As a Milton real estate agent, I love seeing the community come alive with festive spirit each winter. From holiday markets to family-friendly parades, there’s something for everyone to enjoy this season in Milton. Here’s a roundup of must-attend events happening right here in our town—perfect for making memories with friends and family!
November 17: Country Heritage Holiday Market and Halton Buttertart Festival
Location: Country Heritage Park – 8560 Tremaine Rd, Milton
This event is perfect for those who love local vendors, sweet treats, and a festive atmosphere. Enjoy free admission to shop, take Santa photos, and savour delicious food from food trucks. The market offers a unique Milton experience for families and real estate enthusiasts alike.
November 17: Milton Santa Claus Parade – Christmas Through the Decades
This year, the Milton Santa Claus Parade theme is “Christmas Through the Decades.” Join Milton residents as the town transforms into a holiday time machine, celebrating Christmas traditions from the Roaring Twenties to today. Parade route details are available on the official website.
November 21: Sing For A Cause – Support Milton District Hospital Foundation
Location: Ned Devine’s Irish Pub – 575 Ontario St S, Milton
Kick off the season with a karaoke night fundraiser at Ned Devine’s! Hosted by the ARC Singers, this fun-filled evening supports Milton’s local hospital foundation. Join the fun for a great cause by donating to sing or request your favourite songs.
November 23 & 24: Holly Jolly Vendor Market
Location: Milton Mall – 55 Ontario St S, Milton
Celebrate the holidays and support Milton’s local vendors at this festive market. Browse unique gifts and crafts, indulge in seasonal treats, and embrace the holiday spirit while discovering the charm of Milton’s local businesses.
November 28: Milton Comedy Show at Ned Devine’s
Location: Ned Devine’s Irish Pub – 575 Ontario Street South, Milton
Get ready for laughs with top Canadian comedians at the Milton Comedy Show! Enjoy performances from Crystal Ferrier, Ernie Vicente, and more for a memorable night of stand-up comedy.
November 30 & December 1: The Mom Market Holiday Wonderland
Location: Milton Mall – 55 Ontario St S, Milton
The perfect event for holiday shopping enthusiasts! With local vendors offering unique gifts, you’ll find something special for everyone on your list. Stop by for seasonal decor, festive treats, and holiday magic.
November 30: Winter Wonderland & Market at Woodbine Mohawk Park
Location: 9430 Guelph Line, Milton
Join us at Woodbine Mohawk Park for a winter wonderland experience! Enjoy live racing, a spectacular light show, over 40 local vendors, and family-friendly activities, all in the festive holiday spirit.
December 7: Miracle on Main Street – Downtown Milton Holiday Festival
Location: Main Street, Milton
Milton’s Miracle on Main Street offers free amusement rides, local vendors, live music, and more. Bring the family downtown to join this wonderful community celebration. Main Street will be closed for the event, so plan to enjoy Milton’s holiday magic.
December 14 & 15: Mistletoe Market
Location: Milton Mall – 55 Ontario St S, Milton
Discover over 30 vendors and enjoy live music, holiday crafts, and prizes. The Mistletoe Market provides an incredible shopping experience in the heart of Milton.
December 31: Ring in the New Year with the Mayor
Location: Victoria Park – 150 Mary Street, Milton
Since 1981, Mayor Krantz has led Milton’s annual New Year’s Eve tradition. Join residents and visitors to ring in 2024 with a community gathering and festive bell-ringing at Victoria Park.
Whether you’re a long-time Milton resident or exploring Milton real estate for the first time, these winter events are a perfect way to enjoy the season. Mark your calendar and discover why Milton is a wonderful place to live, work, and celebrate the holidays!
