Your choice sites could be done easily enough. One rough U shape trip from CoSpgs with a side up to Ouray.
Lots of Sites & Sights in the
Colorado Springs Area. Normally, we have stayed in the
Woodland Park Area to see CO Springs Area.
One could drop by Cañon City on the way to Ouray via US 50 or bypass Cañon City via US 24 out of CoSprs (through Woodland Park). We enjoyed the Royal Gorge Rail Road Train ride in 2012.
North of Montrose, Colorado Nat'l Mon't by Grand Junction..has a nice small campground (no hookup or showers very Scenic. We have enjoyed seeing it as well as camping there.
:C Sights & Sites. Should be worth the drive to see it. A day trip could work.
We drove from the Telluride area to Ridgeway to Montrose, toward Gunnison & the Black Canyon of the Gunnison Nat'l Prk (but didn't go to it) on US 50. lack Canyon of the Gunnison
Nat'l Park sounds like something worth see as well.
Ouray is a nice area, never stayed in Ouray (spend a few day at Ridgeway State Park). Silverton is a must see to see & the drive is really neat to get to it. Never ridden the Steam Train down Durango, but have ridden one in Chama, NM much like it & really enjoyed it. A day trip (or longer) would be nice from Ridgeway over to Telluride, to the west southwest of Ridgeway is a neat area as well.
Take CO 62 to CO 145 from Ridgeway to reach Telluride. 145 will lead you to US 160 (West of Durango). Not as steep of a drive, only one pass, Lizard Head Pass at 10,222' after Telluride. Mostly down Southbound after Lizard Head Pass.
http://www.visittelluride.com/things-to-do/campingI've read about boondocking sites at Lizard Head Pass area:
LizardHead ___________
DittoWe camped at a San Juan Nat'l Forest CG along the Dolores River which was just off 145, South of Lizard Head Pass. Can't remember the name of it now.
Camping San Juans But
Clayton Campground seems to be the one, below the Pass & by the river, etc.
Matterhorn Campground might be nicer. We had bikes with us & in riding along a forest road to the east of the Pass, we found Trout Lake & road by it as well. We were able to drive our van on the roads as well.
The section from Silverton to Ouray is frequently called the Million Dollar Highway with Red Mountain Pass (elevation 11,018'). Beautiful country with many waterfalls & Uncompahgre Gorge. Ouray is a neat little village as is Silverton.
Video Just Cruisin' - Uncompahgre Gorge Just remember speed is the enemy, do not get into having to ride your breaks, use lower gears, do not let the rig get going too fast. Keep calm. Be happy. Enjoy. Take it S L O W.
Montrose Elevation: 5806 feet, Ridgway elevation 6,985 feet, Ouray Elevation, 7,792 ft, Silverton Elevation 9,308 ft & Durango is 6,512 feet.
Never been to Vail.
Rocky Mountain NP was very neat (only did a day trip to see it from Loveland, but did drive across to Grand Lake). From Vail one could very easy enter the Park via Grand Lake. But can also be done via the east side at Estes Park.