Milton Holiday Events 2022

Marketing Team • November 15, 2022

2022 Holiday Events in Milton and Surrounding Area

The Christmas and Holiday season is upon us and there are so many events happening in and around Milton to celebrate the season. Embrace your holiday cheer and check out some of the family fun events!


Pop-up Christmas Vendor Market - Black and White PJ

November 20, 2022

Pop-up Christmas Vendor Market... Come on out and get some local shopping done while supporting our local the Milton District Hospital.


Date:

November 20, 2022

11:00am - 4:00pm


Location:

Milton Banquet & Conference Centre, 3090 Steeles Ave West,Milton,ON,Canada, Milton, Canada

Website

Christmas Town

Various Dates throughout November & December

Mountsberg Conservation Area is pleased to present Christmas Town, a magical visit with Santa in his woodland hideaway!

Website

Twinkle After Dark

Various Dates throughout November & December

Celebrate the holiday season at Twinkle After Dark, a fully illuminated Country Walk-Through experience.


Set in the beautiful country setting of Country Heritage Park


November 24 to December 28, 2022


Country Heritage Park, 8560 Tremaine Road, Milton


Website

Milton Santa Claus Parade

November 26, 2022

Santa is back in town! This year's theme is: "Christmas Around the World” 


Downtown Milton

Saturday November 26th, 2022

1:30-3pm


Parade Route

Magical Lights of Milton

Daily throughout December

Tune into a radio station 104.9FM and sit in your car and watch the lights dance to the music. Donations are accepted for the Milton District Hospital.


2022 Opening Night

Saturday November 26th - 6pm

Running nightly 5:30-10pm throughout December


876 Willow Ave, Milton, ON 


Website

Merry Local Christmas Market

November 26, 2022

Get an early start on your holiday wish list and shop over 30 local vendors in support of MCRC’s Empowerment Programs! MCRC’s 8th Annual Marketplace will be held at St. Paul's United Church in Milton.


SATURDAY, NOVEMBER 26, 2022 AT 9 AM – 3:30 PM

MCRC's 8th Annual Marketplace

St. Paul's United Church Milton


Event Link

Merry Local Christmas Market

November 27, 2022

Support local this holiday season with our pop-even event at Milton’s Sherwood Community Centre! Find something for everyone on your list!


25+ Artisans & Shops

Grand Prize Basket

Hot Chocolate & Coffee Bar,

Holiday Treats,

& more!


November 27, 2022

11am-4pm


Sherwood Community Centre

6355 Main St. W, Milton, Ontario

Event Link

Springridge Farms – Christmas Gourmet Shoppe

Various Dates throughout November & December

They’ve decked the halls, trimmed the trees and opened the doors to our brand new Christmas Gourmet Shoppe!


Packed full of all our Christmas classics and brimming with all kinds of new festive favourites too.


Springridge Farm is open daily 9am - 5pm until Christmas


7256 Bell School Line, Milton, ON L9T 2Y1


Website

Holiday Shows - First Ontario Arts Centre Milton

Various Dates throughout November & December

Website

CP Holiday Train

November 29, 2022

The CP Holiday Train is happy to be back for its 24th year supporting food banks and food shelves across our network by raising money, food and awareness for food insecurity issues.


Glen Eden Ski & Snowboard Centre, West Parking Lot - 5234 Kelso Road


Tuesday, November 29, 2022


Arrival Time: 4:45pm


Performance Time: 5-5:30pm


Website

Holiday Light Displays in and around Milton

November and December

Grab your hot cocoa and snuggle up in the car to take a tour of all the amazing light displays in and around Milton.

Link

Santa at the Tree Farm

December 3 & 10, 2022

Free Family Photos (Pets welcome)!
Free Activities, Snacks and Warm Drinks!
Freshly Cut & Cut your own Christmas Trees!


SATURDAY, DECEMBER 3 & 10, 2022 AT 11 AM – 3 PM

Come visit Santa at the tree farm


Van Dongen’s Garden Centre, Landscaping & Nurseries

6750 Trafalgar Road, Milton, ON



Website

Downtown Milton Holiday Fest

December 3, 2022

Enjoy the diverse sights, tastes and sounds of the season at Downtown Milton HolidayFest! Hosted by the Downtown Milton Business Improvement Area with participation from local businesses, the event features vendors, live music, food and more.


Saturday, December 3, 2022

12-6pm

Main Street Downtown Milton

Website

SANTA AT THE FAIRGROUNDS

December 3, 4, 10 , 11, 17 & 18, 2022

The Halton Agricultural Society is excited to announce SANTA AT THE FAIRGROUNDS! A new holiday event taking place over three weekends in December, inside Hall #1 at the Milton Fairgrounds. Families will be able to visit the grounds, shop local vendors, and take a photo with Santa Morgan.


Save the dates:
December 3rd-4th, December 10th-11th, and December 17th-18th
10am - 5pm each day


Milton Fair Grounds
136 Robert Street, Milton, Ontario

Website

Halton County Radial Railway - Christmas on the Railsโ€จ

December 3, 4, 10 & 11, 2022

There’s nothing like riding the rails through the woods with snow on the trees and Christmas carols in the air. Even Santa might make an appearance! Weather permitting. Tickets sold at the door.


December 3, 4, 10 & 11, 2022

1:00 pm - 8:00 pm


Halton County Radial Railway
13629 Guelph Line
Milton, ON

Website

Miracle on Main Street

December 9, 2022

Admission is FREE with a donation of a new unwrapped toy! There will be free amusement rides, free petting zoo and free pony rides, stage performances, food, drinks and much more! In attendance will be wrestling’s living legend Tiger Jeet Singh, former WWE Superstar Tiger Ali Singh, His Worship Mayor Gord Krantz, Halton Police Chief Stephen Tanner, along with Dignitaries and Members of Council. Photos will be available to be taken with members of Halton Police, Milton Fire Dept and Halton EMS.


Troy’s Diner – 295 Main Street East, Milton


Date: Friday December 9th

Time: 6 PM – 10 PM


Website

Winter Twinkle Express in Downtown Milton!

December 10 and 16

Hop on board the Winter Twinkle Express in Downtown Milton! Join us for free train rides in the parking lot at Brown St. & Main St. E. and get into the holiday spirit. Enjoy holiday music provided by Rockin’ Rob, as well as fun family activities. Help us raise funds for those in need this holiday season.

While you are downtown, take in the seasonal light displays and the beautifully decorated storefronts. The Winter Twinkle Express events are running Saturday, December 10 and Friday, December 16.

Website

Food Drive & Chase the Grinch Parade

December 17, 2022

With more need to replenish the Milton Food Bank. Last year the Chase the Grinch toy drive filled Troys Diner with toys.  This year the will be filling need the shelves of The Salvation Army.


Dec 17 from 12 -3 pm we will be holding a food drive at St. Louis Bar & Grill

604 Santa Maria Blvd. Milton, ON

 

Chase the Grinch Parade departing the Milton Go Station at 6:00 pm.


New Button

Milton Holiday Market

December 17-18, 2022

The Milton holiday market aims to be a one-stop shop for holiday goodies and gifts with some surprise activities to delight guests. We can be sure to look forward to holiday shopping, as well as food and drinks to fill your hearts and bellies this winter season.


Highlights include:

Live music

Santa on site

30+ vendors offering holiday gifts ranging from delicious treats to handmade crafts for the whole family to enjoy!


FREE Admission

Saturday, December 17, 2022 AND Sunday, December 18, 2022

12-4pm


Milton Fair Grounds

136 Robert St. Milton, On


Website

JOIN OUR NEWSLETTER

Newsletter Signup

Flowers Team News

Luxury home exterior with text: โ€œHome designed by award-winning designer David Small comes to market near Milton.โ€
By Amy Flowers | Flowers Team Real Estate June 3, 2026
Tour a David Small-designed luxury estate near Milton, Ontario. Set on 5 forested acres with 16,000+ sq ft of living space and exceptional design.
Basket of ripe red strawberries in a woven container outdoors
By Flowers Team Real Estate May 28, 2026
Looking for strawberry picking in Milton, Ontario? Explore Andrews Scenic Acres, the Milton Strawberry Fair, nearby farm stops, family tips.
Explore the best hikes in Milton Ontario this spring
By Flowers Team Real Estate May 22, 2026
Explore the best hikes in Milton Ontario this spring, including Hilton Falls, Rattlesnake Point, Kelso, and nearby Mount Nemo, with family-friendly trail notes and tips before you go.
Two people talking in a modern office, with a sale listing card overlay on the screen
By Amy Flowers | Flowers Team Real Estate May 21, 2026
Selling your home in Ontario for the first time doesn't have to be overwhelming. Read how Noor and her sister navigated 49 showings and 7 offers with a proven plan.
Colorful carnival concession stand with flags and signs for corn dogs, cotton candy, hot dogs, sno cones, and funnel cakes
By Flowers Team Real Estate May 21, 2026
Plan your visit to Downtown Milton SummerFest 2026 with event date and time, location, parking tips, family-friendly activities, where to eat on Main Street.
Milton condo market update graphic with building photo and headline โ€œMilton Condos for Sale in 2026โ€
By Amy Flowers | Flowers Team Real Estate May 11, 2026
QUICK ANSWER
Family unpacking car trunk outdoors, with bags and children waiting beside an open SUV.
By Flowers Team Real Estate May 8, 2026
Plan the ultimate summer road trip to Milton, Ontario with top attractions, 2026 events from June to September, local favourites, hidden gems, family-friendly farms.
Woman seated beside text reading
By Amy Flowers | Flowers Team Real Estate May 7, 2026
TRREB says 4.1 months of inventory in Milton. Our weekly freehold data says 2.84 and dropping fast. Here is what April 2026 actually looks like on the ground.