What's on in Pickering?
67 upcoming events
We've rounded up 67 upcoming events in Pickering — concerts, parties, theatre, exhibitions, family outings — updated every day. Pick a theme or just scroll.
Events in Pickering
Sun25
Today
Thu29
Thursday 29 October
Fri30
Friday 30 October
Thu 29 · 7 PMCA$47.08
Workshop
Paint Nite • Pickering
KCR Bar & Grill
Thu 29 · 8 PM
RockConcert
Big Wreck
The Arena at Pickering Casino Resort
Thu 29 · 9 PMFree
Stand-upComedy
FREE Comedy Show at Mad Dawgs Public House
Mad Dawgs Public House
Fri 30 · 10 AMCA$27.96–43.93
Parties
Slackness Halloween
1211 Kingston Rd
Sat31
Saturday 31 October
Later
Sat 31 · 10 PMCA$22.63–38.61
Street party
THRILLER 2026 - The Halloween Costume Party
Galaxy Event Space
Mon 2 · 6 PMFree
Quiz
Trivia Night
Pickle Barrel
Tue 3 · 8 PM
PopConcert
Owen Riegling: In The Feeling Tour
The Arena at Pickering Casino Resort
Wed 4 · 2:30 PM£8
CinemaComedy
FILM DAY: Holy Days
Kirk Theatre
Wed 4 · 7 PMCA$47.08
Workshop
Paint Nite • Galaxy Garden at Mad Dawgs Public House
Mad Dawgs Public House
Fri 6 · 7 PM
RockConcert
Streetheart, Harlequin & Helix: 50th Anniversary
The Arena at Pickering Casino Resort
Sat 7 · 12 PMFree
Other
Africa Inland Mission Fall Lunch - Declare His Glory
The Bridge - Church for All Nations
Sat 7 · 1 PMFree
Fashion & Design
STACKE
Pickering City Centre by CentreCourt
Sat 7 · 4 PMCA$22.90
Hip-HopR&B
ALL WHITE 90'S OLD SCHOOL R&B & HIP HOP BBQ & COOKOUT
Pickering Festival Grounds
Sat 7 · 11 PMCA$22.63–27.96
DJ setReggae
REGGAE REEWIND - 100% REGGAE ALL NIGHT!
Galaxy Event Space
Thu 12 · 7 PMCA$47.08
Paint Nite • KCR Bar & Grill • Pickering
KCR Bar & Grill
Thu 12 · 8 PM
PopConcert
Josh Ross: Later Tonight Tour
The Arena at Pickering Casino Resort
Fri 13 · 12 PMFree
Market
Black Joy Holiday Market 2026
Chestnut Hill Developments Recreation Complex
Fri 13 · 7 PM£10
Fundraising Ceilidh
Memorial Hall
Fri 13 · 4 PMFree
Pickering Winter Nights, City Lights
The Esplanade Park
Fri 13 · 8 PMCA$22.90
Pull Up And Praise
Remarkable Event Centre
Sat 14 · 11 AMFree
LANDSlide: Coffee Morning Celebration
Dalby Forest Courtyard
Sat 14 · 1 PMCA$35
WorkshopCrafts
Carve a Santa
1755 Pickering Pkwy
Sat 14 · 7:30 PM£16
Alligator Gumbo at The Kirk Theatre, Pickering
Kirk Theatre
Sun 15
Trail & ultraSports & fitness
Saltergate Gallows Fell Race
Pickering
Mon 16 · 4 PMFree
Seed Saving: Native Wildflowers at Claremont Nature Centre
Claremont Nature Centre
Wed 18 · 7 PMCA$47.08
Paint Nite • Mad Dawgs Public House • PICKERING
Mad Dawgs Public House
Thu 19 · 7 PMCA$47.08
Paint Nite • KCR Bar & Grill • Pickering
KCR Bar & Grill
Fri 20 · 8 PM
RockConcert
Hotel California - The Original Eagles Tribute
The Arena at Pickering Casino Resort
Sat 21 · 10 AMFree
Christmas Fair at The Kirk Theatre - Local crafts, gifts and festive refreshments
Kirk Theatre
Sat 21 · 12 PMCA$533.55
WorkshopCrafts
Taxidermy Jackalope Workshop
ALC Art and Oddities Parlour
Sat 21 · 8 PM
RockConcert
Dreamer - The Supertramp Experience
The Arena at Pickering Casino Resort
Sun 22 · 10 AMCA$125
Workshop
Butterfly Pinning Workshop
ALC Art and Oddities Parlour
Sun 22 · 12 PMCA$165
Workshop
Death's-Head HawkMoth Pinning Workshop
ALC Art and Oddities Parlour
Sun 22 · 2 PMCA$225
Workshop
Rat Taxidermy Workshop
ALC Art and Oddities Parlour
Sun 22 · 7 PMCA$185.21
Delta Pickering: $30,000 Monster Bingo
Delta Bingo & Gaming
Sun 22 · 8 PM
RockConcert
Jason Bonham's Led Zeppelin Evening
The Arena at Pickering Casino Resort
Thu 26 Nov · 7 PMCA$47.08
Paint Nite • KCR Bar & Grill • Pickering
KCR Bar & Grill
Fri 27 Nov · 7:30 PM£28
An evening with snooker icon Steve Davis at The Kirk Theatre, Pickering
Kirk Theatre
Fri 27 NovFree
Justin's 27th Birthday
Lake House
Sat 28 Nov
Guided tourOutdoors
Santa Express
Pickering Station
Fri 27 Nov · 7:30 PMCA$28.25–40
Who's In The Wrong? Live Game Night | $1,000 Cash Prize
755 Oklahoma Dr
Sat 28 Nov · 5 PMFree
Theatre
A Christmas Play "Make Room"
Revivaltime Tabernacle (Durham)
Sat 28 Nov · 5:30 PMCA$113.83–135.22
Parties
Christmas Gala
890 Brock Rd
Sun 29 Nov · 2:30 PMCA$50.85–91.64
Holiday Wreath Making Workshop
Claremont Nature Centre
Fri 4 Dec · 8 PM
RockConcert
Little River Band
The Arena at Pickering Casino Resort
Sat 5 Dec · 8 PM
PopSinger-songwriter
ABBA Revisited Christmas Special
The Arena at Pickering Casino Resort
Fri 11 Dec · 7:30 PM£23
Food
A Taste of Yorkshire Christmas at The Kirk Theatre with guests Stephanie Moon and Sandy Doeherty
Kirk Theatre
Sat 12 Dec · 1 PMFree
Volunteering0–12 yrs
KIDSMAS GIFTBACK 10 YEAR HOLIDAY CELEBRATION
Chestnut Hill Developments Recreation Complex
Sat 12 Dec · 8 PM
Soul / FunkConcert
The Temptations
The Arena at Pickering Casino Resort
Sat 19 Dec · 12 PMCA$0
CraftsFood
The 8th Annual Durham Region Holiday Pop-Up Marketplace
Chestnut Hill Developments Recreation Complex
Sat 19 Dec · 7:30 PM
RockSinger-songwriter
Elvis' Wonderful World of Christmas featuring Steve Michaels
The Arena at Pickering Casino Resort
Tue 12 Jan · 7:15 PM£17
Pickering Musical Society presents Sleeping Beauty panto at The Kirk Theatre
Kirk Theatre
Fri 15 Jan · 8 PM
Stand-up
Cedric The Entertainer
The Arena at Pickering Casino Resort
Thu 21 Jan · 8 PM
Concert
The History of R&B Starring Dru Hill
The Arena at Pickering Casino Resort
Fri 22 Jan · 8 PM
Stand-up
MOJO BROOKZZ: OUTTA POCKET TOUR
The Arena at Pickering Casino Resort
Sun 21 Feb
SilverBackTrails Wade’s Revenge
Levisham Village Hall
Sat 20 Mar · 7:30 PM£23
ABBA Tribute Band - Sensation
Kirk Theatre
Sun 11 Jul
Trail & ultraOutdoors
Eight Stations Ultra
Pickering
Fri 6 Aug · 7:30 PM£19
DIVAS DISCO & ICONS
Kirk Theatre
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Fri 27 Aug
Theatre
The Importance Of Being Earnest
Kirk Theatre, Pickering
See also in Pickering
Fri 30 · 7 PMFree
Concert
Grace Coffee House - BREWED AWAKENINGS Featuring Kayil Torres
Grace Presbyterian Church, Toronto
Sat 14 · 3 PMCA$45
RockConcert
Rockin' For The Cure - 10th Anniversary Event
The Edge, Ajax
Fri 6 · 10 PMCA$17.05–28.40
DJ setR&B
Slowburn: Gi Gi, Ciel & Milch
Cafeteria, Toronto
Sat 7 · 5 PMCA$12.18–17.53
Singer-songwriterConcert
Final Chorus
1521 Harwood Ave N, Ajax
Sun 8 · 6 PMFree
Concert
A Worshipper’s Cry - This Means War
5639 Finch Ave E, Toronto
Sat 7 · 9 PMCA$29–39
ElectroConcert
Unimmune: Suzy Sheer
Cafeteria, Toronto
At 4 PMCA$22.90
DJ setHip-Hop
east side pull up - season two, halloween edition - october 25 2026
CLOUD NINE BAR & GRILL, Ajax
Fri 30 · 6:30 PMFree
Parties
Trunk or Treat
St. Francis Centre, Ajax
Sat 31 · 9 PMFree
ClubDJ set
WICKED "The Annual Halloween Costume Party"
Bass Lounge, Toronto
Fri 30 · 10 PMCA$15.13–38.41
ClubDJ set
Kanyon, Tony Price, Miss Kleio, & Amedeo
Standard Time, Toronto
Fri 30 · 11 PMCA$27.96
DJ set
HAUNT FETE PT 10
DNA Event Center, Ajax
Tue 3 · 10 AMCA$0–11.98
AfroDJ set
LAGOS TO THE 6IX
68 Harwood Ave S, Ajax
At 10 AM
ExhibitionCrafts
Ajax Creative Arts presents "Rooted In Art 60 Years Together"
Ajax Creative Arts
Tue 3 · 2 PMFree
Literature
Afternoon Book Club
Port Union Library, Toronto
Tue 3Free
Literature
Silent Book Club
Highland Creek Library, Toronto
Wed 4 · 6 PMFree
TalkScience
Be Ready, Toronto! Nuclear Emergency Preparedness Session for Individuals and Households
Morningside Library, Toronto
Thu 5 · 11 AMFree
TalkGuided tour
Mawadisidiwag | They visit each other: Indigenous Art Talks & Tours
Indigenous House, U of T Scarborough, Toronto
Fri 6 · 11 AMFree
Talk
Collection in Conversation: Muriel Ahmarani Jaouich and Emily McKibbon
University of Toronto Scarborough - Meeting Place
Mon 16 · 6:30 PMFree
Talk
Cultural Hotspot In-Person Funding Info Session: KGO
Toronto Public Library - Morningside Branch
Wed 28 · 6 PMFree
Talk
Bible Seminar
70 Mcgriskin Rd, Toronto
Fri 30 · 10 AMFree
TalkLanguage café
English Conversation Circle
Malvern Library, Toronto
Sat 31 · 10 AMFree
TalkWellness
Wellness Through the Years with Dr. Julie Ann Francis
1201 Ravenscroft Rd, Ajax
Sat 31 · 11 AMFree
TalkEcology
Learning about Circular Economy at Ajax
Ajax Public Library - Main Branch
Sat 31 · 1 PMFree
TalkHuman rights
Advancing Mental Health Equity for Tamil Communities
Scarborough Health Network - Centenary hospital, Toronto
Mon 2 · 7 PMFree
Food
Quick and Healthy Meal Prep to Simplify Your Life
Guildwood Library, Toronto
Sat 7 · 3 PMFree
Literature
Austen & Company Book Club
Cedarbrae - Closed Library, Toronto
At 7 PMFree
Drop-in services
The Lobby: Young Adults
Sanctus Church Ajax
Wed 28 · 2 PMFree
Politics & Economy
Democracy Fitness: Curiosity
Malvern Library, Toronto
Tue 17 · 2 PMFree
Drop-in services
Guildwood Discussion Group
Guildwood Library, Toronto
Thu 12 · 10 AMFree
Activism
Democracy Fitness: Verbal Confidence
Malvern Library, Toronto
Your passions nearby
Tap what you're into — we'll find the outings around you.