Upcoming Events in Durham Region

1679 upcoming events in September 2026 | Updated daily

Discover things to do across Durham Region — community events, festivals, markets, concerts, and family activities in Pickering, Ajax, Whitby, Oshawa, Clarington, Uxbridge, Scugog, and Brock.

This Weekend Today

FRI 15

Community Pickering

Cedric The Entertainer

The Arena at Pickering Casino Resort · 8:00 PM

SAT 16

Community Ajax

Get Yachty: Canada’s Premier Yacht Rock Band

Ajax Town Hall · 7:00 PM - 8:30 PM

$40

MON 18

Community Whitby

Newcomer Settlement Services

Whitby Public Library - Central Library · 12:00 PM - 8:00 PM

THU 21

Community Whitby

Online Book Club: Tomorrow and Tomorrow and Tomorrow

TBD · 2:30 PM - 3:30 PM

THU 21

Community Pickering

Dungeons & Dragons and Magic the Gathering Meet Up

Central Library · 5:00 PM - 8:00 PM

Free

THU 21

Community Oshawa

Blithe Spirit

Oshawa Little Theatre · 7:30 PM - 10:30 PM

THU 21

Music & Concerts Pickering

History Of R&B Starring Dru Hill

The Arena at Pickering Casino Resort · 8:00 PM

FRI 22

Community Ajax

Decades Dances: The Totally Awesome Boom Box Bash

Ajax Centre for the Arts · 7:00 PM - 9:00 PM

FRI 22

Community Oshawa

Blithe Spirit

Oshawa Little Theatre · 7:30 PM - 10:30 PM

SAT 23

Community Oshawa

Blithe Spirit

Oshawa Little Theatre · 7:30 PM - 10:30 PM

SAT 23

Music & Concerts Oshawa

A Tribute to Footloose & The Greatest Dance hits of The '80s

Regent Theatre · 8:00 PM - 10:00 PM

$50

SUN 24

Music & Concerts Oshawa

Ontario Philharmonic - Symphony Al Pesto - Italian Sunshine

Regent Theatre · 3:00 PM - 5:00 PM

$68.87 - $77.41

MON 25

Community Whitby

Newcomer Settlement Services

Whitby Public Library - Central Library · 12:00 PM - 8:00 PM

TUE 26

Community Pickering

Community-Led Book Club #3

Central Library · 7:00 PM - 8:30 PM

Free

THU 28

Community Pickering

Teen Talk

Central Library · 3:00 PM - 6:00 PM

Free

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