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Canadian Pacific Holiday Train, Oconomowoc

December 10 @ 6:40 pm - 7:15 pm
Free
Canadian Pacific Holiday Train, Hartland Canadian Pacific Holiday Train Hartland Oconomowoc

We are so excited the Canadian Pacific Holiday Train in Oconomowoc is back in 2025 according to the City of Oconomowoc.

The Canadian Pacific Holiday Train arrives in downtown Oconomowoc on Wednesday, December 10th at 6:40pm with the show from 6:45 – 7:15pm. 

This is Stephanie from Lake Country Family Fun’s favorite holiday event. She has a train loving son, and they’ve had numerous magical moments at this event, plus it’s for a great cause! Find 1,000 feet of amazing lights and some great live music!

The train will stop at the Silver Lake Street crossing downtown. Do not forget your donations for the Oconomowoc Area Food Pantry.

*Please note that it is common for the train to be behind schedule. Therefore, bundle up and prepare for a wait – bring snacks, a drink of water, some money to purchase hot cocoa from the youth, and winter gear.

See the map of closures, which will start as early as 4:30 pm:

Canadian Pacific Holiday Train, Oconomowoc
2025 Map. Tap to see an enlarged version.

Things to know about the Canadian Pacific Holiday Train in Oconomowoc:

Restrooms: The City of Oconomowoc will have portable restrooms in the Speedway gas station parking lot and in the Brownberry factory lot south off of Silver Lake Street.

Dress for the weather: Forecast is showing a snow/slushy mix on Wednesday. Always dress for the weather. We love grabbing winter gear at Sherper’s and we have a discount code! Get 20% off one item with code BRIGHT. Please note that this excludes clearance/sale items. 

Where to Donate: The City of Oconomowoc will have 3 vans with food pantry volunteers stationed around the exterior of the event area for easy drop off before you head into the show.

  • South Silver Lake Street
  • North Silver Lake Street across from Speedway
  • Collins Street and Silver Lake Plaza

Treats: St. Pauls’ Church mission group will have cookies and hot cocoa for donations. Stop by their setup for a treat to keep you warm before the show. They are located at the corner of Silver Lake Street and Silver Lake Plaza

Silver Lake Choir: The Silver Lake Intermediate School choir will sing Christmas carols before the show. So get your cocoa and head over the stage area (music note on the map) and listen to them around 6:20pm

ADA Parking: ADA parking is available on a first come, first serve basis on Collins Street along the railroad tracks (see map). To access you must enter Collins Street from Wisconsin Avenue. Show the officer your ADA tag and if there is space, they will grant entry. You cannot enter past 5pm to get into this area to park.

Where to watch: You can view the show from either side of the railroad tracks. Head down early to get a good spot on Silver Lake Street.

Road Closures: To ensure safety, the City of Oconomowoc will be closing roads at 4:30pm around the event area. The City will close Summit Avenue from Cross Street to Silver Lake Street at 5:30. Detour will be posted. Please plan ahead.

Western Lakes Fire District Command Station: Western Lakes Fire District’s command station will be stationed at Silver Lake Plaza. If you need help, lose your child, lose your adult, you can use this as a meeting place. The City can radio their team and assist if needed. The City will also have ambulances stationed near Speedway and Brownberry.


The train will again raise money, food, and awareness for local food banks in communities along the CP network – including, for the first time, stops in Maine and Quebec along the former Central Maine & Quebec.

This year’s 2025 performers are The American Authors and Pynk Beard. Details about this year’s artists and which performers will play which shows are available at the event website.

Holiday Train shows are free to attend. CP asks attendees to bring a cash or non-perishable food donation if they’re able. Local food shelves will set up collection stations at each event, with all donations made staying with the local food bank to help people in need in the community. Because local food shelves buy food at a discount, cash donations can go further than food donations to help those in need.

 

See THE CANADIAN PACIFIC HOLIDAY TRAIN POST for more details.

 

Related:

HOLIDAY FUN GUIDE TO LAKE COUNTRY AND WAUKESHA COUNTY

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