November 15-16, 2025 & November 21-22, 2025
Downtown sturgeon bay
Sponsored by 96.7 WBDK — Celebrate the holiday season with TWO weekends packed full of festive activities!
Friday, November 21
5:30 pm | Unwrapping Windows Community Car Cruise
The car cruise begins at the Door County Fairgrounds, ventures left on Egg Harbor Road, proceeds down Jefferson St., turns left on 3rd Ave., turns right on Michigan Street, takes the Steel Bridge across to Madison Avenue, follows Green Bay road and then disbands at the Door County Cooperative parking lot.
Nov. 21-23 | Wilkins & Olander
Friday, November 21: 9:30am - 7:00pm | Saturday, November 22: 9:30am - 5:30pm | Sunday, November 23: 10:00am - 5:30pm
Bring 2 or more non perishable food donations and receive 25% off any ONE in stock item!
6:00 pm - 7:00 pm | Sturgeon Bay Schools Caroling along 3rd Ave.
6:00 pm - 7:00 pm | Live music in Community Foundation Square by Josh Gregory, Mike Raye, Hervy Hodges, & Paul Taylor, and warm up with hot chocolate from Door County Mobile Bar
7:00 pm | Annual Tree Lighting Ceremony at the Old Bell Tower in Community Foundation Square
Saturday, November 22
10:00 am - 3:00 pm | Holiday Market at Door County Gala
FREE admission to the craft & vendor Holiday Market. Shopping, food & fun!
11:00 am - 3:00 pm | Trailside Canteen Hot Chocolate Bar > Bay Shore Outfitters
Selling hot chocolate, apple cider, holiday treats and s'mores kits! Campfire on the patio along with Christmas by the Bay Sale!
11:00 am - 3:00 pm | Downtown Trolley Loops
Trolley Stops:
Artists Guild, Bliss, Door County Historical Museum, The Pearl of Door County, ARTicipation Studio & Gallery, and Bay Shore Outfitters
11:00 am - 2:00 pm | Santa Meet & Greet at the Door County Historical Museum
11:00 am - 3:00 pm | Shop Small, Sip Local
Shop Small, Sip Local Participants: The Naked Sheep Yarn Shop and Gift Boutique, Articipation Studio & Gallery, Bay Shore Outfitters, Plum Bottom Gallery, Cloud Nine Collective, Logan Creek Soap, Hey Daisy, Cornucopia Kitchen Shop, Wilkins & Olander, Bliss, The Pearl of Door County, Artist Guild and Destination Sturgeon Bay.
Tickets: https://www.zeffy.com/en-US/ticketing/shop-small-sip-local
*** Day Of Tickets WILL BE AVAILABLE. In Person Registration begins at the Destination Sturgeon Bay Welcome Center at 10:45am. **
Check-in location:
Destination Sturgeon Bay- 36 S. 3rd Ave. Sturgeon Bay
You must be 21+ to participate in the event.
Please be prepared to show your ID at check-in to receive your participant wristband.
Kick off the holiday season with joy and cheer – join us!