South Riverdale Christmas Events & Things to Do 2025

Get ready for the enchanting Leslieville Christmas Pop-Up Market! This festive event brings together over 60 unique vendors offering everything from stylish clothing and artisanal jewelry to delicious foods and thoughtful gift sets. Kick off the holiday season with a special Friday night party featuring drink tastings, '90s music, and...

Experience the magic of the season at the Riverside Holiday Market! This festive event welcomes everyone to enjoy a day filled with holiday cheer. Discover unique gifts and artisanal products from over 20 local vendors, perfect for your Christmas shopping. Capture memorable moments with a free meet and greet for...

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...

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...

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.

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...

Discover a unique, eco-minded holiday shopping experience at the Toronto Botanical Garden Holiday EcoMarket. Browse over 80 local vendors offering planet-friendly and botanically-inspired gifts, perfect for conscious consumers. Enjoy live music, festive food options, and family-friendly activities, including marshmallow roasting by the bonfire. It's a relaxed and nature-inspired way to...

Discover a unique, eco-minded holiday shopping experience at the Toronto Botanical Garden's annual Holiday EcoMarket. Browse over 80 local vendors showcasing planet-friendly and botanically-inspired products, perfect for finding distinctive gifts. Enjoy live music, delicious local eats from food trucks and artisanal vendors, and cozy up by the bonfire with complimentary...

Join the 31st Annual Kerr Village Christmas Tree Lighting & Holiday Market for a festive celebration. Explore a vibrant holiday market filled with unique gifts and artisanal products. Enjoy live music and entertainment, and don't miss the special visit from Santa Claus, where children can drop off their letters. The...

Step into a festive wonderland at Pickering Museum Village for A Storybook Christmas. Follow Teddy's enchanting tale through interactive holiday elements, including crafts, games, and delightful treats. This immersive experience is perfect for all ages, culminating in a special visit from Santa Claus himself.

Experience the magic of the tenth annual Picks & Giggles Classic Holiday Market, returning to the Oshawa Centre. This beloved event brings together over 300 local Canadian businesses, offering a unique shopping experience with fresh vendors and surprises each weekend. Discover one-of-a-kind holiday gifts, indulge in seasonal treats, and enjoy...

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...

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.

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...

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 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...

Experience the magic of the holiday season with Journey Into Enchantment, a captivating drive-thru Christmas light show. This event features over 2 million lights along a 2-kilometer route, showcasing favorite holiday characters, a dazzling drive-thru tunnel, and musical light displays synchronized to festive melodies. It's a family-friendly spectacle designed to...

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...

Experience the enchantment of The Nutcracker: A Canadian Tradition, a beloved holiday ballet by Ballet Jörgen. This captivating performance, set to Tchaikovsky's iconic score and choreographed by Bengt Jörgen, brings a unique Canadian flair to the classic tale. Audiences will be transported through magical dreamscapes featuring stunning backdrops inspired by...

Experience the magic of the season with Winterlude XII, the Milton Philharmonic Orchestra's annual holiday concert. This festive performance promises a delightful evening filled with seasonal favorites, opportunities for audience sing-alongs, and enchanting performances by special guest dancers presenting selections from the children's opera Hansel and Gretel. It's a perfect...

Get ready for a festive evening with the Professors of Funk Friends & Family Christmas Special. This special holiday concert promises a lively performance filled with funk and Christmas spirit, perfect for a family outing. Experience the joy of the season with great music in a welcoming atmosphere.

Step into a piece of history at St. Lawrence Hall, a venue built in 1850 and restored to its original grandeur. This breathtaking space, featuring three distinct rooms, has been the backdrop for countless memorable occasions, including weddings and holiday parties. Its historic charm and character provide a warm and...

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...

Discover a vibrant calendar of community events and festivals hosted by the City of Richmond Hill. From lively Canada Day celebrations and popular Ribfests to seasonal workshops and the Merry Marketplace, there are engaging experiences for everyone. Explore extensive parks and recreational facilities, or get involved by hosting your own...

Experience a charming Olde Tyme Christmas at the Varley Art Gallery. This festive event invites visitors of all ages to craft their own mini Christmas tree ornaments, perfect for personalizing holiday decorations or giving as thoughtful gifts. Layer, decorate, and add sparkly details to create a unique keepsake.

Get ready for a dazzling evening as the Mississauga Santa Claus Parade moves downtown for the 'Shine Bright, Sauga!' celebration. This festive event combines the beloved parade with the City's annual Light Up the Square, featuring a 35 ft. Christmas tree lighting, live entertainment, and family-friendly activities. Participants are encouraged...

Kick off the winter season in downtown Mississauga with a spectacular celebration! The festivities begin with live entertainment, festive photo opportunities, and ice skating at Celebration Square. The excitement culminates with the Santa Claus parade, featuring Santa lighting the Christmas tree, followed by trackless train rides and busker performances.

Get ready for the City of Pickering's Santa Claus Parade on November 22, 2025! This beloved annual event, themed 'No Place Like Home for the Holidays,' promises a spectacular display of extravagant floats from local businesses and community groups, accompanied by lively marching bands. It's the perfect way to kick...

Get ready for the much-anticipated Santa Claus Parade in Pickering! This year's theme, 'No Place Like Home for the Holidays,' invites everyone to showcase their Pickering Pride. Experience a dazzling procession of floats from local businesses and community groups, accompanied by lively marching bands, all culminating in the magical appearance...

Discover Downtown Oakville's outdoor shopping experience, a festive destination where history and modern charm meet. Explore historical buildings and trendy boutique shops while savoring international cuisine. Admire the charming store displays and the spectacular Winter Wonderland of Lights, promising a guaranteed festive season with their hometown holiday events.

Join the beloved Oakville Santa Claus Parade, a cherished annual tradition celebrating its 76th year! This year's theme, 'Snow Much Fun!', captures the excitement of winter activities. Spectators can enjoy a vibrant procession of floats and participants, while community groups, schools, and businesses are invited to join the parade itself....

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,...