Caledon Christmas Events & Things to Do 2025

Celebrate the holiday season with Christmas at the Ranch, a festive event filled with western charm and seasonal joy. Families can enjoy ice skating with Santa, capture memorable photos, participate in Christmas crafts, and savor hot chocolate and treats. Cozy hayrides offer scenic tours, while outdoor campfires provide a perfect...

Discover unique, handcrafted treasures at the annual Holiday Treasures Craft Market. This juried event showcases over 60 talented artisans offering a wide array of gifts, decor, and more. From intricate jewelry to festive home goods, find the perfect holiday presents. Enjoy a festive atmosphere with admission by donation.

Experience the magic of the holiday season at the Mississauga Holiday Market. This vibrant event brings together local artisans and vendors offering a unique selection of handmade crafts, festive decorations, and seasonal gifts. It's the perfect place to find one-of-a-kind treasures and soak in the cheerful holiday spirit.

Experience the magic of the holidays at Santa at the Fairgrounds, returning for its fourth year. Families can visit Santa Morgan for photos, shop from a curated selection of local vendors, and enjoy the festive atmosphere. Warm up by the outdoor fire pits with a s'mores kit, creating cherished holiday...

Discover a unique, eco-minded shopping experience at the Toronto Botanical Garden Holiday EcoMarket. Browse over 80 local vendors offering planet-friendly and botanically-inspired products, perfect for sustainable holiday gifting. Enjoy festive food, live entertainment, and family-friendly activities like marshmallow roasting and crafting.

Discover a charming holiday market filled with unique gifts and festive cheer. This event brings together local artisans and vendors, offering a curated selection of handmade crafts, seasonal decorations, and delicious treats. It's the perfect place to find one-of-a-kind presents and soak in the holiday spirit.

Discover the annual Holly Berry Fair at Rosedale United Church, a festive two-day event brimming with Christmas shopping and entertainment. Browse unique artisan vendors, explore a treasure-filled thrift market, and delight in delicious homemade treats. Children can visit Santa's interactive workshop, while everyone can enjoy the lively atmosphere and support...

Discover Canada's premier destination for handmade treasures at the One Of A Kind Winter Show. Celebrating 50 years, this event connects you with over 100 passionate Canadian artisans. Find unique gifts, explore diverse crafts from jewelry to home decor, and experience the spirit of small business. It's the perfect place...

Experience a magical Nordic-inspired winter celebration at Holiday at The Well. This festive event transforms the space into a winter wonderland, featuring a vibrant Vendor Village with unique holiday shopping opportunities from eight small businesses. Enjoy curated programs, seasonal activities, and the enchanting Aurora Borealis light display.

Step into a magical winter wonderland at The Distillery Winter Village. This beloved Toronto event transforms the historic Distillery District into a festive hub, featuring over 100 artisan vendors offering unique gifts, crafts, and seasonal delights. Wander through charming cobblestone streets adorned with twinkling lights, explore a diverse range of...

Experience the magic of the holiday season at The Distillery Winter Village. This enchanting event transforms the historic Distillery District into a festive wonderland, perfect for creating cherished memories. Explore unique artisan shops, enjoy seasonal treats, and soak in the vibrant holiday atmosphere.

Experience the magic of Christmas at Downey's Farm! Visit with Santa and his elves, enjoy festive wagon rides, and create your own reindeer food. Explore charming Christmas scenes, play mini-putt with a hockey stick twist, and delight in live entertainment. It's a perfect holiday outing for the whole family.

Step into a world of holiday magic at WinterFest, Canada's biggest Christmas event! This immersive experience transforms the park with millions of shimmering lights, festive family activities, and new live entertainment. Indulge in delicious holiday-inspired comfort food and beverages while enjoying select park attractions. It's the perfect destination for cozy...

Discover Vaughan's dazzling Festival of Lights, a celebration of community spirit and holiday cheer. This program highlights homes and businesses that go above and beyond with their festive decorations. Join the launch event at Vaughan City Hall for entertainment and refreshments, and nominate outstanding displays that showcase creativity and energy-efficient...

Step into a world of wonder at The Village at Black Creek's Festive Nights, where classic holiday traditions come alive. Wander through lantern-lit buildings, enjoy seasonal treats, and be enchanted by live music and performances. This magical evening offers a touch of nostalgia and plenty of holiday cheer for all...

Step aboard vintage streetcars for a magical 'Christmas on the Rails' experience. Journey through a snow-dusted landscape accompanied by festive carols. Santa Claus makes a special appearance, sometimes even taking the controls of a streetcar. The entire museum grounds and historic streetcars are adorned with holiday decorations, creating a truly...

Step into a world of enchantment at Twinkle After Dark, an award-winning illuminated Christmas event. They showcase thousands of hand-carved pumpkins, artfully arranged to create dazzling holiday scenes. Wander through a magical wonderland where festive lights and creative pumpkin artistry combine for an unforgettable seasonal experience.

Get ready to ignite your holiday spirit at the Rosedale Cavalcade of Lights! This annual celebration promises a sleighful of festive fun for everyone. Marvel at the dazzling tree lighting ceremony, enjoy a magical ride on the Cavalcade Express Train, and sing along to carols. Meet beloved characters, savor the...

The annual Cavalcade of Lights transforms Nathan Phillips Square into a winter wonderland, kicking off the holiday season with a spectacular tree lighting ceremony and live performances. Visitors can enjoy nightly ice skating on the rink and marvel at festive light installations that create a magical atmosphere throughout the event.

Step into a winter wonderland at Christmas Town, where families can enjoy a magical guided wagon ride to visit Santa and Mrs. Claus in their woodland hideaway. Engage in festive activities like cookie decorating, craft making, and a holiday scavenger hunt. This enchanting experience also offers visits to the Elf...

Immerse yourself in the holiday spirit with The Nutcracker Holiday Spectacular. This enchanting performance features a traditional Act II of The Nutcracker ballet, alongside a collection of cherished holiday classics. Showcasing the exceptional talent of local art groups and many youth performers, it's a vibrant celebration of community and festive...

Get into the holiday spirit with 'A Swingin' Christmas,' featuring the Toronto All-Star Big Band. This festive revue presents swinging renditions of seasonal favorites and timeless classics from the golden age of swing, reminiscent of a classic Christmas Special. It's a genuine time capsule designed to evoke cherished memories and...

Experience the timeless magic of The Nutcracker, celebrating 30 years of enchantment. This beloved holiday tradition, choreographed by James Kudelka, transports audiences to a 19th-century Russian Christmas Eve. Follow siblings Marie and Misha as they embark on a dreamlike adventure filled with magical creatures, delightful treats, and the glittering Land...

Get into the holiday spirit with the Toronto Symphony Orchestra's TSO Holiday Pops concert. Led by guest conductor Sarah Hicks and featuring the captivating vocals of Mikaela Bennett, this festive spectacular promises an unforgettable experience. Immerse yourself in sparkling melodies, rousing choruses, and a heartwarming carol singalong, perfect for creating...

Campbell's Cross Farm transforms into a winter wonderland for their Marshmallow World Holiday Event. Visitors can explore a Christmas Tree Lot, enjoy festive tractor wagon rides, and meet Santa. Cozy up by fire pits in the maple forest for a truly magical holiday experience.

Experience the enchantment of the Brampton Santa Claus Parade, a beloved nighttime tradition. Witness a spectacular procession of dazzling floats, festive performances, and a grand fleet of helium balloons. This iconic event culminates with the magical arrival of Santa Claus, bringing holiday cheer to the streets of Brampton.

Join the beloved Georgetown Lions Club Santa Claus Parade, a cherished tradition since 1932. Spectators line the 3.5km route to marvel at a dazzling array of floats, marching bands, and community participants, all culminating in the grand arrival of Santa Claus. This event, powered by over 120 community volunteers, promises...

Get ready for the Mississauga Santa Claus Parade, themed "Shine Bright, Sauga!". This exciting evening event moves to the downtown core, coinciding with the City’s annual Light Up the Square celebration. Expect dazzling floats with LED lights, live entertainment, and a festive atmosphere as the community welcomes Santa Claus. The...

Get ready for a whimsical holiday celebration at the Milton Santa Claus Parade! This year's 'A Very Cartoon-y Christmas' theme transforms Main Street into a vibrant wonderland. Witness a spectacular parade featuring colorful floats and community participants. Don't miss the chance to contribute to the 'Stuff a Bus' food drive,...

The Original Santa Claus Parade is a beloved Toronto tradition that has kicked off the Christmas season for over 120 years. This iconic event brings hundreds of thousands to the streets and millions more to watch at home, celebrating hope, family, and love with spectacular floats, festive music, and the...

Join the vibrant Guelph Santa Claus Parade, a highlight of the 'Spirit of the Season' festival in historic Downtown Guelph. This beloved community event brings together residents for a spectacular celebration of the winter season, featuring dazzling lights, festive decorations, and the joyous arrival of Santa Claus.