New York and Connecticut share a border that looks very different depending on where you cross it. Near Long Island Sound, the state line runs through one of the busiest commuter corridors in the Northeast, with Interstate 95, the Hutchinson River Parkway, the Merritt Parkway, U.S. Route 1, and Metro-North trains moving thousands of people between Westchester County and Fairfield County every day. Farther north, the border becomes much more rural, with highways and two-lane roads connecting Putnam and Dutchess counties with Danbury, Ridgefield, Sharon, Salisbury, and the Litchfield Hills.
There is also another way to travel directly between the two states without touching the land border at all. Vehicle ferries cross Long Island Sound from Port Jefferson to Bridgeport and from Orient Point to New London, giving Long Island travelers a direct route into Connecticut without driving through New York City and Westchester County.
Travel note: Road construction, parkway vehicle restrictions, rail fares, ferry schedules, and ferry prices can change. Check 511NY, CTroads, the MTA, and the ferry operator before traveling.
Are New York–Connecticut Border Crossings Tolled?
The road crossings directly at the New York–Connecticut state line are toll-free. Connecticut does not currently collect highway tolls, and no tollbooth or toll gantry is positioned directly on the border…