The one time I drove into Telluride (from Moab) I was intending to camp at the town park. But everything was full with a festival - something like Blue and Brews. So I just drove to the east end of town to get a good view of the switchbacks coming down the mountain, and then back to the highway, and south a bit, and took a FS road up to Alta Lakes - this was in a sportute, a 2 man tent size 'RV'. Remnants of a tropical storm passed through, so we had a wet and windy night, along with a nice rainbow over the cliff. Some B&B attendees had a much wetter night, coming up from town in the middle of the night only to find their tents blown over.
My plan was to drive some of the easier jeep trails. On a previous trip I'd taken a pickup from Silverton to Ouray via Animas Forks. But with the rain I decided it was wiser to stick with paved roads, so looped around to Ouray, Silverton via 550 and Durango, spending the next night in Cortez (and back into Utah).