2 days ago · Nestled under great oak trees at the center of our majestic 100+ acre property, the Inn offers generous hospitality, delicious New England cuisine, and comfortable lodging in a warm, historic setting radiating with charm.

Whether it be a romantic dinner for two, a casual lunch with friends, or a joyous family dinner, we are proud to continue a tradition of serving hearty and award-winning meals in America’s oldest continually operating inn.

The Wayside Inn Foundation is a Massachusetts 501(c)(3) nonprofit organization responsible for preservation of over 100 acres and nine historic buildings including Longfellow’s Wayside Inn.

With over 300 years of history to explore, Longfellow’s Wayside Inn is the oldest operating inn on 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.

Escape the conventional and enjoy an extraordinary, blissful night away at The Wayside Inn. We offer 10 overnight rooms which include a full breakfast for two the following morning(s) in our desired Tap Room. Call the Front Desk at 978-443-1776 X1 to book your reservation.

Feb 1, 2022 · Formal, casual, large or small, we have the perfect place for every private function at The Wayside Inn. With its many rooms, venues, Event Tent, and over 100 acres of grassy fields and protected woodlands, The Wayside Inn is the ideal place to host your next family, corporate, or special gathering.

“The Wayside Inn is a nonprofit charitable Massachusetts corporation created in 1944 to own, operate, and maintain The Wayside Inn Historic Site, a campus of nine historic buildings on more than 100 acres.

The Wayside Inn Foundation is a Massachusetts 501(c)(3) nonprofit organization responsible for preservation of over 100 acres and nine historic buildings including Longfellow’s Wayside Inn.

The Wayside Inn is a one-of-a-kind destination for special programs and events that will connect you with history in ways that will delight you. Explore our calendar below.

The Wayside Inn Foundation is a Massachusetts 501(c)(3) nonprofit organization responsible for preservation of over 100 acres and nine historic buildings including Longfellow’s Wayside Inn.