Planning a cross-country trip from Bend, Oregon to Boston, Massachusetts? Check out our top five places to visit on the way, from Wyoming's Jackson Hole to Boston's historic Freedom Trail.

Plan your cross-country road trip from Bend, Oregon to Boston, Massachusetts with our guide. Find out the cost of gas and tolls for each route. Safe travels!

Planning a cross-country road trip from Bend, Oregon, to Boston, Massachusetts? Find out how long it will take you to drive, with the fastest and slowest route options.