Ashland is somewhat walkable, particularly in its downtown area, where travelers can access shops and restaurants on foot. However, the need for a car arises outside the core, as sidewalks can be inconsistent and errands often exceed walkable distance. Even with improvements like the city-wide sidewalk program, walkability isn't uniform across the city, so proximity to essentials without a vehicle requires strategic accommodation choices. Travelers might enjoy the downtown area without a car but should plan for alternative transportation options for broader exploration.

Public transit in Ashland is limited, operating more like a scheduled shuttle service than a spontaneous option. The share-a-ride service provided by Ashland Public Transit requires advance booking, making it feasible for planned journeys but less convenient for everyday use. For digital nomads, this setup means a car or ride-sharing services remain necessary for flexibility and comprehensive coverage, as the public system lacks the robustness for daily commuting without a vehicle.

Biking in Ashland is feasible with some infrastructure, like multi-use paths, planned for future development. While there’s enthusiasm for cycling and some available trails, biking is not yet a comprehensive alternative to driving due to infrastructure gaps and challenging terrain in areas. While it's a viable recreational activity and useful for short trips, biking isn't a primary mode for running errands or daily travel across the city. Travelers should consider bikes for leisure and short access rather than as a core travel method.