Why do I have to run the hills

It was the hill training day again and the repeats keep going up. We were back at Canoe landing site and we had to 5 repeats and it really hurts now. Lately my calves and shin have been complaining a lot. I am not at what point I declare it as injury and rest a week or one run. Today morning it felt like that was going to be today but once I started running and body gets warmed up the pain disappears. I have seen few more running blog report same thing but they all do recommend to rest once in while.
I guess this has been the longest consistent running I have been doing. This time the distance, pace and incline all have been going up and don't see the end any time near. Sunday in 14Km sounds insane too me but I did 12 last week was ok at the end. It was slower but than it was long slow distance run.

Garmin 610 GPS was good today even with repeated passes under the bridge it did not loose the connection and kept me at right spot. The distance was also bang on. I am debating if I should get a 2nd foot pod so that I switch to 2nd shoe.

Oh too solve the calves and shin pain I got the compression sox and roller. Need to try both today hopefully its going help. Here is how the run went.