Day Trips Across the Northeast

Escape the daily grind with an unforgettable one-day road trip in the Northeast. At Guess Where Trips, we curate unique, stress-free itineraries that let you explore the hidden gems in New England, New York, Pennsylvania and New Jersey. From scenic drives through rolling farmlands to charming small towns brimming with history, our surprise one-day road trips are designed to offer adventure and relaxation in equal measure.