Canadian Pacific Holiday Train returns to Wauwatosa Village on December 10

WAUWATOSA, WISCONSIN, October 13, 2025—A beloved holiday tradition will return to the Milwaukee area when the Canadian-Pacific Holiday Train makes its annual stop in Wauwatosa Village. The train, which is decked out in dazzling holiday decorations and thousands of lights, will put on a live musical show during its stop, all to benefit local food pantry Tosa Cares.

The Holiday Train will arrive at 4:15 pm on Wednesday, Dec. 10, stopping at the track crossing on Harwood Avenue just south of the Menomonee River.

During the stop, there will be live performances by musical acts American Authors (whose hit “The Best Day of My Life” topped the charts in 2014) and Pynk Beard. And of course, Santa himself will make an appearance. Admission is free, but a donation of food or cash for Tosa Cares is requested. The train will depart around 5 p.m.

Donations of healthy, non-perishable food items and cash will be collected for Tosa Cares during the event. Donation collection sites during the event are:

• Intersection of State Street and Wauwatosa Avenue

• Intersection of State Street and Harmonee Avenue

• Homestead Realty—Harwood Avenue south of the train tracks

• Root Common Park, at the intersection of Harwood and Wauwatosa Avenues

“It wouldn’t be the holidays in Wauwatosa without the Canadian Pacific Holiday Train,” said Maria Panno, Executive Director of the Wauwatosa Village Business Improvement District. “This is a special family experience that brings the magic of the holidays to life for kids and adults alike—all while raising awareness of food insecurity right here in our community, and helping to relieve that at an important time of year.”

In addition to the Dec. 4 Holiday Train Stop, Wauwatosa will celebrate the holiday season with:

• Annual Tree Lighting Ceremony, starting at 5 pm on Dec. 3 at the Pocket Park at Harwood and Wauwatosa Avenues

• Holiday Sip & Strolls from 5-8 pm on Thursday, Nov. 20, and 5-8 pm on Thursday, Dec. 11

• Small Business Saturday on Saturday, Nov. 29

NOTE: This press release was submitted to Urban Milwaukee and was not written by an Urban Milwaukee writer. While it is believed to be reliable, Urban Milwaukee does not guarantee its accuracy or completeness.