Toronto 
MacLeod Park, 91 Elliot St, Cannington
October 16, 2026 To October 24, 2026
$20
You don’t want to miss the Cannington Haunted Attraction this Halloween season. Read more…
16 Oct
Durham events - Toronto
17 Oct
Greenwood Conservation Area, 2290 Greenwood Rd., Ajax
October 17, 2026
Free
Pumpkinville is one of our most popular events in the Town of Ajax. Read more…
17 Oct
Main Street, Historic Downtown Bowmanville
October 17, 2026
Free
This tremendously popular annual street festival celebrates all things apple. Read more…
17 Oct
Pickering Museum Village, 2365 Concession Road 6, Pickering
October 17, 2026
905-683-8401
$75.18
Get your porch ready for Hallowe’en by designing a custom seasonal sign. Read more…
17 Oct
Millennium Square, 590 Liverpool Road, Pickering
October 17, 2026 To October 24, 2026
905-420-4620
Free
Fall Fling celebrates all things Fall with pumpkin painting, photo stops, fall décor, miniature train rides, Halloween costume contests, trick-or-treating, hands-on crafts, and local artisans in the… Read more…
24 Oct
Pickering Museum Village, 2365 Concession Road 6, Pickering
October 24, 2026 To October 25, 2026
905-683-8401
0-$36.67
Get ready for a spooktacular time at the Pickering Museum Village! Enjoy a variety of Halloween-themed games, activities, crafts and treats that are sure to delight visitors… Read more…
24 Oct
Uxbridge Music Hall, 16 Main Street South, Uxbridge
October 24, 2026
(289) 512-9294
$45 - $55
We’re closing out the season with a big one: Born Ruffians are returning to headline our Fall Concert at Uxbridge Music Hall on Saturday, October 24. Read more…
29 Oct
Pickering Museum Village, 2365 Concession Road 6, Pickering
October 29, 2026
905-683-8401
$25.52
Join us at Pickering’s picturesque waterfront, where not everything is as it seems. Read more…
31 Oct
Pickering Museum Village, 2365 Concession Road 6, Pickering
October 31, 2026
905-683-8401
$75.18
From spooky Halloween snack tables to sparkling to winter holiday treats, craft a charcuterie board that carries you through the whole festive season. Read more…
31 Oct
Pickering Museum Village, 2365 Concession Road 6, Pickering
October 31, 2026
905-683-8401
$48.88
Enjoy a hauntingly delightful afternoon tea to celebrate this spooky season. Read more…
07 Nov
Pickering Museum Village, 2365 Concession Road 6, Pickering
November 7, 2026
905-683-8401
$75.18
As the days grow cooler, design a porch sign that brings warmth to your entryway for winter visits and holiday gatherings. Read more…
07 Nov
Tyrone Community Centre, 2716 Concession Rd 7, Tyrone
November 7, 2026
Free
The fifth annual Tyrone Holiday Market is taking place on Saturday November 7th 2026 from 10am-3pm at the Tyrone Community Centre. Read more…
13 Nov
Esplanade Park & Chestnut Hill Developments Recreation Complex, 1867 Valley Farm Rd, Pickering
November 13, 2026 To November 14, 2026
905.420.4620
Free
Join us for our annual winter season celebration! Watch as we light up Esplanade Park with festive lights and fireworks. Read more…
20 Nov
Memorial Park, 110 Simcoe St S, Oshawa
November 20, 2026
Free
The City of Oshawa kicks off the holiday season with the Bright and Merry Market. Read more…
21 Nov
Dixie Road and Glenanna Road, Pickering
November 21, 2026
905-420-4620
Free
05 Dec
Millennium Square, Liverpool Rd, Pickering
December 5, 2026 To December 12, 2026
905-420-4620
Free
Celebrate the season at Pickering’s Waterfront! Experience the magic of the holidays in Nautical Village and Millennium Square. Read more…
12 Dec
Pickering Museum Village, 2365 Concession Road 6, Pickering
December 12, 2026 To December 13, 2026
905-683-8401
$50.12
Deck your halls with a traditional evergreen swag – made by you! Join our Museum Interpreter and harvest fresh greenery from our museum site. Read more…