Last updated: November 11, 2024
Welcome to your ultimate holiday guide for Windsor! Discover all the festive events and activities right here. From those who call Windsor home to those just passing through, this guide ensures unforgettable holiday memories.
One of the highlights of the season is the Windsor Santa Claus Parade, where festive floats and local performances create a magical atmosphere for all ages. Featuring an array of dazzling displays, the Fantasy Of Lights transforms the park into a sparkling wonderland. And the Essex BIA Santa Claus Parade is something you definitely don't want to miss, showcasing community spirit and holiday cheer. See more details on these and other fun events and activities below!
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Windsor Holiday Light Displays
Fantasy Of Lights
The Fantasy of Lights in Kingsville features a light display, train rides, artisan markets, pet-friendly events, and live entertainment, showcasing the town's holiday spirit.
Windsor Holiday Markets and Shopping
Christmas at Heritage Village
Celebrate the holiday season at Heritage Village with a variety of festive activities, including a Christmas market, breakfast with Santa, and more.
My Letter to Santa Holiday Market
The My Letter to Santa Holiday Market is a free, kid-friendly event where you can support local small businesses and find unique Christmas gifts. It is held at the LaSalle Event Centre.
Art in the School – Holiday Craft Market
The Art in the School – Holiday Craft Market features local vendors, artists, and small business pop-ups, hosted by King Edward Public School Home and School Association. The event supports King Edward Public School with a $2 entrance fee.
Windsor Holiday Shows and Entertainment
Windsor Santa Claus Parade
The 57th Annual Windsor Santa Claus Parade is a festive event featuring floats, bands, and entertainment along Ouellette Avenue from Elliot Street to Riverside and Riverside West to Caron Avenue.
Amherstburg Santa Claus Parade
The Amherstburg Santa Claus Parade is a festive event featuring holiday music, bright Christmas floats, and family-friendly entertainment. It takes place in downtown Amherstburg, offering a lively atmosphere for all to enjoy.
Hollywood Holidays
St. Clair Music Theatre Performance Students present a musical celebration featuring classic holiday tunes and festive performances.
A Christmas Story
A Christmas Story: The Musical brings to life young Ralphie's quest for the Holy Grail of Christmas gifts, featuring iconic scenes and a delightfully versatile score.
Corporate Holiday Dinner
A Corporate Holiday Dinner features a 4-course meal, doors opening at 6 PM, dinner at 7 PM, and dancing until 9 PM.
Windsor Comedy Fest 11
Windsor Comedy Fest 11 is a dynamic event featuring a lineup of talented comedians and entertainers, offering a night of laughter and entertainment.
Windsor Symphony Orchestra: The Golden Age of Film
The Windsor Symphony Orchestra presents "The Golden Age of Film," celebrating WIFF's 20th Anniversary with music from iconic films like Casablanca, Frankenstein, and Gone with the Wind. This concert offers a unique auditory journey through romantic, dramatic, and eerie themes.
Windsor Other Holiday Activities
Essex BIA Santa Claus Parade
The Essex BIA Santa Claus Parade is an annual event featuring festive floats, bands, and entertainment along Talbot Street between Fairview and Maidstone Avenue. The parade kicks off at 6:30 pm sharp, offering a delightful holiday experience for all attendees.
Willistead Manor Holiday Tours
Explore Willistead Manor, a 36-room mansion built in 1906, adorned with twinkling lights, greenery, and ornaments during the holiday season. The tour includes the Coach House Historical Exhibition and special keepsake items available for purchase.
Breakfast With Santa at Willistead Manor
Enjoy a delightful breakfast buffet, meet Santa, and take part in a self-guided mini-tour of Willistead Manor.
Oktoberfest 2024
Walkerville Brewery's Oktoberfest celebration features traditional German-style beer, themed bites, and folklore music in a transformed Bier Hall.
Folklore in the Core
Embark on a guided walking tour through Downtown Windsor to explore the rich myths, tales, and folklore of the community.
Halloween Extravaganza
Thiessen Orchards hosts a Halloween Extravaganza with trick-or-treating, character meet-and-greets, pumpkin decorating, and a live magic show. The event offers unlimited farm fun and a haunted barn experience for those seeking thrills.
Duff-Baby Mansion Open House
The Duff-Baby House, built in 1798, is a historic landmark in Windsor, Ontario, showcasing its original Georgian-style architecture and significant historical events. It features original floorboards, cupboards, and architectural elements from the late 18th century. The house was owned by Alexander Duff and James Baby and has hosted notable figures like Shawnee Chief Tecumseh. Today, it serves as an interpretation centre for public tours, community outreach programs, and local heritage meetings.
