Hmm, seems like a lot of people are either giving broad advice on large regions, or a list of places without really giving any specifics on what makes them special. I'll try to go against the grain.
Durango, Colorado is a beautiful place with great skiing in the winter, kayaking in the spring/summer, and hiking/climbing/biking in the spring/summer/fall. It's a college town so there are a lot of young people around.
Hood River, Oregon is the nation's premiere sailboarding and kitesurfing destination, and it's right at the foot of Mount Hood, which often has skiing through June. Great climbing in the area too.
Lahaina, Maui, Hawaii is a great place to drop out of society for awhile. Surfing, standup paddleboarding, sea kayaking, snorkeling, scuba, etc - and it's easy to find a job in the tourism industry, particularly if you're actually willing to show up and work. But be warned that the Cannabis culture is strong there.
Moab, Utah is a mecca for mountain bikers and climbers.
If you tell me more about what specifically they're looking for I could probably come up with better suggestions - for example, would they be more into a desert or an alpine climate? Sea kayaking or whitewater? Day hikes or hardcore week-long treks?