I have a couple of locations, myself...
1. The College of Winterhold. When I first went there, a month after I got the game, it was snowing where I lived (IRL) and I just remember feeling cozy inside with the occasional nip from the cold outside. It really connected to me because it felt like I was literally right there.
2. Road from Riften to Whiterun. With all my fast travelling and running in straight lines to quests and running over mountains, it took me over a year just to discover this place. It's amazing! I was playing a scout, so I had Light Armour and a Hood, and it was raining. The trees seemed to form a ceiling over the road, and it felt like I was in an entirely different world.
What are yours?