Get a supply of SportLegs and you just might be able to ride 4 days, or at least you will lessen the burn on the 2nd and 3rd days http://www.sportlegs.com/buy/colorado.asp
Transportation http://www.rfta.com/
Spend a day at the Glenwood Springs Hot Pool http://www.hotspringspool.com/
Nearby by the pool, spend an hour on the short tour of the Caverns http://www.glenwoodcaverns.com/
There are a few trail heads near downtown you may be able to access but will be beaten down snow pack. Shop and tour Aspen, sales should be starting.
http://www.aspenchamber.org/Visitors-Adventure-Summer-Hiking-pl1110.cfm
Rent a pair of snow shoes and walk up Buttermilk then take the high speed down.
Weave in and out of spruce-fir forest along a babbling creek and learn about the animals that inhabit the Rocky Mountains in winter. Naturalists from Aspen Center for Environmental Studies lead guided twice-daily tours at Snowmass and Aspen Mountain starting December 15. The cost is $53/adult, $42/youth ages 13-17, $42/seniors ages 65 and up, and $32/child ages 7-12. Price includes lift, snack & warm drink, snowshoes, knowledgeable guide, basic instruction and spectacular scenery. Call 970-925-5756 or click here for more information.
Meeting locations and times:
Snowmass - meet at the information desk in the Snowmass Ticket Pavilion on the Snowmass Village Mall at 9:30 a.m. and 12:30 p.m., tours leave at 10 a.m. and 1 p.m.
Aspen Mountain - top of the Silver Queen Gondola, 10 a.m. and 1 p.m.
http://www.aspensnowmass.com/companyInfo/tips.cfm?portal=Around%20Town
http://www.bellyupaspen.com/