Winter Park is renowned for its stunning natural landscape, making it one of the nation’s best spots for outdoor thrills. If you’re a hiking enthusiast keen on connecting with Colorado’s serene backcountry, hiking in Winter Park, CO offers numerous trails and promising epic and memorable treks. Here’s a detailed look at the city’s best hiking trails. Browse Our Winter Park Resort Rentals Here! Lower Roof of the Rockies The 3.6-mile Lower Roof of the Rockies trail offers an easy hiking experience, perfect for beginners or anyone seeking a hassle-free hike.