The weather is getting chillier and winter is just around the corner – and with it comes a season of Milton festivities!
Here are a few activities and events your family can check out this November:
Santa Claus Parade
Get ready for a holiday season full of friends, family, and nostalgia at the 2025 Milton Santa Claus Parade! This year’s theme, “A Very Cartoon-y Christmas,” brings your favourite animated worlds to life right on Main Street. From beloved classics to modern favourites, the parade will be a whimsical, family-friendly adventure for all ages. Don’t miss the magic as Main Street transforms into a festive cartoon wonderland!
To learn more about this event, visit The Milton Santa Claus Parade’s website.
The Nutcracker Holiday Spectacular
Experience the magic of the season with The Dance Class Milton’s Nutcracker Holiday Spectacular! From Saturday, November 22nd to Sunday, November 23rd, celebrate the holidays with breathtaking performances from talented local artists and youth from across the Halton Region. Enjoy a traditional presentation of The Nutcracker Act II, along with a delightful mix of holiday classics. Tickets: $44 adults, $36.50 children (ages 1–13), including fees and tax.
Visit here for more information.
Christmas Market
Get into the holiday spirit at Grace Anglican Church on November 8th from 9:00am-2:00pm! Explore unique handmade crafts, jewelry, and delicious baked treats and pies. Enjoy festive fun and a warm drink at the Christmas Cafe while finding the perfect holiday treasures. Join them at 317 Main St E, Milton for a joyful start to the season!
Click here for more information.
Winter Wonderland
Celebrate the season at the Winter Wonderland and Holiday Market — a free, family-friendly event full of festive fun! Mark your calendar on Saturday, November 29th and enjoy a Kids Zone with crafts, face painting, and character visits, plus a dazzling Holiday Light Show at 5 p.m. Browse over 40 local vendors and artists, grab a bite from food stations, and don’t forget to visit Santa for photos and letter drop-offs. Support the community with toy and food drive donations, then stay to experience live standardbred horse racing at 7:10 p.m.!
For more information, click here.
Walk to Bethlehem
On November 29th and 30th from 12:00pm – 8:00pm, this community-wide Christmas event takes place. Step back in time and experience the true meaning of Christmas at Walk to Bethlehem, hosted by SGSA Coptic Orthodox Church. This immersive event brings the story of faith, hope, and peace to life for all ages.
For more information, visit here.
Dallas Smith
Join us at the FirstOntario Arts Centre Milton for an unforgettable night with Dallas Smith! From frontman of the Platinum-selling rock band Default to three-time CCMA Entertainer of the Year, Dallas brings his chart-topping hits and incredible energy to the stage. With over 520 million global streams and numerous gold and platinum singles, this is a show country and rock fans won’t want to miss. Tickets $125 (includes fees + tax); everyone entering the theatre requires a ticket.
To purchase tickets, visit the FirstOntario Arts Centre website.
Remembrance Day
Join the Milton Royal Canadian Legion Branch 136 in honouring those who served and sacrificed during this year’s Remembrance Day commemorations. The season begins with the annual Poppy Campaign and continues with local services at the Haltonville Soldiers’ Memorial (Nov. 2), Victoria Park Cenotaph (Nov. 9), and Evergreen Cemetery (Nov. 11). Each service features a parade and ceremony to pay tribute to Canada’s veterans.
For more information, call 905-878-9005, or click here.
