Tosa Cookie Trail
Thursday, Dec. 3, 2026
4-8 pm
The Tosa Cookie Trail is back in 2026!
TICKETS GO ON SALE TUESDAY, OCTOBER 20 AT 10 AM
Walk the Tosa Cookie Trail on Thursday, December 3, during the Village Christmas Market.
At each stop along the trail, you'll collect a different delicious treat. Leave with a box of a dozen holiday-inspired sweets, provided by Black Twig Bakery, Tabal Chocolate, Breadsmith, and more.
Tickets will be for sale in our online shop beginning October 20. Don't delay—this event sold out quickly last year!
After you’ve finished the Cookie Trail, experience the joy of a traditional European holiday market at the Village Christmas Market. Wander, sip something warm, shop for something special, enjoy a beer and live music in our beer tent, and soak up the holiday spirit.
The Tosa Cookie Trail is an all-weather event and will take place regardless of conditions.
HOW IT WORKS:
1. Reserve your cookie box on our website starting on Tuesday, October 20. (You will choose a check-in time when you make your reservation.)
2. On Thursday, December 3, check in at the the Wauwatosa Historical Society’s Little Red Store, 7720 Harwood Ave., just south of the railroad tracks. You will receive your cookie box, a Tosa Cookie Trail map, and a complete list of the treats and their ingredients when you check in.
3. The trail begins at the Little Red Store! Follow the Cookie Trail map to collect delicious holiday-themed cookies and treats. You’ll get a different sweet treat at each stop along the way.
4. Visit all the stops on the Tosa Cookie Trail by 8 pm that day to collect your full box of treats. You will have a box of a dozen delicious holiday-inspired treats when you are done!
5. After you’ve completed the Cookie Trail, don’t forget to visit the Wauwatosa Christmas Market for live music, seasonal beverages, a curated artisan marketplace, and more!
COOKIE TRAIL TREATS WILL BE PROVIDED BY:
Black Twig Bakery
Breadsmith of Milwaukee
Buckatabon Tavern & Supper Club
Cafe Hollander
Tabal Chocolate
PARKING:
Two parking lots are immediately adjacent to our Cookie Trail check-in location at the Little Red Store:
• The Harts Mills Parking Lot
• The Harmonee Bridge Parking Lot
Both lots are located on Harwood Avenue south of the train tracks. Click here for directions.
In addition to those lots, there are 5 other FREE public parking lots within a five-minute walk of the center of the Village. Click here for a map and more details about parking.
ALSO HAPPENING THIS HOLIDAY SEASON IN THE VILLAGE:
November 28
Small Business Saturday
Throughout the Village
December 2-6
The Village Christmas Market
Harwood Ave. between Wauwatosa Ave. and State St.
December 2
Village Tree Lighting
Pocket Park at Wauwatosa Ave. and Harwood Ave.
Thank you to last year’s Holidays In the Village sponsors!
