Because this is difficult terrain with a lot of potential hazards, and because certain zones are closed to uphill, you should be very familiar with Winter Park’s uphill policy before you set out. This resort is quite generous to uphillers, but the policies are nuanced, and you want to make sure you’re on the right side of the rules in order to preserve access for everyone. Note that you will have to purchase an armband in advance, but the proceeds go to local nonprofits so you can feel good about earning your turns and giving back!