Winterfest 2026 – Saturday, December 5th
3:30pm – 6:30pm
5:45pm Tree & Menorah Lighting @ Wood Square
Don’t miss this fun, family friendly event by taking a stroll around Shorewood to celebrate the Holiday season! Our annual Winterfest event, includes meet and greet with Santa at a variety of stops throughout the Village, a tree and Menorah lighting, cookie decorating and food & drink specials at local establishments! Our very own vintage sleigh will be riding around and bringing Santa to meet and greet at each of the stops below:
Shorewood Santa Stops:
3:30pm – Blackbear Children’s Boutique
4:15pm – Scout Wine Merchants & Stone House Collective
5:00pm – Draft & Vessel
5:45pm – Wood Square – Tree / Menorah Lighting with cookie decorating from Little Sprouts Play Cafe & Metro Market
6:15pm – Camp Bar Shorewood
Don’t forget to have the little ones write letters to Santa courtesy of Allstate – Andrew McCabe Agency (mailbox located outside of Foxhole Craft Beer Shop & Kitchen)!
Each Santa Stops has lots of treats and activities to enjoy:
- Beginning at 3:00pm, Blackbear Children’s Boutique will have craft time along with cookies & crafts to welcome Santa when he arrives at 3:30pm
- SCOUT Wine Merchants will be providing complementary pours of bubbles to anyone who stops by while Santa is at SCOUT and Stone House Collective will be serving hot chocolate across the way
- While at Draft & Vessel, grab a free hot chocolate or glass of mulled wine while waiting for Santa
- There is cookie decorating near the tree sponsored by Metro Market Shorewood with help from Little Sprouts Play Cafe
- Don’t forget to swing by Camp Bar Shorewood to close out the night
We look forward to a wonderful event with lots of joy and fun for everyone!