2025 Christmas Markets and Holiday Shopping Events

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There is no better feeling than shopping at a local Christmas market and finding that perfect gift for someone you care about. This list of local Holiday markets near Oakville, Burlington, Milton, Hamilton and Niagara will help you do just that!

Every Christmas market is unique in what they offer and which vendors and makers they have in its lineup. Click on each one and find the very best holiday market to shop at.

Hosting an event? You can add it to our events calendar here – it’s free!

Christmas and Holiday Markets Near You

Events

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  • Festival of Friends

    Festival of Friends
    Gage Park 1000 Main St East, Hamilton, Ontario, Canada

    This summer marks 50 years of the Festival of Friends, Canada’s largest and longest running free annual music and arts festival. We have some exciting announcements coming over the next […]

  • AfroJAZZ Festival Burlington

    École Élémentaire Renaissance 1226 Lockhart Rd, Burlington, ON, Canada

    Saturday, August 1, 2026 🕒 1:00 PM–9:00 PM 📍 1226 Lockhart Road, Burlington, ON L7S 1H1 🎟️ Free admission Come celebrate rhythm, dance, culture and community with us! The  AfroJazz FEST is […]

  • Festival of Friends

    Festival of Friends
    Gage Park 1000 Main St East, Hamilton, Ontario, Canada

    This summer marks 50 years of the Festival of Friends, Canada’s largest and longest running free annual music and arts festival. We have some exciting announcements coming over the next […]

  • 2026 Pirate Festival in Guelph

    2026 Pirate Festival in Guelph
    Marden Park 7368 Wellington County Road 30, Guelph, Ontario, Canada

    Come visit the pirate village of Dry Bluffs - a glorious day out for the whole family. There's food and ale; merchants and crafters, and more entertainment than you can […]

  • 2026 Pirate Festival in Guelph

    2026 Pirate Festival in Guelph
    Marden Park 7368 Wellington County Road 30, Guelph, Ontario, Canada

    Come visit the pirate village of Dry Bluffs - a glorious day out for the whole family. There's food and ale; merchants and crafters, and more entertainment than you can […]

  • Burlington VegFest 2026

    Spencer Smith Park 1400 Lakeshore Road , Burlington, Ontario, Canada

    WE ARE BURLINGTON VEGFEST, a small, local, volunteer-led committee of vegans who are excited to bring the VegFest movement to Burlington! This event welcomes any and all – from the […]

  • Dundas Cactus Festival

    Downtown Dundas Between Cross and John Street, Dundas, Ontario, Canada

    Bring the entire family to Valley Town for a fun weekend when the Dundas Cactus Festival returns this summer. The family-friendly street festival has something for everyone, from local vendors […]

  • AfroJazz FEST – Milton

    AfroJazz FEST – Milton
    Milton Sports Centre 605 Santa Maria Blvd., Milton, Ontario, Canada

    AfroJazz FEST is designed to celebrate African, Caribbean, Afro-descendant and Francophone cultures. It aims to showcase the beauty and diversity of these cultures through performing arts, visual arts, music, multicultural gastronomy, […]

  • AfroJAZZ Milton

    AfroJAZZ Milton
    Milton Community Park 805 Santa Maria Blvd, Milton, Ontario, Canada

    Join us for two unforgettable days celebrating Afro-Caribbean music, dance, fashion and culture! August 22 & 23, 2026 1:00 PM–9:00 PM Milton Community Sports Park 805 Santa Maria Blvd, Milton […]

  • Casa Shoreline Social

    Casablanca Waterfront Park 420 N Service Road, Grimsby, ON, Canada

    Join us for a day of good vibes on the water! Live music from Gwensalami Featuring local Grimsby on the Lake businesses FREE giant games & mini putt Balloon twisting […]

  • AfroJazz FEST – Milton

    AfroJazz FEST – Milton
    Milton Sports Centre 605 Santa Maria Blvd., Milton, Ontario, Canada

    AfroJazz FEST is designed to celebrate African, Caribbean, Afro-descendant and Francophone cultures. It aims to showcase the beauty and diversity of these cultures through performing arts, visual arts, music, multicultural gastronomy, […]

  • AfroJAZZ Milton

    AfroJAZZ Milton
    Milton Community Park 805 Santa Maria Blvd, Milton, Ontario, Canada

    Join us for two unforgettable days celebrating Afro-Caribbean music, dance, fashion and culture! August 22 & 23, 2026 1:00 PM–9:00 PM Milton Community Sports Park 805 Santa Maria Blvd, Milton […]

  • Waterloo Buskerfest

    Waterloo Buskerfest
    Uptown Waterloo 100 Regina St S, Waterloo, Ontario, Canada

    Explore four days of world-class street performances, comedy, acrobatics, fire shows, local musicians, food vendors, midway attractions, and family-friendly entertainment throughout Uptown Waterloo and Waterloo Public Square.

  • Winona Peach Festival

    Winona Park 1328 Barton Street, Winona, ON

    If you're a peach lover you don't want to miss this iconic festival when the Winona Peach Festival returns to Winona Park this summer. With something for everyone from midway […]

  • Waterloo Buskerfest

    Waterloo Buskerfest
    Uptown Waterloo 100 Regina St S, Waterloo, Ontario, Canada

    Explore four days of world-class street performances, comedy, acrobatics, fire shows, local musicians, food vendors, midway attractions, and family-friendly entertainment throughout Uptown Waterloo and Waterloo Public Square.

More Things To Do Today, Tomorrow and This Weekend

When you’ve shopped until you dropped at Christmas markets, we can help you find other ways to spend your day! Find more events and activities using our events calendar!

If you are looking for events that are Christmas-specific, you can find them all here.

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