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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Top Holiday Events In and Around Windsor
- Windsor Santa Claus Parade
- Fantasy Of Lights (Kingsville)
- Christmas at Heritage Village (Kingsville)
- Willistead Manor Holiday Tours
- Essex BIA Santa Claus Parade (Essex)
- A Christmas Story
- Hollywood Holidays
- Breakfast With Santa at Willistead Manor
- Amherstburg Santa Claus Parade (Amherstburg)
- Windsor Comedy Fest 11
See these and even more events listed below!
Windsor Holiday Light Displays
Fantasy Of Lights
What to Expect:
Self-guided light display tour with pet-friendly activities.
Description:
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.
Where: Kingsville | More Info: Fantasy Of Lights
Windsor Holiday Markets and Shopping
Christmas at Heritage Village
What to Expect:
Holiday celebration with a mix of shopping, dining, and family activities.
Description:
Celebrate the holiday season at Heritage Village with a variety of festive activities, including a Christmas market, breakfast with Santa, and more.
Where: Kingsville | More Info: Christmas at Heritage Village
My Letter to Santa Holiday Market
What to Expect:
Supporting local small businesses with unique Christmas gifts.
Description:
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.
Where: LaSalle | More Info: My Letter to Santa Holiday Market
Art in the School – Holiday Craft Market
What to Expect:
Local artisans and small businesses showcase handmade items.
Description:
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.
Where: Windsor | More Info: Art in the School – Holiday Craft Market
Windsor Holiday Shows and Entertainment
Windsor Santa Claus Parade
What to Expect:
Spectacular parade route with live commentary.
Description:
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.
Where: Windsor | More Info: Windsor Santa Claus Parade
Amherstburg Santa Claus Parade
What to Expect:
Family-friendly holiday parade with festive floats and entertainment.
Description:
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.
Where: Amherstburg | More Info: Amherstburg Santa Claus Parade
Hollywood Holidays
What to Expect:
Student-performed holiday musical with a variety of festive songs and dances.
Description:
St. Clair Music Theatre Performance Students present a musical celebration featuring classic holiday tunes and festive performances.
Where: Windsor | More Info: Hollywood Holidays
A Christmas Story
What to Expect:
Classic film adaptation with show-stopping full-ensemble numbers.
Description:
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.
Where: Windsor | More Info: A Christmas Story
Corporate Holiday Dinner
What to Expect:
Elegant 4-course dinner with dancing.
Description:
A Corporate Holiday Dinner features a 4-course meal, doors opening at 6 PM, dinner at 7 PM, and dancing until 9 PM.
Where: Windsor | More Info: Corporate Holiday Dinner
Windsor Comedy Fest 11
What to Expect:
High-energy comedy performances by local and international comedians.
Description:
Windsor Comedy Fest 11 is a dynamic event featuring a lineup of talented comedians and entertainers, offering a night of laughter and entertainment.
Where: Windsor | More Info: Windsor Comedy Fest 11
Windsor Symphony Orchestra: The Golden Age of Film
What to Expect:
Unique blend of classic film scores and orchestral music.
Description:
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.
Where: Windsor | More Info: Windsor Symphony Orchestra: The Golden Age of Film
Windsor Other Holiday Activities
Essex BIA Santa Claus Parade
What to Expect:
Family-friendly parade with festive floats and live entertainment.
Description:
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.
Where: Essex | More Info: Essex BIA Santa Claus Parade
Willistead Manor Holiday Tours
What to Expect:
Holiday tours of a historic mansion showcasing its festive decorations.
Description:
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.
Where: Windsor | More Info: Willistead Manor Holiday Tours
Breakfast With Santa at Willistead Manor
What to Expect:
Breakfast with Santa in a historic mansion setting.
Description:
Enjoy a delightful breakfast buffet, meet Santa, and take part in a self-guided mini-tour of Willistead Manor.
Where: Windsor | More Info: Breakfast With Santa at Willistead Manor
Oktoberfest 2024
What to Expect:
Limited-edition ceramic steins available for purchase.
Description:
Walkerville Brewery's Oktoberfest celebration features traditional German-style beer, themed bites, and folklore music in a transformed Bier Hall.
Where: Windsor | More Info: Oktoberfest 2024
Folklore in the Core
What to Expect:
Historical and cultural exploration of local legends.
Description:
Embark on a guided walking tour through Downtown Windsor to explore the rich myths, tales, and folklore of the community.
Where: Windsor | More Info: Folklore in the Core
Halloween Extravaganza
What to Expect:
Trick-or-treating and character meet-and-greets on a farm.
Description:
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.
Where: Windsor | More Info: Halloween Extravaganza
Duff-Baby Mansion Open House
What to Expect:
Historic Georgian-style house with original 18th-century architectural elements.
Description:
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.
Where: Windsor | More Info: Duff-Baby Mansion Open House
Festive Fun in Nearby Cities!
Discover Holiday events in hundreds of cities worldwide. Check out these nearby locations for more festive fun!
- Detroit (3 miles)
- LaSalle (4 miles)
- Tecumseh (6 miles)
- Hamtramck (7 miles)
- Dearborn (8 miles)
- Lincoln Park (9 miles)
- Wyandotte (9 miles)
- Allen Park (10 miles)
- Southgate (11 miles)
- Eastpointe (12 miles)
- Ferndale (13 miles)
- Warren (13 miles)
- Dearborn Heights (13 miles)
- Taylor (14 miles)
- Madison Heights (14 miles)
- Oak Park (14 miles)
- Roseville (14 miles)
- Royal Oak (15 miles)
- Inkster (15 miles)
- Saint Clair Shores (15 miles)
- Redford (15 miles)
- Southfield (16 miles)
- Garden City (16 miles)
- Livonia (18 miles)
- Sterling Heights (19 miles)
- Westland (20 miles)
- Birmingham (20 miles)
- Romulus (20 miles)
- Clinton Township (20 miles)
- Troy (22 miles)
- Farmington Hills (22 miles)
- Canton (24 miles)
- Shelby (26 miles)
- Rochester Hills (26 miles)
- West Bloomfield Township (26 miles)
- Novi (27 miles)
- Pontiac (27 miles)
- Leamington (27 miles)
- Auburn Hills (29 miles)
- Monroe (33 miles)
- Ann Arbor (37 miles)
- Chatham (43 miles)