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Trip Ideas

WIN Your Dream Rural Escape to Caledon!

You, your favourite person, and a dream trip to Caledon! Yes, you read that right. Your next getaway could be on us. We’re giving away a Caledon trip for two, valued up to $1500!

Why visit Caledon? 

Caledon is known for its rural charm, small-town spirit and beauty of the Niagara Escapment. Located one hour north of Toronto, Caledon is a scenic nature escape, packed with elements of both relaxation and adventure. You’ll find premium golf clubs, scenic hiking trails and countless agricultural farm experiences. Arts and culture, breweries and dining, and cycling are just a few more activities to add to the list! No matter what type of tripper you are, there’s something for you to discover in between Caledon’s rolling hills. 

Sounds like a vacation you can get behind? Visit Caledon is giving one lucky winner the chance to “win your trip” for two! Whether you turn this opportunity into a romantic weekend getaway, bestie’s girls trip, or a birthday surprise for a parent—entering to win is a no-brainer. 

How to Enter:

The rules to enter are simple. Ready?

  1. Attend the 2026 RBC Canadian Open, hosted by TPC Toronto at Osprey Valley. 
  2. Join us at the Visit Caledon tent and learn all about what you can do and see in Caledon. 
  3. Create your custom dream itinerary, and list out the stops you’d visit if you spent the perfect day in Caledon. 
  4. Place your itinerary in the ballot box, for your chance to be drawn and win your trip!

Terms and Conditions 

Eligibility 

Entrants must be a resident of Canada, and the age of majority in the province of Ontario at the time of the contest. To be eligible to enter, participants must fill out both the “custom itinerary” form and contest ballot.

Employees of the Town of Caledon are not eligible to enter this contest.

Prize Term and Conditions

There will be one (1) grand prize winner chosen by random selection (draw). The Grand Prize is one (1) trip for two (2) people to experience their planned itinerary (Max. 5 stops) in Caledon (valued at a maximum of $1,500 CAD). Transportation, food and ancillary costs not specifically identified as being part of the prize are at the sole expense of the winner. The Town of Caledon makes no express or implied warranties or conditions of any kind with respect to the prize.  The prize must be accepted as granted and cannot be converted to cash. The prize cannot be exchanged for another prize except at the sole discretion of the Town of Caledon. The prize cannot be sold or transferred to any other person. Failure to claim the prize absolves the Town of Caledon of any and all obligations relative to said prize and any and all obligations to the selected participant.   

Brewery, cidery or coffee shop: $25

Restaurant: $100

Hotel: one (1) night, double-occupancy

Attraction: regular admission for two (2)

Experience: cost of class, lesson or activity for two (2)

 Additional Conditions 

Contest participation is onsite only at the Visit Caledon booth at the 2026 RBC Canadian Open. This contest is in no way sponsored, endorsed, administered or associated with TPC Toronto at Osprey Valley, RBC, Golf Canada or the RBC Canadian Open. By entering this contest, participants acknowledge that they have read and agree to official contest rules and eligibility requirements. Providing false information or contravening any of the aformentioned contest terms and conditions will result in the entry being ineligible and void. The winner will be selected and contacted on June 15, 2026.

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