It doesn't even have to be a steep one. Mine for example, is a short quarter of a mile climb into the town where I live. If I came across it on a weekend ride I wouldn't notice it. I can cycle 80m in one day round North Wales and yes, struggle with some hills, but just get battered by this one. I think its a mental thing. The fact it's so close to home and at the very end of my commute. It doesn't matter how fit I feel or which way the wind's blowing, I always hit this climb with dismay.
When I first started cycling I used how difficult I found the hill as a benchmark for my fitness goals, and its never got any easier!!!!
