Pleasanton Downtown Association's Spirit and Sweater Stroll 2026

It's about to get UGLY at Downtown Pleasanton's Spirit & Sweater Stroll. Stroll to 15+ locations sampling cocktails along the way! Downtown Pleasanton Spirit and Sweater Stroll Join us for a fun-filled evening at the Spirit and Sweater Stroll on Saturday, December 12th, from 5-8PM! Get into the holiday spirit by wearing your favorite festive sweater and strolling through downtown Pleasanton. 15+ downtown locations are coming together to mix you up the perfect cocktail. You will check in at the Museum on Main where you will receive your event glass, wristband, and map. After that, you are free to stroll at your leisure to the different stops to taste different holiday spirits! Ticket includes: Event Glass, Wristband, Event Map, Drinks at each location. There will be plenty of photo ops along the way, capturing the joyful moments of this special event. So mark your calendars and get ready to spread some holiday cheer at the Downtown Pleasanton Spirit and Sweater Stroll! The event is rain or shine! Please check in at the Museum on Main by 7pm. Participating locations + food + drink menus coming!! Bonus stops along the way with more food! Must be 21+ to participate. Thank you to our Event Sponsor Hacienda Business Park.