What’s Happening in Chestermere This Fall & Winter
2025 Fall & Winter Events Guide
Updated October 29, 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.
From pumpkin patches and spooky haunts to tree lightings and winter carnivals, there’s no shortage of Chestermere events this fall and 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.
October
October 28, 2025 Trivia Night at Dockside Bar & Grill
October 29, 2025 Halloween Paint Night at The Mash Email lilymagil@gmail.com for details
October 31, 2025 Adult Shinny at the Rec Centre
October 31, 2025 Fear by the Pier Halloween Party at Dockside Bar & Grill featuring Dr Giggles House of Pain
November
November 3, 2025 English Conversation Circle at the Chestermere Library
November 5, 2025 Basic Computer: Protecting Yourself Online at the Chestermere Library
November 6, 2025 Midday Reset Yoga at the Chestermere Library
November 6, 2025 100 Women Who Care Quarterly Meeting & Donation event
November 7, 2025 Adult Shinny at the Rec Centre
November 7, 2025 50+ Friday Pub Night
November 7, 2025 Kerryokee at Dockside Bar & Grill
November 11, 2025 Remembrance Day
November 12, 2025 Adult Creative Club: Watercolour Basics at the Chestermere Library
November 12, 2025 Métis dot painting at the Chestermere Library
November 13, 2025 Midday Reset Yoga at the Chestermere Library
November 14 - 16, 2025 Christmas Market, Chestermere Rec Centre
November 14, 2025 50+ Friday Pub Night
November 14, 2025 Kerryokee at Dockside Bar & Grill
November 17, 2025 English Conversation Circle at the Chestermere Library
November 18, 2025 Adult Creative Club: Intro to Crochet at the Chestermere Library
November 19, 2025 Adult Creative Club: Felted Florals and Plants at the Chestermere Library
November 20, 2025 Midday Reset Yoga at the Chestermere Library
November 21, 2025 Video Game Night
November 21, 2025 50+ Friday Pub Night
November 21, 2025 Kerryokee at Dockside Bar & Grill
November 24, 2025 English Conversation Circle at the Chestermere Library
November 26, 2025 Adult Creative Club: Sunshine in a Pot at the Chestermere Library
November 27, 2025 Midday Reset Yoga at the Chestermere Library
November 28, 2025 Adult Shinny at the Rec Centre
November 28, 2025 50+ Friday Pub Night
November 28, 2025 Kerryokee at Dockside Bar & Grill
November 29, 2025 Winter Lights Festival
November 29 & 30, 2025 Christmas Market, Chestermere Rec Centre
December
December 1 - 15 - Light the Lake Chestermere
December 1, 2025 Paint-A-Gnome at The Mash
December 2, 2025 Adult Creative Club: Page to Project: Crochet Pattern Basics at the Chestermere Library
December 3, 2025 Adult Creative Club: Indigo Dyeing: Throw Pillow Covers at the Chestermere Library
December 4, 2025 Midday Reset Yoga at the Chestermere Library
December 4, 2025 Grinch Tree Making Workshop at the Mash
December 5, 2025 50+ Friday Pub Night
December 5, 2025 Kerryokee at Dockside Bar & Grill
December 6, 2025 Annual Indus Christmas Market
December 8, 2025 English Conversation Circle at the Chestermere Library
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 50+ Friday Pub Night
December 12, 2025 Kerryokee at Dockside Bar & Grill
December 13 & 14, 2025 Christmas Market, Chestermere Rec Centre
December 19, 2025 50+ Friday Pub Night
December 19, 2025 Kerryokee at Dockside Bar & Grill
December 26, 2025 50+ Friday Pub Night
December 26, 2025 Kerryokee at Dockside Bar & Grill
January
January 2, 2026 50+ Friday Pub Night
January 9, 2026 50+ Friday Pub Night
January 16, 2026 50+ Friday Pub Night
January 23, 2026 50+ Friday Pub Night
January 30, 2026 50+ Friday Pub Night
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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