How we pick these: Evening drag, burlesque, comedy, paint-and-sip, wine, cocktail, karaoke and dance-party listings in the next two weeks.
Thursday, October 1
- Performing October 1: Adam Tiller
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
- Josh Wolf: Touring Hard - Exclusive Concert Event
8:00 PM · The Laugh Shop Calgary · +2 more dates to Oct 3
Burns Industrial · Comedy
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Friday, October 2
- Paint Night - Three Sisters Aurora
7:30 PM · Alexandre's Art Studio · +1 more date to Oct 26
Millrise · CTrain: Shawnessy · 14-min walk
From $37View details → - In Every Universe We Are Improvisors
7:30 PM · The Kinkonauts · +4 more dates to Oct 30
Beltline · CTrain: 8th Street SW · 7-min walk · Comedy
- Performing October 2: Adam Tiller
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
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Saturday, October 3
- Don't Tell Calgary, AB
7:00 PM · Don't Tell Comedy CA
Downtown · CTrain: 4th Street SW · 4-min walk · Comedy
From $30View details → - Performing October 3: Adam Tiller
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
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Sunday, October 4
- Sundays Unplugged: October 2026
7:30 PM · The Kinkonauts · +3 more dates to Oct 25
Beltline · CTrain: 8th Street SW · 7-min walk · Comedy
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Monday, October 5
- Paint Night - Northern Lights Show
7:30 PM · Alexandre's Art Studio · +1 more date to Nov 9
Millrise · CTrain: Shawnessy · 14-min walk
From $36View details → - Performing October 5: Michael Moses
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
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Tuesday, October 6
- Performing October 6: Michael Moses
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
Wednesday, October 7
- Performing October 7: Michael Moses
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
- Paint Night - Glance Of Summer
7:30 PM · Alexandre's Art Studio
Millrise · CTrain: Shawnessy · 14-min walk
From $37View details →
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Thursday, October 8
- Thanksgiving Shopping Spree (FREE) - ShawnessyFew tickets left
6:00 PM · Calgary Co-op Shawnessy Wine Spirits Beer
Shawnessy · CTrain: Somerset-Bridlewood · 9-min walk
FreeView details → - Wines of the Northern Rhône - Crowfoot
7:00 PM · Calgary Co-op Crowfoot Wine Spirits Beer
Arbour Lake · CTrain: Crowfoot · 8-min walk
From $50View details → - Performing October 8: Michael Moses
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
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Friday, October 9
- Paint your pet watercolor painting
6:00 PM · Sammie · +2 more dates to Nov 13
South Calgary
From $15View details → - Jason Cheny - Exclusive Concert EventFew tickets left
6:45 PM · The Laugh Shop Calgary · +1 more date to Oct 10
Burns Industrial · Comedy
- Performing October 9: Michael Moses
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
- Paint Night - Kananaskis Northern Lights
7:30 PM · Alexandre's Art Studio · +2 more dates to Nov 6
Millrise · CTrain: Shawnessy · 14-min walk
From $37View details →
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Saturday, October 10
- Paint Night - Three Sisters Sunset
7:00 PM · Alexandre's Art Studio · +1 more date to Nov 4
Millrise · CTrain: Shawnessy · 14-min walk
From $37View details → - Guess the Expensive Wine: Big Red Edition - MidtownFew tickets left
7:00 PM · Calgary Co-op Midtown Wine Spirits Beer
Beltline · CTrain: Downtown West - Kerby · 7-min walk · Food & drink
From $35View details → - Creepy Tales & Cocktails
7:00 PM · The Confluence Historic Site & Parkland · +3 more dates to Oct 17
East Village · CTrain: Bridgeland · 10-min walk · Food & drink
- Performing October 10: Michael Moses
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
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Monday, October 12
- Paint Night - Riverside
7:30 PM · Alexandre's Art Studio
Millrise · CTrain: Shawnessy · 14-min walk
From $37View details →
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Tuesday, October 13
- Performing October 13: Alex Carr
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
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Wednesday, October 14
- Performing October 14: Alex Carr
7:30 PM · Comedy Cave
Downtown West End · CTrain: Downtown West - Kerby · 3-min walk · Comedy
- Paint Night - Three Sisters
7:30 PM · Paint Escape · +1 more date to Oct 23
Millrise · CTrain: Shawnessy · 14-min walk
From $37View details →
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Not quite it? Search everything coming up or try another plan above.
Calgary plans, sorted.
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