Events, Shows & Festivals

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Each comunity and business in our destination area is as unique as the events they host.  Check back often to find out what events are coming up so that you can put them in your own calendar.  From community celebrations, reoccuring farmer's markets, holiday events, golf tourmaments, art festivals, and more, use this page to help plan your adventures.

Aug 30, 2025
Village of Val Marie
Val Marie, SK

Aug 30, 2025
Cypress Hills Winery
Maple Creek, Sk

Cypress Hills Winery will be welcoming Kolby Clunas on August 30 from 6-8 pm

Aug 30, 2025
Village of Val Marie
Val Marie, SK

Sep 03, 2025
Town of Leader
Leader, Sk

Sep 03, 2025
Town of Cabri
Cabri, Sk

Sep 03, 2025
Town of Cabri
Cabri, Sk

Sep 03, 2025
Rafter R Brewing Co.
Maple Creek, Sk

Sep 04, 2025
Town of Leader
Leader, Sk

Sep 04, 2025
Village of Frontier
Frontier, SK

Sep 05, 2025
Cypress Hills Winery
Maple Creek, Sk

An Unforgettable Night of Stories & Songs  ​Step into something truly special as Backyard Music Co. brings the soul of Nashville straight to your community on Friday, Sept…

Sep 06, 2025
Village of Val Marie
Val Marie, SK

Sep 06, 2025 - Sep 07, 2025
Lakeview Grill
Cypress Hills Centre Block

Sep 10, 2025
Town of Gull Lake
Gull Lake, Sk

Sep 10, 2025
Town of Eastend
Eastend, SK

Sep 11, 2025 - Sep 14, 2025
Retreat in Cypress Hills
Reesor Ranch

Turn down the noise. Tune into your truth. Step away from the noise and distractions of everyday life and into a space of deep stillness, renewal and presence. This 3-day silent retreat invites you…