Cumberland is a compact, affordable historic canal town with a walkable downtown, breweries and restaurants, and direct access to riverside trails—it’s the eastern terminus of the Great Allegheny Passage rail-trail and home to Canal Place and C&O Canal visitor attractions that keep multi‑week stays active and interesting. Affordable housing, easy outdoor access and a small but lively arts/food scene mean you can actually enjoy several weeks there rather than feel stuck.
For bigger‑city nights or extra services, Morgantown, WV (about 74 miles, lively college town with dining and events) and Hagerstown, MD (≈67 miles, regional arts, museums and shopping) are both within roughly 75 miles and make easy day or overnight trips.