Run in the winter. Its easy. You just have to dress the part. In layers. The trick is not to dress to warm to run.
Running like everything else takes time to work up to. At first you can only do 1 km then 2 then 5 then 8 km it gets easy as time goes on.
If you can scrounge enough allowance together you can go to a sports store (IE Zellers) and get some good running gear
When you turn old enough to get a job at McDonald's or Tim Hortons you can afford to go to Cleve's Source for Sports..
If you join the reserves or cadets you can shop at the military store called CANEX they have the coolest Army stuff from Roots Canada and there is always sales on.Once I got this cool shirt and it said..
Join the Militia
Travel to exotic Lands
Meet interesting and exotic people
Then kill them...
But Only on weekends
It was so cool I wore that shirt every where. It was olive Drab with 3/4 lenght sleeves
But it got a hole in it and my mom threw it out.
As for running on the beach
There is lots of Beach to run on in the Army.
CFB Shilo has one of the nicest inland beaches I have ever had the privilege to walk on.