The best places to go out in Pickering
67 upcoming events
See it on a mapVenues at a glance9 must-visit spots for in Pickering.
The spots to know: Chestnut Hill Developments Recreation Complex, 1755 Pickering Pkwy and The Arena at Pickering Casino Resort.
Venues in Pickering
Events in Pickering
Sun1
Today
Mon2
Tomorrow
Tue3
Tuesday 3 November
Wed4
Wednesday 4 November
Fri6
Friday 6 November
Sat7
Saturday 7 November
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
Later
Thu 12 · 7 PMCA$47.08
Workshop
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
Folk danceFolk / Acoustic
Fundraising Ceilidh
Memorial Hall
Fri 13 · 4 PMFree
Volunteering
Pickering Winter Nights, City Lights
The Esplanade Park
Fri 13 · 8 PMCA$22.90
KaraokeDJ set
Pull Up And Praise
Remarkable Event Centre
Sat 14 · 11 AMFree
ExhibitionTalk
LANDSlide: Coffee Morning Celebration
Dalby Forest Courtyard
Sat 14 · 12:45 PMCA$35
WorkshopWellness
Sukoon: The Wellness Reset | Mom Yoga Pilates & Kids Activities + Lunch
Fun Factory Play Cafe - Pickering
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
Sun 15 · 1:30 PMCA$37.61
The Art of Keeping: A Family Art & Play Workshop
Snooze Room
Mon 16 · 4 PMFree
Seed Saving: Native Wildflowers at Claremont Nature Centre
Claremont Nature Centre
Wed 18 · 5 PMCA$12.19
NAYGN Durham 20th Anniversary Social
Archers Battlefield
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$532.57
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$134.46
Workshop
Butterfly Pinning Workshop
ALC Art and Oddities Parlour
Sun 22 · 12 PMCA$177.06
Workshop
Death's-Head HawkMoth Pinning Workshop
ALC Art and Oddities Parlour
Sun 22 · 2 PMCA$240.96
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 · 7 PMCA$47.08
Paint Nite • KCR Bar & Grill • Pickering
KCR Bar & Grill
Fri 27 · 7:30 PM£28
An evening with snooker icon Steve Davis at The Kirk Theatre, Pickering
Kirk Theatre
Fri 27Free
Justin's 27th Birthday
Lake House
Sat 28
Guided tourOutdoors
Santa Express
Pickering Station
Fri 27 · 7:30 PMCA$28.25–40
Who's In The Wrong? Live Game Night | $1,000 Cash Prize
755 Oklahoma Dr
Sat 28 · 12 PMCA$54.58
Rooted & Rising
Open Arms Church of Jesus Christ
Sat 28 · 5 PMFree
Theatre
A Christmas Play "Make Room"
Revivaltime Tabernacle (Durham)
Sat 28 · 5:30 PMCA$113.83–135.22
Parties
Christmas Gala
890 Brock Rd
Sun 29 · 2:30 PMCA$50.85–91.64
Holiday Wreath Making Workshop
Claremont Nature Centre
Thu 3 Dec · 6:30 PMFree
Winter Wonders
1675 Montgomery Park Rd
Fri 4 Dec · 8 PM
RockConcert
Little River Band
The Arena at Pickering Casino Resort
Sat 5 Dec · 5 PMCA$45.20
Festive Prints Workshop
STEAMOJI Pickering
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
Sat 23 Jan · 1 PMCA$45
Lee Valley Tools Pickering Store - Carve a Spoon
1755 Pickering Pkwy
Sat 30 Jan · 1 PMCA$50
Lee Valley Tools Pickering Store - Wood-Burn a Set of Coasters
1755 Pickering Pkwy
Sat 6 Feb · 1 PMCA$70
Lee Valley Tools Pickering Store - Make a Charcuterie Board
1755 Pickering Pkwy
Sat 20 Feb · 1 PMCA$60
Lee Valley Tools Pickering Store - Linocut Printmaking Workshop
1755 Pickering Pkwy
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
See also in Pickering
Fri 27 · 7 PMFree
Singer-songwriterFolk / Acoustic
Grace Coffee House - BREWED AWAKENINGS Featuring Sarah Felicia
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
Fri 13 · 10 PMCA$38.41–50.04
HouseConcert
Yaego - Musica Electronica En Vivo Tour
Standard Time, Toronto
Sat 7 · 10 PMCA$12.19–22.90
Club
Just FWD | Red Room Edition
Private Venue, Ajax
Sat 7 · 10 PMCA$17.55–108.47
Club
ELEVEN11 -THE FALL EDITION
CLOUD NINE BAR & GRILL, Ajax
Fri 13 · 7 AMCA$7
ClubDisco
Decade Dances: Flash Fever – A Night at Studio 54
St. Francis Centre, Ajax
Fri 13 · 7 PMCA$86.53–320.83
Parties
The Experience industry night
The Experience Event Centre, Ajax
Tue 3 · 10 AMCA$0–11.98
AfroDJ set
LAGOS TO THE 6IX
68 Harwood Ave S, Ajax
Fri 13 · 10 PMCA$17.31
Hip-HopClub
The Basement Boombap
1133 Markham Rd, Scarborough
Fri 13 · 8 PMCA$17.55
Club
KNOCK KNOCK POP UP: AJAX
DNA Event Center, Ajax
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
Tomorrow · 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 · 4 PMFree
TalkWellness
Nov 24 In Person Dementia Tour Experience (Ajax) evening tickets!!
Grandview Kids Ajax - The Jerry Coughlan Building
Fri 27 · 9 AMCA$0–640.34
ExhibitionTalk
4th Annual Art and Cultural International Exhibition 2026
29 Rosebank Dr, Toronto
Sat 28 · 10 AMFree
TalkFeminism
GBV Awareness & Prevention: A Community Conversation
55 Harwood Ave S, Ajax
Thu 12 · 6 PMFree
Hip-HopPoetry slam
Hear Me Out: Open Mic
TAIBU CHC, Scaraborough
Sat 14 · 10 AM
EcologyDrop-in services
2026 Durham Climate Forum
St. Francis Centre, Ajax
Thu 12 · 10 AMFree
Activism
Democracy Fitness: Verbal Confidence
Malvern Library, Toronto
Tue 17 · 2 PMFree
Drop-in services
Guildwood Discussion Group
Guildwood Library, Toronto
Your passions nearby
Tap what you're into — we'll find the outings around you.
Frequently asked questions
What are the best venues in Pickering?
Our favourite spots in Pickering: Chestnut Hill Developments Recreation Complex, 1755 Pickering Pkwy and The Arena at Pickering Casino Resort.