Anytime is a great time; however Fall is spectacular! Colorado's MILLION DOLLAR HIGHWAY located on CO 550 between Silverton and Ouray is truely a must drive or ride. I have done it many times both driving and riding. Will do it again.
As you can see here snow is possible in the Fall. Thus if your interest is to drive the many trails in the area best would be late June and the Summer months. Whether you start in Ouray or Silverton the drive itself is only about 25 miles in length; but can easily take a couple of hours or all day. Although there are some great "sweepers" if on a bike BEWARE most of the highway has no guard rails!
Whenever I am there usually stay in Silverton. Don't know why, fine camping, RV and motels in both
Silverton and in Ouray. My day starts out with breakfast, perhaps at THE BLACK BEAR CAFE; although have grabbed a coffee and just hit the road to capture the early morning light. However should you sleep in and get into Ouray for lunch or dinner I would recommend O'BRIEN'S PUB for great beer and full menu of fine selections
Now on the other hand if you find yourself in Silverton and looking for a wonderful and fun resturant
I suggest HANDLEBARS. Be it lunch or dinner you will not be disappointed! And don't forget to top off with the homemade Peach Cobbler.
Town of Ouray
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