Have you checked out the drive ontario website? If your interested in pleasure driving there are a bunch of show dates/clinics already on their website. The combined driving association also has some show dates/clinics up as well. Hope to see you out there!
I saw on the driving page that you were curious on what type of carriage to get. I would recomend a meadowbrook. You can get one for a good price and they are great for showing in and just touring around the countryside. There is a picture of me driving to one on my page (its painted blue, they usually are natural in colour). Its a great first carriage and you can always upgrade later in life :)