Sheridan, WY feels like a genuine Western small city — compact downtown with historic character, easy access to the Bighorn Mountains for hiking and scenic drives, and enough restaurants, shops and seasonal community events to keep multi‑week stays interesting rather than isolating.
If you want a quick change of scene, Buffalo is only about 35–37 miles away for extra dining or outdoor options and nearby Lake DeSmet offers boating, fishing and camping when you need a day off to recharge.