Entertainment events in Oakville

Check out happening entertainment events all around Oakville, ON

Oakville Christmas Market 2025

 Sat, 06 Dec at 10:00 am 2445 Lakeshore Rd W Free

Bollywood Night 2025

 Sat, 06 Dec at 06:30 pm OE Banquet & Conference Centre, Speers Road, Oakville, ON, Canada CAD 20 to 25

el Cuadro Flamenco

 Fri, 14 Nov at 07:00 pm Taste of Colombia - Fair Trade Coffee & Gift Shop CAD 27

Oakville’s Christmas Celebration! 🎄

 Sat, 06 Dec at 10:00 am Bronte Square Market – Lakeshore Rd West, Oakville

Under Winter Skies (7:00 PM, Intermediate & Senior Choirs)

 Sat, 06 Dec at 07:00 pm St Johns United Church CAD 23 to 39

The Big Christmas Party

 Sat, 29 Nov at 05:30 pm Queen Elizabeth Park Community and Cultural Centre CAD 25 to 50

The Musical Box performs Genesis Live

 Sat, 17 Jan at 08:00 pm Oakville Centre for the Performing Arts

Welcome Christmas with Jacob Moon, Joel Parisien & Chantal Williams

 Sat, 29 Nov at 07:30 pm Chartwell Baptist Church CAD 45

Under Winter Skies (3:00 PM, All Choirs)

 Sat, 06 Dec at 03:00 pm St Johns United Church CAD 23 to 35

Retro Crush Live 80's Dance Party @ Oakville Pump & Patio

 Sat, 15 Nov at 08:30 pm The Oakville Pump & Patio

Salsa Night in Oakville

 Sat, 15 Nov at 06:00 pm 67 Bronte Rd # 2, Oakville, ON, Canada, Ontario L6L 3B7

Oakville Santa Claus Parade

 Sat, 15 Nov at 09:00 am Lakeshore Road and Reynolds Street, Oakville, ON.

Get Down With T.M.F at The Oakville Pump and Patio!

 Sat, 22 Nov at 08:00 pm The Oakville Pump & Patio

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

31ST ANNUAL KERR VILLAGE TREE LIGHTING & HOLIDAY MARKET

 Sat, 29 Nov at 01:00 pm Westwood Park

Masoud Sadeghloo concert

 Sat, 31 Jan at 08:00 pm 2700 Bristol Cir CAD 65 to 321

Reclaim Your Breath

 Sat, 06 Dec at 10:00 am Oakville Ontatio

Candlelight: Christmas Classics | Oakville

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

Oakville Screening of CHECKPOINT ZOO

 Mon, 24 Nov at 07:00 pm Cineplex Odeon Winston Churchill

At Home in Bronte for the Holidays Tree Lighting Celebration

 Sat, 22 Nov at 03:00 pm Bronte Market Square - 2445 Lakeshore Rd W, Oakville

Candlelight: Tribute to Adele | Oakville

 Fri, 12 Dec at 08:45 pm Knox Presbyterian Church, Oakville

Let's go to the movies watch The Choral

Wed, 03 Dec at 07:15 pm Film.Ca Academy

Oakville Wine Enthusiasts Club’s 20th Anniversary Gala

 Fri, 28 Nov at 06:00 pm St. Joseph's Banquet & Conference Centre CAD 156

Instagram Reels: Create Engaging Video Content with Confidence

 Thu, 20 Nov at 01:00 pm Touchdown Coworking Space

Pulse X Live @ Tin Cup Oakville Ontario

 Sat, 06 Dec at 09:00 pm Tin Cup Sports Grill (Oakville, ON, Canada)

Classy and Fun Speed Dating & Mingling 40-55

 Wed, 03 Dec at 07:00 pm State & Main CAD 68

Abaton's Annual Children's Holiday Party 2025

 Sat, 06 Dec at 10:00 am Trafalgar Park Community Centre Free

Boleo Fiesta Fridays - Latin & Ballroom Basics Group Class & Social Dancing in Oakville

 Fri, 21 Nov at 08:45 pm 284 Church Street, Oakville, ON, Canada, Ontario L6J 1N8

Brad May Celebrity Hockey Classic

 Fri, 05 Dec at 08:00 am Sixteen Mile Sports Complex

Djembe Drumming Workshop: An Introduction to World Rhythms with Chris Bouli

 Sat, 22 Nov at 10:00 am My Vitae CAD 161

Oakville's Courage Polar Bear Dip 2026

 Thu, 01 Jan at 12:30 pm Coronation Park Beach

The Musical Box performs Genesis Live

 Fri, 16 Jan at 08:00 pm Oakville Centre for the Performing Arts

Sam Roberts Band in Oakville

 Fri, 06 Feb at 07:30 pm The Oakville Centre for the Performing Arts

Christmas Concert with a Circle of Harmony Chorus

 Sat, 06 Dec at 02:00 pm Palermo United Church

The Rogues Gallery

 Sun, 26 Apr at 03:00 pm St Johns United Church CAD 0 to 25

The Blind Boys of Alabama in Oakville

 Sat, 06 Dec at 07:00 pm The Oakville Centre for the Performing Arts

Colin James in Oakville

 Fri, 05 Dec at 08:00 pm The Oakville Centre for the Performing Arts

“I did it my way” - A tribute to Frank Sinatra

 Sun, 07 Dec at 04:30 am Oakville Conference & Banquet Centre CAD 42 to 108

Trials and Victories of Love and Friendship

 Sun, 15 Feb at 03:00 pm St Johns United Church CAD 0 to 25

Flamenco Show

 Fri, 14 Nov at 06:30 pm 67 Bronte Rd # 2, Oakville, ON, Canada

Tenille Townes in Oakville

 Sun, 22 Mar at 07:00 pm The Oakville Centre for the Performing Arts

Colin James in Oakville

 Thu, 04 Dec at 08:00 pm The Oakville Centre for the Performing Arts

Salsa Night in Oakville

 Sat, 04 Jan at 06:00 pm Taste of Colombia - Fair Trade Coffee & Gift Shop CAD 25

A Date Night Adventure! - Out and About in Oakville

 Thu, 12 Jun at 08:00 am 89 Dunn St USD 36

The Wonderful Wizard of Oz Experience - Oakville

 Mon, 27 Oct at 08:00 am The Wonderful Wizard of Oz Experience - Oakville CAD 32 to 84

Outstanding Oakville Amazing Race & Tour

 Tue, 01 Apr at 11:00 am Tribeca Coffee Co. USD 25

Adventurous Scavenger Hunt! - Out and About in Oakville

 Tue, 31 Dec at 08:00 am 89 Dunn St USD 15

Oakville Mosaic Lamp Making Workshop

 Sat, 28 Dec at 11:00 am Glen Abbey Community Centre CAD 69 to 129