Did you want to do some hiking, sightseeing, outdoor activities? Any particular interests?
Had you planned to pick up 285 by heading east on 160? Or were you going to drive 550 through Silverton and Ouray to 50 E at Montrose to 285?
If 550 to 50, stop to see the Black Canyon of the Gunnison National Park just east of Montrose. Then you could overnight at Salida or Buena Vista.
If heading east on 160, then detour to see the Great Sand Dunes National Park. You could first stop in Pagosa Springs. Salida or Buena Vista would make a good stopping point from that direction, too.
If you haven't been to Colorado Springs, that makes a good overnight stop, as well.
Edited: 12:05 am, August 01, 2011