longtable Beer Cafe
- Grape Water Wine Bar
- Poppy - Home& Gift
- Tradition Market
- Compadres Mexican
- Dan Olson Agency
- Taza
- The Regal Find
- Jason Thomas Homes LLC
- Crownstone Wealth Management
- Friends of the Middleton Public Library
- Riah Hair
- DG Beauty Salon
- Vanilla Bean
- Staybridge Suites
- Make-A-Wish
Photos
Lodging
Experience the fun of Sip & Stroll while staying conveniently nearby. Kick off the weekend early and book a stay at one of Middleton's nine hotels, all just five minutes or less from Downtown Middleton. For a prime location, consider Staybridge Suites, situated right in the heart of downtown.
New this year, DMBA has partnered with Sip & Stroll Stop Staybridge Suites to offer a discounted room rate for event attendees. BOOK HERE.
Area Map
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