Discover the most scenic and iconic pit stops from Boston to Town of Southampton. Our Ultimate Road Trip guide offers the must-see destinations in between, including Plymouth Rock, Newport, and Montauk.

Planning a road trip from Boston, MA to Town of Southampton, NY? Check out our breakdown of different routes' distances, times, and costs based on current gas and toll prices.

Planning a road trip from Boston to Southampton, New York? Check out our guide to the best route options and travel times to make the most out of your journey.