Enjoy sweater-weather in Downtown Milton!

Enjoy sweater-weather in Downtown Milton!


This is a wonderful time of year to experience the natural charm and historic character of Downtown Milton. Bundle up for a visit to Mill Pond and hike around the beautiful Jaycee Trail. Indulge in a hot chocolate or a coffee and shop at your favourite downtown business. Plus, check out one of these events happening in November and early December.

Remembrance Day Parade

Saturday, November 10 from 1:30 p.m. – 5:00 p.m.

This annual parade will form at the Royal Canadian Legion branch in Milton and will march to the Cenotaph located at Victoria Park starting at 1:30 p.m. The service will start at 2:00 p.m.

Milton Santa Claus Parade

Sunday, November 18 at 1:30 p.m.

The theme for this year’s parade is “The Next Generation” celebrating how Milton is flourishing into a bigger community. The parade will start at Main Street West and Whitmer and end at the Milton GO Station.

Holiday Street Market in Downtown Milton

Saturday, December 1 & 8 from 12:00 p.m. – 7:00 p.m.

This Christmas-themed market will take place on Main Street in charming Downtown Milton and feature artisans, food, workshops, music, shopping, attractions and more.

Miracle on Main Street

Monday, December 10 from 6:30 a.m. – 9:30 a.m.

This annual charity fundraiser put on by the Tiger Jeet Singh Foundation happens on Main Street out front of Troy’s Diner. It includes breakfast food, visits from pro athletes, rides, entertainment and more.


Check out the Events Calendar to find out about other great events and activities taking place in Downtown Milton!

We would love to see photos of you and your loved ones having fun in Downtown Milton. Don’t forget to tag us in your photos or check in.

Whether you’re a visitor or long-time resident of Milton, we invite you to shop, dine and play in the heart of our growing community.


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