Sleepy Hollow benefits from strong regional transportation links despite its small size. It is part of the lower Hudson commuter network and is accessible by road and nearby rail.
- **Roads and highways:** The village is served by local streets connecting to major regional routes including U.S. Route 9 and nearby parkways and expressways in Westchester County. - **Bridge access:** The **Governor Mario M. Cuomo Bridge** crosses the Hudson nearby, linking Westchester and Rockland counties and making the village an important east-bank access point. - **Rail:** The nearest major commuter rail access is **Philipse Manor** and **Tarrytown** stations on the **Metro-North Railroad Hudson Line**, providing service to New York City and points north. - **Bus transit:** Bee-Line Bus and connecting regional services serve the broader area; exact route availability varies and should be checked with current schedules. - **Airports:** Residents commonly use **Westchester County Airport**, **LaGuardia Airport**, **John F. Kennedy International Airport**, and **Newark Liberty International Airport**, depending on destination. - **Walking:** The village is walkable in parts, especially around downtown, historic attractions, and some residential blocks, though hills affect ease of movement. - **Cycling:** Bicycle use is possible, especially for local recreation and riverfront travel, but street conditions and topography vary. - **Rideshare and taxi:** Widely available through regional app-based services and local car services. - **EV charging:** Available in the wider Westchester region and increasingly present in municipal or commercial settings, though exact local distribution changes over time.
Transportation planning in Sleepy Hollow is closely tied to waterfront redevelopment, parking, pedestrian safety, and coordination with neighboring Tarrytown and county agencies.

