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I think I've narrowed it down to flying into Durango, renting a car and heading to Mesa Verde, up to Dinosaur,
Temps in early June in Durango should be lovely (65 to 85 degrees) and there is plenty to see in the area. If it were my schedule, I would say that you are trying to see too much in fourteen days -- but you can certainly drive that far in that period and as the holiday progresses you can eliminate some of the stops if you find that you would prefer to go slower and spend less time on the road. Mesa Verde is great, I would also suggest
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Grand Teton, Yellowstone,Cody,
As fabulous as they places are, these would be the ones I would cut, to make the pace a little more relaxing and substitute Rocky Mtn National Park on the way to the Dakotas. Here is a