For a simple day hike suitable for the whole family, head to the end of South Pine Street in Telluride and jump onto the Bear Creek Trail, a 2.5-mile path that leads to a jaw-dropping waterfall. The popular trail is as easygoing as the Telluride locals (read: it’s wide and well-marked), and gains about 1,000 feet of elevation, offering views of town along the way. Those keen to go farther won’t regret continuing on to where the path connects with the Wasatch Trail and Bridal Veil Basin.