News and Announcements

2017 Wayside Inn Photography Contest

Tuesday, October 31, 2017

Have you been waiting for the perfect opportunity to get out and take photo's? Well don't pass this one up!

INNKEEPERS LOG: Colonial Faire Edition

Saturday, September 30, 2017

Innkeeper's Log: Colonial Faire Edition

"Town and Village Gayres existed in England long before the colonization of America. The right to hold fairs way given by Royal Grant for specified dates and number of days. The purpose was mainly for a market, but the opportunity was also taken for what was considered to be..."

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Tuesday, July 4, 2017


We are extremely sorry for any inconvenience, but hope you, and your family, have a great Fourth of July. Enjoy a day spent focused on the joy of good company, quality food, and endless summer day fun!

Declaring Independence: Then & Now

Sunday, June 25, 2017

Starting at 6PM on June 29th, at Longfellow's Wayside Inn

We would like to extend a gracious "thank you" to all those who participated in making this event, and for giving such power to our past.

Our 300th Anniversary TV Show!

Monday, March 20, 2017

In 2016, Longfellow's Wayside Inn turned 300! For our special celebration, those at Sudbury TV produced a phenomenal video that dives into the history of our lovely Inn. Being the oldest operating Inn in the United States, we a proud of our antiquity and we cherish it daily.

Sudbury's Ancient Fyfe & Drum - Wednesday nights!

Saturday, April 9, 2016

Sudbury’s Ancient Fife and Drum.  Live drills at 8:00pm in front of the Inn followed by music in the Tavern.

Celebrating 300 Years!

Saturday, November 28, 2015

In 1716, 300 years ago, an Innkeeping tradition began in Sudbury, Massachusetts that is now recognized as Longfellow’s Wayside Inn.  David How’s four room house was granted a license as a “House of Entertainment” known as How’s Tavern. He hosted travelers of the Post Road, a busy thoroughfare linking Boston to points west.  His mission was simple, to provide food and lodging for “man and beast”.  The Tavern accommodated travelers with hospitality and continued serving guests as it grew for 145 years.  Four generations of Howe’s would oversee the family tavern business until 1861.