The holiday season is one of the best times of the year in Durham Region, with local communities hosting Christmas markets, craft fairs, winter festivals, and family events throughout November and December. Whether you are looking for handmade gifts, festive food, live entertainment or just a way to enjoy the magic of the season, there are plenty of events happening in Oshawa, Whitby, Courtice, Bowmanville, Ajax, Pickering, Port Perry, and Uxbridge.

This guide highlights the top holiday markets and Christmas events in Durham Region for 2025.

Holiday Markets and Events:

Abilities Centre Holiday Market – Whitby

Date: Saturday, November 1
Time: 10 am to 4 pm
Location: Abilities Centre, 1 Jim Flaherty Street, Whitby
A fully accessible holiday…

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September saw another year-over-year increase in home sales across the Greater Toronto Area as more buyers returned to the market following the Bank of Canada’s recent interest rate cut. While demand improved, buyers continued to leverage the abundant supply of listings to negotiate on price, keeping overall market conditions balanced heading into the fall season.

GTA Market Insights
GTA REALTORS® reported 5,592 home sales in September 2025, up 8.5% compared to September 2024. New listings also increased, reaching 19,260 (↑ 4% year-over-year), continuing to provide buyers with strong selection.

The average selling price came in at $1,059,377, down 4.7% annually, while the MLS® HPI Composite benchmark fell 5.5% year-over-year. On a seasonally adjusted…

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