What to do in Milton | Autumn and Winter Edition 2022

What to do in Milton

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Summer is quickly disappearing, but that doesn’t mean the fun has to end.

Whether you’re a busy parent like myself, a few friends seeking entertainment or a retired couple wanting to get out on the Town, Milton is full of fun events during the cooler months.  Below is my must-visit list of events for the 2022 Autum and Winter season.

What’s your favourite event?  Comment below, and I’ll see if it gets added to next year’s list 🙂

Milton Farmer’s Market

Support local businesses! Shop for fresh, local products and produce at Milton’s popular Milton Farmer’s Market

Date: Every Saturday until October 8, 2022
Time: 8:00am-12:00pm
Where: Milton Fairgrounds, 136 Robert Street, Milton, ON

Click here to check out the Milton Farmer’s Market’s website!

Pumpkins After Dark

Pumpkins After Dark is Canada’s award-winning outdoor Halloween event. Featuring over 6,000+ hand-carved pumpkins, this one-of-a-kind walk-through experience is the fall season’s must-see event.

Date: September 23, 2022, until October 30, 2022
Where: Country Heritage Park, 8560 Tremaine Rd, Milton
Website and Tickets: Click Here


Enjoy some great music, delicious food and a fully licensed beer gardexcellentre will be awesome bands to entertain you, while you throw back a beverage and enjoy a bite, and noone of the awesome food trucks. Music of all genres. Rock, Alternative, Retro and Origin, and no Kids are welcome. No tickets are required for kids 12 and Under.

Date: September 17th, 2022
Where: Milton Sports Centre Community Park, 605 Santa Maria Boulevard
Tickets: Purchase here

Spring Ridge Farm – Harvest Weekends

Enjoy hours of farmyard fun with the return of ,the five-acre corn trail in everybody’s favourite fun farmyard.

When: Saturdays & Sundays from September 17, 2022 until October 30, 2022
Where: Spring Ridge Farm, 7256 Bell School Line, Milton, ON L9T 2Y1

Check out their website

Milton Fall Fair

The much-anticipated return of Milton’s annual fall fair has finally arrived! Rides, games, tons of food, shows and exhibits will keep you, your family, and your friends entertained all night. The Fall Fair has something fun for everyone.

When: September 23, 24, & 25, 2022
Where: Milton Fairgrounds, 136 Robert Street, Milton, ON

The Milton Fall Fair’s website is full of more fun details!

Hops & Harvest Festival

Hops & Harvest is an Autumn festival that features local food, beverage, and artisan vendors while celebrating the great outdoors. Inspired by the changing colours of the escarpment, the patchwork of farm fields, and the abundance of fresh farmers’ market produce, Hops & Harvest is a unique opportunity to hike the trails, admire the spectacular scenery, and support local small businesses!

When: September 23, 24 & 25, 2022
Where: Area 8 Conservation Area | 5347 Steeles Ave. W, Milton, ON
Tickets: Purchase here

Tricks & Local Treats

The Mom Market Collective Inc is holding its first Tricks and Local Treats event! With approximately forty vendors, you’ll find great food and beverage trucks, activities for the ids and an evening with a Halloween-themed movie.

When: October, 15, 2022
Time: 12:00pm – 8:00pm
Where: Milton Fair Grounds, 136 Robert Street, Milton, ON

More details about Tricks & Local Treats here

Milton’s Fright Night

The kids will love this family-friendly Halloween event where they’ll get to meet characters, listen to music, dance their energy away, and you can visit local vendors’ market with craft tables and trick or treating.

When: October 22, 2022
Time: 4:00pm – 9:00 pm
Where: Milton Fair Grounds | 136 Robert Street, Milton, ON.

Tiny Tots Trick or Treating (Main St.)

The kids will love trick or treating in downtown Milton, it’s a great way to kick-off Halloween. Kids and their parents are encouraged to dress up in Halloween costumes and trick or treat at participating businesses. The event will also feature a scavenger hunt, music, activities, prizes and more!

When: October 29, 2022
Time: 10:00am-12:00pm

Check it out here!

Milton Santa Clause Parade

When: November 26, 2022
Time: 1:30pm
Where: Downtown Milton | Main St.

More details about the parade can be found on their website.

Magical Lights of Milton

The annual display of over 40,000 Christmas lights, gracefully synchronized with some of your favourite songs, is once again going full steam ahead.  In support of The Milton District Hospital, donations are appreciated but not required.  Drive by for a view of Milton’s best-dressed house this holiday season.

When: November 26, 2022 until January 1, 2023
Where: 876 Willow Ave. Milton, ON.

Visit the Facebook page

Holiday Bazaar

Check off some of your holiday shopping needs by visiting over 25 vendors at this year’s Holiday Bazaar.

When: November, 26, 2022
Time: 10:00am – 3:00pm
Where: 605 Santa Maria Blvd, Milton

Twinkle After Dark

The historic Country Heritage Park comes to life with a stunning display of lights. Enjoy a scenic one kilometer stroll while viewing 15 historic buildings, 4 barns, tractors, farm vehicles and historical memorabilia. Your tummy will be satisfied too with available hot chocolate, salted kettle corn and hot Beavertails.

When: Saturdays between Nov 17, 2022 & Jan 1, 2023
Time: 5:30pm – 10:30pm
Where: Country Heritage Park | 8560 Tremaine Road Milton, Ontario L9T 2X3
Tickets can be purchased at www.countryheritagepark.com

Downtown Milton Holiday Fest

Enjoy the diverse sights, tastes and sounds of the holiday season in historic Downtown Milton! Hosted by the Downtown Milton Business Improvement Area with participation from local businesses, the event features vendors and artisans, live musical performances, and so much more.

When: December 3, 2022
Where: Downtown Milton

Don’t miss it this year! Check out more details here.

Inspired? Confused? Comment.

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