Oakville Other Christmas Activities 2026

Get ready for the Milton Santa Claus Parade on Sunday, November 15, 2026! This year's theme, 'Your Favourite Christmas Stories,' will bring beloved characters to life on Main Street. Join the community in celebrating the holiday season with a vibrant...

Get ready for the magical arrival of Santa Claus at the annual City of Burlington Santa Claus Parade! This cherished holiday tradition invites the community to line the streets and celebrate the festive season. Individuals, businesses, and organizations can even...

Experience a magical holiday season at Santa at the Fairgrounds! Families can visit with Santa Morgan for photos, shop from local vendors, and enjoy roasting marshmallows by outdoor fire pits. This festive event also supports the Milton Community Resource Center's...

Experience the magic of the Flamborough Santa Claus Parade as it lights up downtown Waterdown. This cherished annual tradition features a spectacular procession of floats and bands, all leading the way for Santa Claus himself. Bring your letters for Santa...

Experience the magic of the Brampton Santa Claus Parade, a beloved nighttime tradition! This spectacular event features dazzling floats, festive performances, and giant helium balloons, culminating in Santa's grand arrival. Join thousands of families for an unforgettable evening of holiday...

Mississauga hosts the Crystals & Comfort Holiday Holistic Healing Fair, featuring a marketplace with crystals, readings, handmade gifts, and natural products. Activities include free face painting for kids, workshops, and prize drawings. Entry is pay-what-you-can to support youth mental health.

Children can enjoy games, crafts, and an inflatable play structure at Le Cercle de l'amitié. The free event includes a visit from Santa Claus, and each child receives a gift.

Sarah Aranha leads an evening of watercolor and mixed-media holiday card making; all materials are provided.

Kadampa Meditation Centre Canada offers a Christmas meditation retreat for finding inner peace. The event provides Buddhist teachings, guided meditations, refreshments, social time, and special chanted prayers for positive energy, suitable for beginners.

Children and youth can rehearse for Rosedale United Church's annual Christmas Pageant, learning songs and stories for a presentation during the Family Christmas Eve Service.

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...

Capture the magic of the holiday season with professional family photos alongside Santa Claus at the historic Bradley Museum. This special event offers a wonderful opportunity to create lasting memories. Additionally, a dedicated 'Paws 'N Mr. Claus' session allows beloved...

Get ready for the annual Etobicoke-Lakeshore Santa Claus Parade! This beloved community event brings festive cheer and holiday spirit to the streets. Join them to celebrate the season with a vibrant parade featuring Santa Claus himself. It's a wonderful opportunity...

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,...

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...

The 68th annual Grimsby Santa Claus Parade is a cherished community tradition, marking a festive kickoff to the holiday season. This beloved evening event, which began in 2000, features approximately 90 diverse entries, including creative community floats, engaging walking groups,...

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...

Get ready for an action-packed evening with Hamilton Pro Wrestling's 'Wreck the Halls 6' event. This exciting show combines thrilling professional wrestling with a charitable food and toy drive, offering a unique opportunity to enjoy live entertainment while giving back...

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...

Get ready for the 14th Annual Holiday Show featuring the Steve Strongman Band, a beloved hometown tradition that blends world-class blues, soul, and holiday cheer. This year, they welcome special guest Colin Linden, a multi-award-winning singer, songwriter, and guitarist, for...

Step back in time for an immersive Nativity pageant at Walk to Bethlehem. This event recreates the journey from prophecy to the manger, bringing the story of Jesus' birth to life. Hosted by SGSA Coptic Orthodox Church, it offers a...

Join the Kensington Market Winter Solstice Festival, a vibrant celebration of light's return. This event, inspired by historical artistic traditions, features a community parade and engaging street performances. It's a chance to connect with the cultural significance of the winter...