Aspen is approximately 2,000 miles from Cambridge. The most practical way to travel is by flying from Boston Logan International Airport (BOS) to Aspen/Pitkin County Airport (ASE). The flight takes about 5 hours. Driving would take over 35 hours, which is not recommended. Once in Aspen, you can use the local shuttle system.
Total Distance: 3,200 km driving, 3,000 km air distance.
Book connecting flights through Denver.
December to March for skiing or June to August for hiking.