Welcome to Sheridan!!
There are no active bike clubs that I am aware of.
You may want to contact Back Country Bikes www.backcountrybikes.com
if there are any they would know. Most of the paved roads would be
out and back trips. If you want to do a longer ride, Sheridan to Ucross to Buffalo
then to Story and back to Sheridan is around 90 miles. Most of the roads are not heavily
traveled. MapQuest can show the roads. Have fun!