RE: Late Fall in Durango
I think that you should be okay. The occasional snowstorm will blow in but when the sun comes out it feels sooo good. You will probably have very cool mornings but in the day highs probably average upper 50's to lower 60's. If you need to get to warmer weather you can take a drive of a few hours to the Moab, Utah area and it's usually a few degrees warmer there than in Durango.
As for the Silverton Railroad.
It looks like they stop running in late October. :-(
I've been to this area in March and I found the weather very nice to deal with, but if you are coming from Florida it might be bit cold.
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