Telluride

This southwestern Colorado town retains its Wild West charm despite being a mining village that flourished in the late 1800s. The main street is lined with charming shops and restaurants against the dramatic backdrop of the San Juan Mountains. There aren't many fast-food restaurants or chain stores here, but there are plenty of outdoor activities. Telluride Ski Resort, which has almost all of the frills of Aspen and Vail but with fewer crowds, is a notable skiing option in town.

The free gondola ride takes you on a scenic ride to the mountains, which is also a great activity. While there are numerous winter activities available, the spring, summer, and fall months are what set this town apart. Telluride has a thriving arts district and is a popular festival destination. Some of the most popular events are the Telluride Bluegrass Festival, the Telluride Jazz Festival, and the Telluride Film Festival, but the town hosts many others throughout the year. Telluride attracts visitors because of its small-town atmosphere and history, with some saying they felt like locals by the end of their trip.