Event Date


Town Dock
2 Main Street
Penetanguishene, ON
Phone: (705) 549-7453

Penetanguishene Winterama, the oldest winter carnival in Ontario. A celebration of Canadian seasonality, Winterama is an opportunity to renew an interest in outdoor activity; enhance community spirit and pride through people, partnership and products; share the heritage and culture of the community and welcome families, friends and visitors alike in a seasonal celebration. 

North Simcoe Rotaract Cardboard Toboggan Races

Only one person per team needs to register. There is a required form during the checkout process that asks you to add all participants' information. Please note, this is a free event, the checkout process will not ask for payment information. 

  • Cardboard Toboggans must be made out of cardboard only. No wood, metal or plastic can be used. Cardboard may be taped, glued or sewn together. All metal staples in a cardboard box must be covered with duct tape on both sides.
  • Cardboard Box Racers will be inspected for safety and compliance with the above before your run. Results of the inspection by the judge will be final.
  • The cardboard racers will be judged for several awards. Prizes will be awarded to: Most Creative, Grand Champion (fastest), Most People on a Toboggan, & Most Team Spirit/Crowd Favourite.
  • The racers acknowledge that they will push or pull their racers to the top of the track. Each person entered in the race MUST fill out an entry form and sign the Liability Release Form on location prior to the race. Persons under 18 must have a parent or guardian sign the form to compete.
Date & Time
The Cardboard Toboggan Races will take place on Sunday, February 19th 2023 from 9:30 am to 11:00 AM. All racers must be present during the entire event.


Rotary Polar Plunge

1. Each plunger must secure a minimum of $200($100 for students) in pledges. Sorry, no exceptions.(Please use available pledge sheets). One plunger per registration sheet. Please make a copy of the completed registration form for your records.
2. 60%of the pledges collected will go to the non-profit group or organization of the plunger’s choice (subject to approval of the Rotary Club of Penetanguishene) designated below. The remaining 40% of the pledges collected will go to help support the service work of the Rotary Club of Penetanguishene. All money pledged must be collected and turned over to the Rotary Club of Penetanguishene before plunging. The Rotary Club of Penetanguishene will then issue a cheque to the non-profit group or organization designated below.

For the full details and list of registration requirements, see the registration form attached. 

Winterama Craft Show

The Penetanguishene Museum is hosting the annual craft show for Winterama weekend! On February 18, from 10 am - 3 pm, vendors will be gathered inside the Museum to sell their creations. 

The Friends of the Museum will also be selling Pea Soup & Chili from 11 am to 2 pm. Hot chocolate, coffee, and apple cider will also be available. 

Winterama Volunteers Needed

It takes a community to make magic happen! The success of Winterama is not possible without dedicated volunteers. Register to apply as a volunteer for the 75th Winterama. Having trouble using the online system? Hardcopy forms are available at Town Hall, or by emailing 

Business Engagement Opportunities

Community engagement has always been an essential part of a successful Winterama weekend. This year we are encouraging businesses to host an event or partner with the Town to help run a new or existing activity!

Below are a few ways your business/organization can get involved:

1. Host an event at a Town location or partner with the Town on an existing event

Ex. Rotaract hosts the Cardboard Toboggan races, Royal Lepage in Touch Realty Inc. partners with Winterama by providing volunteers for the Demolition Derby

2. Host a Third-Party event at your business – Third-party events are welcome to run Friday, February 17- Monday, February 20

Ex. Hire a band to play in your restaurant, hold a dance, or organize a scavenger hunt.

3. Participate in the Rotary Winterama Parade

4. Deals and discounts

Ex. Offer a Winterama weekend promotion. For example, a % off a coffee if you show your Winterama button. 

This year the town is putting together an event guide booklet which will include a schedule of events and Winterama activity promos. By getting involved with one of the 4 options above, you will be included in the event guide, which is a great way to promote your business/organization. The deadline to submit details for the guide is Monday, December 5th. Back Breaker 5000 Poker Run

After its first successful year in 2022, the Back Breaker 5000 Poker Run for Fun will be back for the 75th Winterama!


  • Family Day Weekend (FEB 18/19 2023)
  • Rider Gift Bags for the first 100 Registered
  • ONLY $50 per Rider

Rotary Winterama Parade

The Rotary Club of Penetanguishene is proud to again organize the Winterama Rotary Parade as
part of the Penetanguishene Winterama activities. The Parade will start Saturday activities at 11:00
AM on February 18th, 2023. Anyone wishing to enter a float is asked to fill out a registration form, linked below. 

Arm Wrestling Event

26th Annual Winterama Arm Wrestling 2023 

Sunday, February 19 

Penetanguishene Memorial Community Centre (61 Maria St) 

Over $10,000 in Cash & Prizes! 

Adult Tournament: 

Men’s Right  

  • 0-145 
  • 146-165 
  • 166-185 
  • 186-205 
  • 206+ 

Men’s Left 

  • 0-175 
  • 176+ 

Women’s Right 

  • 0-135 
  • 136+ 

Registration fee: $20 

Registration 6:00 PM – 7:30 PM 

The competition starts: 7:30 PM SHARP 

First Place: $200 

Second Place: $100 

Third Place: $50 


Junior Tournament: 

Ages: 5-6, 7-8, 9-10, 11-12, 13-14, 15-16, 17-18 

Free Registration 11:30 AM – 1:00 PM 

The competition starts 1:30 PM SHARP 


For more information regarding this activity contact 705-427-5419. 

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