Upcoming events

Switch to Calendar View

• NEW! 2027 Cookstown Community Calendar

  • Start
    1 Jul 2026
  •  
  • End
    9 Oct 2026
  •  
  • Spaces left
    9

  Register

  2027 Cookstown Community Calendar

  We’re carrying forward the nostalgic spirit of this year’s Wing Ding with a special 2027 Cookstown Community Calendar, to be distributed during Light Up Night.

  This limited-run keepsake calendar will celebrate the charm, character, and community spirit of Cookstown while showcasing local businesses in a creative and memorable way.

  Only 12 sponsorship spots are available at $225 each.

  Each sponsorship includes a design consultation with Jordana Jones of Cookstown Collective. Jordana will work with participating businesses to creatively incorporate their brand into the overall theme and feel of the calendar, helping create a cohesive keepsake that celebrates our community while highlighting the businesses that make Cookstown special.

  This is a wonderful opportunity to place your business in approximately 200 local family homes and be part of a community project that will be enjoyed throughout 2027.

  Calendar Spot Includes:

  • One featured business placement in the 2027 Cookstown Community Calendar
  • Design consultation with Cookstown Collective to build a cohesive themed calendar.
  • Creative brand integration into the calendar’s overall theme
  • Distribution during Light Up Night
  • Exposure in approximately 200 local homes
  • Businesses are encouraged to select a date during their assigned month to invite the community to their business.

  Month Preferences

  There are 12 calendar sponsorship spots available. While we will do our best to accommodate month preferences, we cannot guarantee a specific month.

  During registration, please enter your top three preferred months. Month assignments will be confirmed once all sponsorship spots are filled.

  Important Notes

  • Spots are limited to 12 businesses.
  • Calendar month placement is not guaranteed.
  • Businesses must provide any required logos, photos, brand assets, or requested information by the deadline provided. Approx Sept.
  • Final calendar design will be created to ensure a cohesive community look and feel.
  • Sponsorships are available on a first-come, first-served basis.

  Secure your spot today and be part of a beautiful community keepsake celebrating Cookstown in 2027.

  
  

  Show details
• BooNanza Bucket Sponsorship

  • Start
    1 Sep 2026
  • End
    3 Oct 2026
  • Spaces left
    5

  Register

  BooNanza Trick-or-Treat Bucket Sponsorship 

  Put your business in the hands of local families this Halloween!

  The Cookstown & District Chamber of Commerce will be handing out orange pumpkin trick-or-treat buckets during BooNanza on Saturday, October 24. Each participating sponsor will have their business logo burned or etched onto a Halloween-themed wooden cutout and attached to the giveaway buckets.

  This is a fun and memorable way to showcase your business while supporting a favourite community event!

  Only five sponsorships are available!

  Logos must be provided in a high-resolution format. Sponsorship is $150 + HST.

  
  

  *Image for illustrative purposes - exact items will vary

  Show details
• BooNanza Four Corners - Sponsorship and Decorating

  • Start
    1 Sep 2026
  •  
  • End
    25 Oct 2026
  •  

  Register

  BooNanza Four Corners Decorating Opportunity 

  Put your business in the middle of the BooNanza fun! Secure one of four highly visible downtown corner locations and create a festive Halloween display for the community to enjoy.

  Your display will also be automatically entered in the Downtown Decorating Contest, where you could win:

  Bragging rights and a trophy
  A $250 Visa gift card

  Only four corners are available and locations will be assigned on a first-come, first-served basis. Claim yours and help us transform downtown Cookstown for BooNanza!

  Show details
• Cookstown BooNanza Trick or Treat Map Registration

  • When
    24 Oct 2026
  •  

  Register

  Join the 2026 BooNanza Trick-or-Treat Map!

  Calling all downtown Cookstown businesses! Sign up to welcome trick-or-treaters during BooNanza on Saturday, October 24 from 11:00 AM–1:00 PM.

  Decorate your storefront, stock up on treats and help us create a fun and festive experience throughout downtown Cookstown!

  When registering, please let us know:

  • If your business will be handing out treats

  • If you would like to enter the Downtown Decorating Contest

  • If you are planning a special activity, giveaway, promotion or experience that you would like us to highlight

  Decorating Contest Prize: The winning business will receive bragging rights, a trophy and a $250 Visa gift card!

  Let’s fill downtown Cookstown with Halloween spirit and make this year’s BooNanza a frightfully fun community celebration! ️

  
  

  Show details
• Cookstown BOONanza

  • When
    24 Oct 2026
  •  
  • Location
    Cookstown

  SAVE THE DATE

  Full Event Details Coming Soon!

  
  

  Show details
• Cookstown Light Up Night

  • When
    21 Nov 2026
  • Location
    Cookstown

  SAVE THE DATE

  Full Light Up Nights coming soon!

  

  Show details
• Light Up Night Santa Claus Parade - Float Registration

  • When
    21 Nov 2026
  •  
    5:00 PM
  • Location
    Cookstown
  • Spaces left
    98

  Register

  Light Up Night - Saturday November 21st!

  
  Join the magic! Register your float and get your official permit for the Cookstown Light Up Night & Santa Claus Parade.
  
  Saturday November 21st! Cookstown Ontario.

  Show details