What’s Happening in Chestermere This Winter
2025/26 Fall & Winter Events Guide
Updated December 10, 2025
Chestermere has cooled down, but the events scene is just heating up. Whether you’re after cozy markets, holiday festivals, live music or want to know what the heck is going on around town, this 2025/26 Chestermere events guide has you covered.
There’s no shortage of Chestermere events this winter. Here’s your go-to roundup of Chestermere events happening from September through February 2026. Stay tuned, we’ll be updating this list as more events roll in.
This list includes a mix of events for all ages, but if you're specifically after story times, pop-up playdates, library happenings, and parent-approved activities, head over to the Little Lake Locals Online Calendar. It’s updated regularly with events for families in Langdon, Chestermere, and nearby.
**Some events require tickets and/or registration. Please click on individual links for more details.
Looking for Holiday Markets? We’ve got you covered!
December
December 1 - 15 - Light the Lake Chestermere
December 10, 2025 Adult Creative Club: Indigo Dyeing: Throw Pillow Covers at the Chestermere Library
December 10, 2025 Grinch Tree Making Workshop at the Mash
December 12, 2025 Adult Shinny at the Rec Centre
December 12, 2025 50+ Friday Pub Night
December 12, 2025 Kerryokee at Dockside Bar & Grill
December 13, 2025 Dockside Full Throttle Party Bus & Live Music
December 13 & 14, 2025 Christmas Market, Chestermere Rec Centre
December 13 & 14, 2025 Bark the Lake Pawliday Portraits
December 15, 2025 Drop-In Evening Art Class with the Chestermere Art Guild
December 16, 2025 - The Mash Christmas Paint Night. Email to register.
December 16, 2025 Trivia Night at Dockside Bar & Grill
December 19, 2025 Adult Shinny at the Rec Centre
December 19, 2025 50+ Friday Pub Night
December 19, 2025 Kerryokee at Dockside Bar & Grill
December 23, 2025 Trivia Night at Dockside Bar & Grill
December 26, 2025 50+ Friday Pub Night
December 26, 2025 Kerryokee at Dockside Bar & Grill
December 30, 2025 Trivia Night at Dockside Bar & Grill
December 31, 2025 New Year’s Eve at Dockside Bar & Grill with Pistol Noon
January
January 2, 2026 50+ Friday Pub Night
January 2, 2025 Kerryokee at Dockside Bar & Grill
January 6, 2025 Trivia Night at Dockside Bar & Grill
January 9, 2026 50+ Friday Pub Night
January 9, 2025 Kerryokee at Dockside Bar & Grill
January 13, 2025 Trivia Night at Dockside Bar & Grill
January 16, 2026 50+ Friday Pub Night
January 16, 2025 Kerryokee at Dockside Bar & Grill
January 20, 2025 Trivia Night at Dockside Bar & Grill
January 23, 2026 50+ Friday Pub Night
January 23, 2025 Kerryokee at Dockside Bar & Grill
January 27, 2025 Trivia Night at Dockside Bar & Grill
January 30, 2026 50+ Friday Pub Night
January 30, 2025 Kerryokee at Dockside Bar & Grill
February
February 6, 2026 100 Women Who Care Chestermere quarterly meeting
If you’ve got the scoop on more Chestermere events this fall or winter, shoot us a message or tag @LittleLakeLocals, we’re happy to add it.
Check out the Little Lake Locals Online Calendar for the most up-to-date list of Chestermere family-friendly events all year long. Bookmark it!
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