Key Milwaukee

December 2025

An A-Z visitors guide to Milwaukee Wisconsin. Sponsored by Key Magazine Milwaukee, Wisconsin

Issue link: https://read.dmtmag.com/i/1541588

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8 keymilwaukee.com DEC. 6 SANTA CYCLE RAMPAGE Watch cyclists dressed in Santa gear as they pedal their way through Milwaukee's streets to raise funds for Wisconsin youth and family charities. wisconsinbikefed.org DEC. 6, 13, 20 HOLIDAY FUN FOR FAMILIES AT THE H-D MUSEUM Families can craft metal repousse ornaments, design moto-themed holiday cards, and make wearable paper rein- deer headbands—all inspired by the art and mechanics of Harley-Davidson. Plus, enjoy a holiday-themed youth scaven- ger hunt through the museum and show off your seasonal spirit with airbrush holiday tattoos. H-D Museum h-dmuseum.com DEC. 7 COOKIE HUNT AND CHRISTMAS PARADE Pick up a cookie collection box at the Kewaskum Municipal Building for homemade cookies at local business. Christmas Pa- rade at 5pm and the appearance of Santa Claus. Kewaskum Municipal Building Kewaskum.org DEC. 7 "VERY MERRY" CELEBRATION From 10am to 1pm, families are invited to bring their kids to take pictures with Santa and hear stories from Mrs. Claus. Enjoy festive food, jolly music and loads of fun for all ages. Milwaukee County Historical Society milwaukeehistory.net DEC. 10 CANADIAN PACIFIC HOLIDAY TRAIN The CPKC holiday train, lit up with decorations and lights, will spread holiday cheer as it roars through Canada and the U.S., making stops near Milwaukee: Dec. 10: 4:15pm: Wauwatosa 5:45pm: Hartland 6:45pm: Oconomowoc 8:00pm: Watertown See details and schedule at: cpkcr.com/en/community/ HolidayTrain DEC 13 FALLS CHRISTKINDL MARKET Grab some warm Gluhwein in a commemorative mug and visit shops, vendors and food markets. Enjoy a horse drawn carriage ride and visit Santa with his live reindeer at the Kinder Korner. Menomonee Falls Downtown menomoneefallsdowntown.com PERFORMANCES DEC. 13-14 & 19-21 MILWAUKEE SYMPHONY HOMETOWN HOLIDAY POPS Ring in the holidays with Milwaukee Handbell Ensemble, keep your eye out for the Jolly Old Elf himself, and raise your voice during the audience sing- THROUGH JAN.3 INGLESIDE HOTEL COUNTRY CHRISTMAS Opens at 5pm daily (Closed Dec. 24 & 25.) Experience a holiday wonderland with miles of glittering lights totalling over 1 million and festive displays. The Streets of Bethlehem includes a Fontanini display, a replica of the Vatican nativity display. The Christmas Village has a fantastic model train display and refreshment and concession area. Carload or minivan admission prices start at $30. Ingleside Hotel, Pewaukee thecountrychristmas.com

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