13. The Red Apple Rest, New York
From 1931 to 2006, The Red Apple Rest was a beloved pit stop for travelers heading to the Catskills. Its glowing apple sign became a beacon for generations, offering classic fare and a warm welcome long before the interstate era. Though the restaurant is now closed, its legacy endures, capturing the spirit of pre-interstate road culture and reminding us of a time when roadside stops were part of the adventure.
