The Chilkoot Trail is a 53km long hiking trail that runs from Skagway, Alaska to Bennett Lake, British Columbia, crossing the Canadian/American border at the peak of the Chilkoot Pass. In general, the trail is not overly difficult for an experienced hiker. I would go so far as to say that the first two days and last two days are easy to moderate hiking. Day 3, however, is challenging due to the large elevation gain, the climb up the boulders, the subsequent descent, and the length of the track that day. That said, when my friend and I did the trail, there was a diverse group of hikers hiking with us. Among them was a 75-year- old man (who had done the trail 6 times previously), and a family with 5 and 8-year-old girls (that had their gear and pack system down pat). The hike is very doable if you are well prepared.