What's on around Pickering - Halloween?
130 upcoming events
See it on a mapVenues at a glanceWe've rounded up 130 upcoming events around Pickering - Halloween — concerts, parties, theatre, exhibitions, family outings — updated every day. Pick a theme or just scroll.
Events around Pickering - Halloween
Mon26
Today
At 12:30 PMFree
Story time0–5 yrs
Baby Time
Albert Campbell Library
At 2 PMFree
Workshop
Knitting Circle
Eglinton Square Library
At 2 PMFree
Drop-in servicesVolunteering
Coffee and Conversation with Cops
Albert Campbell Library
At 2 PMFree
WorkshopStudents
Computers for Beginners 1: Use the Mouse
Cliffcrest Library
At 2 PMFree
Music for toddlers0–5 yrs
Family Time
Guildwood Library
At 2 PMFree
Drop-in services
Drop-in Tech help
Flemingdon Park Library
At 2 PMFree
Concert
Music Social
Fairview Library
At 2 PMFree
Workshop
User Ed: PowerPoint 3 — Add Visual Style to your Presentation
Agincourt Library
At 4 PMFree
Story time13–17 yrs
Youth Hub: Hands On Exotics Snakes
Agincourt Library
At 4 PMFree
ScienceBoard games6–12 yrs
After School Club
Highland Creek Library
At 4 PMFree
Creative workshopTrading cards6–12 yrs
Monday Kids Social
Guildwood Library
At 4 PMFree
Cinema13–17 yrs
Youth Hub: Halloween Movie Night
Kennedy/Eglinton Library
At 4 PMFree
Music for toddlers
Youth Hub: Musical Monday
Fairview Library
Tue27
Tomorrow
At 7 PMFree
Music for toddlers0–5 yrs
Family Time
Bridlewood Library
At 7 PMFree
Workshop
"Map It": 2
Albert Campbell Library
At 7 PMCA$47.08
Workshop
Paint Nite — Halloween Skeleton Love
Denny's Restaurant Whitby
At 7 PM
Video gamesTournament
Crit Hit Fight Night 104
1540 Durham Regional Hwy 2
Tomorrow · 8 AMFree
Other
Youth Hub: Homework Day
Kennedy/Eglinton Library
Tomorrow · 9:30 AMFree
Story time
EarlyON Drop-in
Cornell Branch Library
Tomorrow · 9:30 AMFree
Drop-in servicesInclusivity
Coffee and Conversation
Malvern Library
Tomorrow · 9:30 AMCA$0–51
Guided tourOutdoors
Toronto Zoo: Entry Ticket
Toronto Zoo
Tomorrow · 10 AMFree
Drop-in servicesMigration
One-on-One Settlement Support Services
Cornell Branch Library
Tomorrow · 10 AMFree
Music for toddlersStory time0–5 yrs
Baby Time
Don Mills Library
Tomorrow · 10:30 AMFree
Music for toddlers
Baby & Books
Unionville Branch Library
Tomorrow · 10:30 AMFree
Music for toddlersStory time0–5 yrs
Baby Time
Cliffcrest Library
Tomorrow · 11 AMFree
Kids' showMusic for toddlers
Baby & Books
Milliken Mills Branch Library
Tomorrow · 12:30 PMFree
Drop-in services
Housing Help
Malvern Library
Tomorrow · 1 PMFree
Workshop
Microsoft Access 2: Joins and Lookup Columns
Maryvale Library
Tomorrow · 1 PMFree
Drop-in services
Health Support Table with SCHC
Morningside Library
Tomorrow · 1 PMFree
Story time0–5 yrs
EarlyON Together Time
Woodside Square Library
Tomorrow · 2 PMFree
Music for toddlers
Baby & Books
Cornell Branch Library
Tomorrow · 2 PMFree
CinemaSeniors
Senior Movie Day
Eglinton Square Library
Tomorrow · 2 PMFree
Drop-in services
Newcomer Settlement Services
Albert Campbell Library
Wed28
Wednesday 28 October
Tomorrow · 7 PMFree
Other
Civic Innovation Consultations
Albert Campbell Library
Tomorrow · 7 PMFree
TalkCareer
Financial Literacy and or Part-Time Business Opportunity
Woodbine Avenue & Steeles Avenue East
Tomorrow · 7 PMCA$21.57–41.80
Workshop
Pumpkin Paint Night
The Black Dog Pub
Tomorrow · 7 PMCA$47.08
Workshop
Paint Nite • Flowers to Die For at Diana's Oyster Bar
Diana's Oyster Bar - Markham
Tomorrow · 7 PMCA$81.73
Wellness
Sacred Frequencies - an immersive healing journey
68 Harwood Ave S
Tomorrow · 7 PMFree
Quiz
Trivia Night at Whisky John's Oshawa
Whisky John's Oshawa
Tomorrow · 7 PMFree
QuizConcert
Trivia Night at Town Brewery
Town Brewery
Tomorrow · 7:30 PMFree
Quiz
HALLOWEEN MOVIES GENERAL TRIVIA NIGHT - Melanie Pringles (Whitby)
Melanie Pringles Restaurant
Tomorrow · 7:30 PMFree
QuizConcert
Trivia Night at Jack's Richmond Hill
Jack's Richmond Hill
Tomorrow · 7:30 PMFree
Quiz
Trivia Night at Kings Tavern Whitby
Kings Tavern Whitby
Wed 28 · 9 AMFree
Talk
Early Brain Development: Powering Creativity and Economic Growth Screening
Durham College
Wed 28 · 9:30 AMFree
Story timeOutdoors0–5 yrs
EarlyON Together Time
Woodside Square Library
Wed 28 · 10 AMFree
Story time
EarlyON Drop-in
Angus Glen Branch Library
Wed 28 · 10 AMFree
Story time0–5 yrs
Toddler Time
Don Mills Library
Wed 28 · 10 AMFree
WorkshopSeniors
Active Body and Mind: Paint Your Own Miniature Unicorn and Fairy (Mandarin)
Steeles Library
Wed 28 · 10:30 AMFree
Story time0–1 yrs
Baby Time
Maryvale Library
Wed 28 · 10:30 AMFree
Music for toddlersStory time0–5 yrs
Baby Time
Taylor Memorial Library
Wed 28 · 10:30 AMFree
Music for toddlersStory time0–5 yrs
Baby Time
Guildwood Library
Wed 28 · 10:30 AMFree
Music for toddlersStory time0–5 yrs
Toddler Time
Fairview Library
Thu29
Thursday 29 October
Wed 28 · 7 PMCA$20.34
WorkshopCrafts
Community Craft Night
Studio Mooi
Wed 28 · 7 PMCA$47.08
Workshop
Paint Nite • Wild Wing Woodside Square
Wild Wing Woodside Square
Wed 28 · 7 PMFree
Quiz
Trivia Night at The Tap & Tankard
The Tap & Tankard
Wed 28 · 7 PMCA$25–515
DJ setCountry
Country Music Night
Trail Hub
Wed 28 · 7:30 PMFree
Quiz
Wednesday Night Trivia at Bulldog Pub in Oshawa
Bulldog Pub
Wed 28 · 7:30 PMCA$45–50
Workshop
Paws & Paint: Create Your Own Pet Portrait
The Whitby Yacht Club
Wed 28 · 7:30 PMFree
Quiz
Trivia Night at Bulldog Pub
Bulldog Pub
Wed 28 · 7:30 PMFree
Quiz
Trivia Night at Captain Hooks Bar & Grill - Stouffville
Captain Hooks Bar & Grill - Stouffville
Thu 29 · 9:30 AMFree
Story time
EarlyON Drop-in
Unionville Branch Library
Thu 29 · 10 AMFree
Drop-in services
Sanko Speaks: Drop In Thursdays
Albert Campbell Library
Thu 29 · 10 AMFree
WorkshopWellness
Expressive Art Journey
Hillcrest Library
Thu 29 · 10 AMCA$290.33
WorkshopFood
Intermediate Espresso Workshop
Seven Mystery Roastery
Thu 29 · 10:30 AMFree
Music for toddlers
Baby & Books
Markham Village Branch Library
Thu 29 · 10:30 AMFree
Story timeKids' show0–5 yrs
Baby Time
Albert Campbell Library
Thu 29 · 10:30 AMFree
Story timeKids' show0–5 yrs
Toddler Time
Bridlewood Library
Thu 29 · 1 PMFree
WorkshopCrafts
Knitting and Crochet Circle
Don Mills Library
Thu 29 · 1:30 PMFree
Workshop
Knit & Crochet
Kennedy/Eglinton Library
Thu 29 · 1:30 PMFree
Seniors
FULL - Human Connection 101 Workshop Series for Seniors
Fairview Library
Thu 29 · 2 PMFree
Workshop
Computers for Beginners 3: Use the Internet
Fairview Library
Thu 29 · 2 PMFree
Workshop
Digital Privacy 201
Eglinton Square Library
Fri30
Friday 30 October
Thu 29 · 7 PMFree
Board games
Scrabble Night
Eglinton Square Library
Thu 29 · 7 PMFree
Workshop
Make It Heard 3: Civic Problem-Solving & Digital Advocacy
Albert Campbell Library
Thu 29 · 7 PMCA$47.08
Workshop
Paint Nite • Pickering
KCR Bar & Grill
Thu 29 · 7 PMCA$47.08
Workshop
Paint Nite • Thornton Arms Pub & Grill • Oshawa
Thornton Arms Pub & Grill
Thu 29 · 7 PMCA$25
Quiz
Trivia, Tarot & Potions Night
370 Old Kingston Rd
Thu 29 · 7 PMFree
Talk
Complimentary Executor Preparation & Protection Workshop
DeStefano Funeral, Celebration and Reception Centre
Thu 29 · 7 PMCA$30
Other
Mix, Mingle & Match! Speed Dating Event
Bulldog Pub
Thu 29 · 8 PM
RockConcert
Big Wreck
The Arena at Pickering Casino Resort
Thu 29 · 8 PMCA$27.40
RockConcert
GTA LIVE FM Featuring Double Experience
The Biltmore Theatre
Thu 29 · 9 PMFree
Stand-upComedy
FREE Comedy Show at Mad Dawgs Public House
Mad Dawgs Public House
Fri 30 · 9 AMFree
Drop-in servicesMigration
Newcomer Settlement Services
Malvern Library
Fri 30 · 9 AMFree
Drop-in servicesMigration
Newcomer Settlement Services
Burrows Hall Library
Fri 30 · 9:30 AMFree
Story time
EarlyON drop-in
Markham Village Branch Library
Fri 30 · 9:30 AMFree
Drop-in services0–5 yrs
Together Time
Malvern Library
Fri 30 · 10 AMFree
TalkLanguage café
English Conversation Circle
Malvern Library
Fri 30 · 10 AMFree
WellnessVolunteering
Ujima Network: Fridays
Albert Campbell Library
Fri 30 · 10 AMFree
ChessSeniors
Chess For Life: Seniors Social
Goldhawk Park Library
Fri 30 · 10 AMCA$27.96–43.93
Parties
Slackness Halloween
1211 Kingston Rd
Fri 30 · 10 AMCA$6.85
Street party
HALLOWEEN 2026 STOUFFVILLE MANSION PARTY
Sam Davis Court
Fri 30 · 10:15 AMFree
Story time0–5 yrs
Family Time
Bendale Library
Sat31
Saturday 31 October
Fri 30 · 7 PMFree
Concert
Grace Coffee House - BREWED AWAKENINGS Featuring Kayil Torres
Grace Presbyterian Church
Fri 30 · 7 PMCA$27.51–71.01
Hip-HopR&B
JTK Live Music Performance & Chill-After | Hip-hop/R&B Night
BOND|ST Event Centre
Fri 30 · 7 PMCA$76.12
Card games
Intro to Tarot Reading Workshop
Studio Mooi
Fri 30 · 7 PMCA$69.49
WorkshopFood
Spooky Pumpkin Chocolate Bar Workshop | Halloween Edition
74 Crockford Blvd #3
Fri 30 · 7 PMCA$76.12
Games
Speakeasy Murder Mystery Dinner
Royal Stouffville Golf Course
Fri 30 · 7 PMCA$45–55.66
Workshop
Paint Night: Boo's & Brews
2-2679 Bur Oak Ave
Fri 30 · 7 PMCA$0–13.54
DJ set
BOO'D UP Halloween DJ Night
7255 Warden Ave.
Fri 30 · 7:30 PMFree
Parties
Marriage Night
ServeCity Church
Fri 30 · 7:30 PMCA$20.75
Stand-up
No Costumes Required Comedy Night
SUGAR Cafe and Lounge
Fri 30 · 7:30 PM
RockConcert
Forever Seger
The Arena at Pickering Casino Resort
Fri 30 · 8 PMFree
RockPop
Pre-Halloween Party
The Torchbearer Taproom
Fri 30 · 8 PMCA$26.20
Concert
Devil's Night with My Friend The Skeleton
twotwotwo
Fri 30 · 9 PMCA$15
DJ setClub
Halloween Festa!
Oshawa Italian Recreation Club
Fri 30 · 10 PMCA$39.75
ClubDJ set
Damian Lazarus
Future
Fri 30 · 10 PMCA$15.13–38.41
ClubDJ set
Kanyon, Tony Price, Miss Kleio, & Amedeo
Standard Time
Fri 30 · 10 PMCA$20
Club
Grave Rave
BOND|ST Snack Bar
Fri 30 · 10 PMCA$22.90
Club
PEI PAKKAM VARRIYAA 2
CLOUD NINE BAR & GRILL
Fri 30 · 11 PMCA$25–27.96
DJ set
HAUNT FETE PT 10
DNA Event Center
Sat 31
Martial artsTeam sports
Lutando Series - Oshawa/Toronto 2026
Oshawa, ON
Sat 31
Martial artsBoxing & combat
2026 Ontario Open NoGi + ACE Cup Gi
Whitby, ON
Sun1
Sunday 1 November
Sat 31 · 7 PMFree
Kids0–15 yrs
2026 Hallelujah Night
145 Sparks Ave
Sat 31 · 8 PMCA$45
HouseDJ set
Masquerade Halloween Party
Bluffers Restaurant & Event Centre
Sat 31 · 8 PMCA$22.63–41.80
Video gamesTournament
Harvest Moon Series at Rama Gaming House Scarborough
Rama Gaming House Scarborough
Sat 31 · 8 PMCA$22.63
ClubDJ set
Progressive Culture — Halloween Edition
Terminal 16 Recording Studios
Sat 31 · 8 PMCA$60.34
Street party
Persian Halloween Party
2 Laureleaf Rd
Sat 31 · 8 PMFree
Concert
Bonnie Memphis Live Band | Halloween Night at Leo Bar & Grill
3081 Kingston Rd
Sat 31 · 8 PMFree
Street party
Halloween Costume Party at Leo Bar & Grill
3081 Kingston Rd
Sat 31 · 9 PMFree
ClubDJ set
WICKED — The Annual Halloween Costume Party
Bass Lounge
Sat 31 · 10 PMCA$22.75–34.10
ClubDJ set
OMG.BLOG, Ard1n, Rabzi, DJ Chris, Marnigurl, Milch, Invisible City, Courtneylovecox
Cafeteria
Sat 31 · 10 PMCA$17.05–28.40
ClubDJ set
The Blood Ball: HYMZ, Young Teesh, Yao Yao, Jaime Sin, Kevin Client
Osler Records
Sat 31 · 10 PMCA$9.31–17.31
ClubDJ set
A NIGHTMARE ON BOND|ST - THE HALLOWEEN PARTY 2
BOND|ST Event Centre
Sat 31 · 10 PMCA$22.63–38.61
Street party
THRILLER 2026 - The Halloween Costume Party
Galaxy Event Space
Sat 31 · 10 PMCA$14.10–23.79
DJ set
The Black Parade Halloween Emo Night Oshawa
The Biltmore Theatre
Sat 31 · 10 PMCA$14.10–19.95
RockConcert
The Black Parade Halloween Emo Night Oshawa
The Biltmore Theatre
Sun 1CA$15
Outdoors
Oshawa Murder Mystery: Solve the case!
50 Centre St S, Oshawa, ON L1H 3Z7, Canada
Sun 1 · 9 AMFree
YogaFitness
Monthly Sweat Series: Pilates with Dorian
Oshawa Centre
Sun 1 · 10 AMFree
Human rights
Global Communion Service with Pastor Chris
38 Metropolitan Rd
Mon2
Monday 2 November
Also on around Pickering right now
Tue 3 · 8 PM
PopConcert
Owen Riegling: In The Feeling Tour
The Arena at Pickering Casino Resort
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
Fri 6 · 7 PM
RockConcert
Streetheart, Harlequin & Helix: 50th Anniversary
The Arena at Pickering Casino Resort
Sat 7 · 11 PMCA$22.63–27.96
DJ setReggae
REGGAE REEWIND - 100% REGGAE ALL NIGHT!
Galaxy Event Space, Pickering
Fri 30 · 6:30 PMFree
Parties
Trunk or Treat
St. Francis Centre, Ajax
Sat 7 · 10 PMCA$17.55–108.47
Club
ELEVEN11 -THE FALL EDITION
CLOUD NINE BAR & GRILL, Ajax
Fri 13 · 12 PMFree
Market
Black Joy Holiday Market 2026
Chestnut Hill Developments Recreation Complex, Pickering
Tue 3 · 10 AMCA$0–11.98
AfroDJ set
LAGOS TO THE 6IX
68 Harwood Ave S, Ajax
Fri 6 · 10 PMCA$20.95–50.04
DJ setHip-Hop
Benji B and Skratch Bastid All Night Long
Standard Time, Toronto
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
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
Thu 5 · 4 PMFree
Literature
Youth Hub: Novel Writing Challenge
Malvern Library, Toronto
Sat 7 · 3 PMFree
Literature
Austen & Company Book Club
Cedarbrae - Closed Library, Toronto
Tue 24 Nov · 4 PMFree
TalkWellness
Nov 24 In Person Dementia Tour Experience (Ajax) evening tickets!!
Grandview Kids Ajax - The Jerry Coughlan Building
Thu 12 · 6 PMFree
Hip-HopPoetry slam
Hear Me Out: Open Mic
TAIBU CHC, Scaraborough
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.
Venues around Pickering - Halloween
Port Union Library
8 events
Malvern Library
17 events
Morningside Library
8 events
Woodside Square Library
11 events
Cliffcrest Library
12 events
.jpg&w=360&output=webp&q=78&we)
Agincourt Library
8 events
Bridlewood Library
7 events
Kennedy/Eglinton Library
10 events
Albert Campbell Library
20 events
Fairview Library
17 events
Don Mills Library
7 events
Flemingdon Park Library
9 events