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SAT · DEC 5 · 2:30 PM – 5:30 PM

Winterfest with Tree & Menorah Lighting

ft. Santa

Walker Square· 1031 S 9th St

Meet Santa around Shorewood and enjoy festive treats and crafts at Winterfest.

Part I

The details

About this event

Winterfest in Shorewood is a delightful way to embrace the holiday spirit with the whole family. This free event offers a unique opportunity to explore the village while enjoying seasonal activities. Santa will be making appearances at various local spots, where you can indulge in complimentary treats and crafts. The highlight is the tree and Menorah lighting at Wood Square, complete with cookie decorating.

As you wander through Shorewood, enjoy the festive atmosphere with hot chocolate, mulled wine, and plenty of holiday cheer. The event is designed to bring the community together, offering a warm and welcoming environment for all ages. Don’t forget to have the kids write letters to Santa and drop them off at the designated mailbox.

From the organizer

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
Shorewood Business Improvement District (BID)

Getting in

  • Free — Just Show Up
  • Drop in anytime — no commitment needed

What's It Actually Like?

Energy3/5
ZenMosh Pit
Family ChaosFestival EnergyChill
Craft BeerFoodie
Loud

Who'll Be There

Families with young children, local residents, community members looking to celebrate the holiday season, and likely some older adults enjoying the festive atmosphere.

How the Room Feels

Unpredictable volumeLow lightStanding room

What You'll Leave With

A memory

Part II · The feel

How it feels

The details organizers don't always put in the description — pulled from the room, the crowd, and what people remember afterward.

The room

Dim room. Dress for mood, not for reading a program.

Unpredictable volumeLow lightStanding room

You'll leave with

A memory

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