Erin Winter Fest

The HoHo Holiday’s Top Events

As the holiday season approaches, get ready for this season’s TOP events that will make your spirits bright! In YDH there are an array of festive gatherings, enchanting experiences, and joyful celebrations lined up to make this season truly unforgettable. From enchanting light displays to heartwarming community events, there’s something for everyone to enjoy. So, mark your calendars and get ready for a season of merriment and togetherness.

York

Canadas Wonderland WinterFest
Canadas Wonderland WinterFest
Canadas Wonderland WinterFest

Canada’s Wonderland Winterfest

Select nights, November 21, 2026 – January 3, 2027


Willow Wonderland: Holiday Market – TBD

November 15 & 16, 2025


Markham Home for the Holidays

November 20, 21 & 22, 2026


Richmond Hill Merry Marketplace

Saturdays- November 14, 21, 28, December 5, 12, 2026


Niemi’s Christmas Market & GnomeVille

Every Friday & Saturday, November 13 – December 19, 2026


Magical Christmas Forest

November 27 – 29, December 3 – 6, 9 – 13, 16 – 23, 2026


Holiday Performances at Flato Markham Theatre

Multiple dates in November & December 2026


Aurora’s Christmas Market

November 27 – November 29, December 4 – December 6, 2026


Stouffville Holiday Market

November 20 – 21, 2026


Kingscraft Studio Sale

November 13 – 15 & 20 – 22, 2026


The Village at Black Creek Santa and Festive Nights Experiences

Weekends in December 2026


Newmarket Frozen Friday

December 4, 2026


Torch Lit Hikes at Sibbald Point Provincial Park -TBD

December through February

Durham

Holiday Trail

A Country Path Christmas – Various Locations in Clarington

Mid November until December 23, 2026 – various hours

Pick up a Holiday postcard at any of the participating ACP locations and get it stamped/stickered for a chance to win a gift basket valued at over $200.


Oshawa Holiday Experience -TBD

Various dates in November & December


Winter Fest Vendor Market

November 21 and 22, 2026


Applewood Farm and Winery Holiday Market

Sunday, November 29, 2026


Christmas in the Village Brooklin

November 21, 2026


Holiday in the Hills at Orono Fairgrounds

Gates open Saturday November 21, 2026


A Story Book Christmas at Pickering Museum Village

November 28/29, December 5/6, 2026


Canadian Pacific Holiday Train in Oshawa and Bowmanville

Bowmanville – November 29, 2 – 2:30 p.m.

Oshawa – November 29, 3:15 – 3:45 p.m.

Vaughan – November 30, 10:15 – 10:45 a.m.

Schedule


Pingle’s Red and Green Christmas Whobilation – TBD

Weekend’s in December


Pingle’s 19+ Ugly Christmas Party – TBD

TBD


Jingle & Roar Christmas Market – TBD

TBD


Bowmanville Christmas Moonlight Magic and Market

Friday, December 4, 2026


Uxbridge Holiday Trail – TBD

TBD


Ajax Spectacle of Lights and Family New Years Eve Party

November 28 & December 31, 2026

Headwaters

Skating Rink on the Ice Rink During

Spirit Tree Artesian Craft Market

Saturday November 14, 2026


Merry & Bright Christmas Tour – TBD

TBD


Downey’s Christmas at the Farm

November 28 – December 20, 2026


Farmstead Christmas at Maple Grove Farm and Market – TBD

TBD


Erin Hill Acres Christmas Experience

Various dates, November 14 – December 20, 2026


Museum of Dufferin Holiday Treasures Arts and Crafts Sale

November 25th – December 6th, 2026


Alton Mill Arts Centre Holiday Open House

Saturday, November 21, 2026


Joy + Lights Festival Orangeville

Friday, November 20, 2026


Orangeville Christmas in the Park

Opening Night – Tuesday December. 1, 2026

Runs December 2 – 31, 2026


Erin Window Wonderland

November 20, 2026

Santa Parade

Santa Claus Parades

What are the holidays without those beloved local Santa Claus parades? Here are just a few to get you started on planning which parades you’d like to visit this winter:

To find more fun things to do in YDH, visit our events calendar!

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