Pickering Christmas Events & Things to Do 2025
Your complete guide to the best christmas events in Pickering and surrounding areas
Pickering unveils the Christmas season with bright Christmas lights and family activities around the waterfront and Pickering Town Centre. Join the Pickering Santa Claus Parade or City of Pickering Santa Claus Parade, and enjoy Winter Nights, City Lights for illuminated displays and seasonal shopping. From cozy Christmas markets to community Santa visits, Pickering offers a range of things to do and festive events that invite families to explore decorated neighborhoods and enjoy the holiday atmosphere.
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Christmas Markets
29 eventsOver 300 local Canadian businesses
Christmas Lights
21 eventsAnnual tree lighting and holiday festival
Christmas Shows
18 eventsClassical Christmas concert with choir and brass ensemble
Christmas Parties
5 eventsLive funk music for the holidays
Other Christmas Activities
26 eventsOver 120 years of tradition
Editor's Picks (6)
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Cavalcade of Lights
(Toronto)
Annual tree lighting and holiday festival
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The Original Santa Claus Parade
(Toronto)
Over 120 years of tradition
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Milton Santa Claus Parade
(Milton)
Cartoon-themed parade and food bank drive
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Oakville Hometown Holiday
(Oakville)
Outdoor shopping experience with Winter Wonderland of Lights
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Barrie Santa Claus Parade
(Barrie)
76th annual Santa Claus Parade with "Toyland" theme
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WinterFest at Canada's Wonderland
(Vaughan)
Immersive holiday experience with millions of lights.
This Week / Coming Up (6)
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Pickering Christmas FAQ
The Winter Nights, City Lights event at Esplanade Park is one of Pickering's biggest annual Christmas celebrations, featuring festive lights, community activities, and seasonal entertainment.
Pickering’s community-focused events, like serving free hot chocolate during Winter Nights, City Lights, highlight a tradition of local generosity and togetherness during the holiday season.
Neighborhoods near Esplanade Park and other residential areas in Pickering are known for their festive displays, with several beloved neighborhood favorites lighting up the season.
Local makers and Christmas markets can be found at community centers and seasonal pop-ups in Pickering, with additional options available in nearby Durham Region towns like Ajax and Oshawa.
Attending free events like Winter Nights, City Lights and exploring neighborhood light displays are great budget-friendly ways to enjoy the holidays in Pickering.
Family-friendly options include the Winter Nights, City Lights festival with its live carols and free hot chocolate, as well as local markets and walkable light displays that offer festive fun for all ages.