Almost 300 years of History to Explore

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300 years of history to explore, Longfellow’s Wayside Inn is the oldest operating Inn on the one of the oldest commissioned roads in the United States. The Wayside Inn Historic District was designated a Local Historic District in 1967, a Massachusetts Historic Landmark in 1970, and a National Register District in 1973.

For three hundred years, the Inn has provided the setting for historic meetings and gatherings, the stories of which have been handed down from innkeeper to innkeeper and from neighbors to guests.