Holiday events in Oakville

Check out happening holiday events all around Oakville, ON

A Night of Sparkle & Celebration: Christmas Dinner Gala with Latin Flair

 Sat, 13 Dec at 06:30 pm Holiday Inn & Suites Oakville @ Bronte by IHG CAD 134 to 960

Candlelight: Christmas Classics | Oakville

 Thu, 18 Dec at 06:30 pm Knox Presbyterian Church, Oakville

YOU’RE INVITED! Oakville News Holiday Networking Party

 Tue, 16 Dec at 05:00 pm Midtown Golf Free

PYC x lululemon Oakville Lakeshore Holiday Shop

 Sun, 14 Dec at 09:30 am 291 Lakeshore Rd E Free

Winter Wellness Reset Retreat Day

 Sat, 27 Dec at 10:00 am Joshua Farm Gallery CAD 176

lululemon members Holiday Shop at Oakville Lakeshore

 Thu, 11 Dec at 07:00 pm lululemon Free

Rick Dhillon's Christmas Gala

 Fri, 12 Dec at 06:30 pm Oakville Legacy Banquet Hall CAD 77

Chase Stevens & Friends - In support of CP24 CHUM Christmas Wish

 Thu, 11 Dec at 08:00 pm The Moonshine Cafe CAD 20

Holiday Market - Sip & Shop

 Thu, 11 Dec at 06:00 pm Marine Tavern

BOTG presents "Snow White & The Secret Vault: A Holiday Pantomime"

 Fri, 19 Dec at 07:00 pm Oakville Centre for the Performing Arts

T'was the Moonshine After Christmas ...

 Sun, 28 Dec at 08:00 pm The Moonshine Cafe

✨🎄 Community & Connection Christmas Market! ✨🎄

 Sat, 13 Dec at 10:00 am Taste of Colombia - Fair Trade Cafe & El Salon "Events Room"

Unifor Pride Holiday Market

 Sun, 14 Dec at 11:00 am 475 North Service Rd E Free

NINETIES BY NATURE-Boxing Day WESTSIDE

 Fri, 26 Dec at 10:00 pm Dirty Martini Oakville CAD 12 to 21

Winter Wonderland at Monarch House Oakville!

 Wed, 17 Dec at 05:00 pm Monarch House Free

Vistamere Holiday Market

Sat, 13 Dec at 10:00 am 380 Sherin Drive, Oakville, ON, Canada, Ontario L6L 4J3

Fern Hill School Oakville Grades 1-8 Christmas Concert 2025

 Thu, 11 Dec at 06:30 pm The Meeting House Oakville, Bristol Circle, Oakville, ON, Canada CAD 23

Boleo's Christmas Bash - Special Holiday Dance Class & Social Dance Christmas Party in Oakville

 Fri, 19 Dec at 08:45 pm 284 Church St, Oakville, ON L6J 1N8, Canada

Christmas Ornament Workshop

 Tue, 16 Dec at 11:00 am The Women's Centre of Halton Free

Ukrainian Carols & Nativity Play / Спільна Коляда з Вертепом

Sun, 28 Dec at 05:00 pm 300 River Oaks Blvd E, Oakville, ON, Canada, Ontario L6H5T1

Holiday Rumble Basketball Camp

 Sun, 21 Dec at 09:00 am Oakville, Ontario, Canada

Winter Walk

 Thu, 11 Dec at 01:00 pm Oakville Ontatio

Fern Hill School Oakville Early Years Christmas Concert 2025

 Thu, 11 Dec at 09:00 am The Meeting House Oakville, Bristol Circle, Oakville, ON, Canada CAD 23

Canada Sport & Entertainment Expo

 Tue, 12 May at 04:00 pm Holiday Inn & Suites Oakville @ Bronte by IHG CAD 2,228 to 3,010