News and Announcements

News of the Inn

SudburyTV: The Old Fashioned Way ft. The Grist Mill

Thursday, February 8, 2018

Have you ever wondered what makes our Water Powered Grist Mill so unique? 

Thanks to our friends at SudburyTV and their series The Old Fashioned Way, the living history that thrives on our property is explained! This incredible segment not only examines the process by which we produce our own cornmeal and flour but provides you with a behind-the-scenes peek into the knowledge and dedication that our impeccable staff possesses; without them, our historic bliss would slowly, but surely, disappear. 

Take a moment out of your day to appreciate The Old Fashioned Way.

Be sure to share this video with your loved ones so that they too can see how things are done, here at Longfellow's Wayside Inn!

A Beautiful Wayside Day

Wednesday, December 6, 2017

Find a moment of peace today: Watch a day at the Wayside Inn unfold.

With a fresh coat of paint, Martha Mary looks gorgeous as she reigns over our property. It is thanks to our generous community, and donors to the Historic Preservation Fund, that a moment like this can exist. A special thank you for the incredible work goes to Alex Emmanuele. Accompanied alongside music by Drew Barefoot, our historic bliss has been captured beautifully and in such a unique way. Anyone who has walked our property is aware of the comfort it brings, but to see it so wonderfully portrayed through video is magic. So take a moment, and breathe.

Remember that we here at the Wayside Inn are more than excited to share this classic New England escape with you. 

Come enjoy living history and a place to appreciate the silences all around. 

Inquiries about dining, our grounds, or a possible stay? Call 978-443-1776 today!

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!

Longfellow’s Wayside Inn is having a photo contest!

You don't need to be a professional to capture the unique beauty of our property, we simply require that you have a love for us! So be sure to get out, with a phone or camera in hand, and show us what perspective is your favorite here on our grounds. From our Grist Mill, to our Rose Garden, we know that it will be hard to choose which special spot to capture, but we know that with a community as supportive as ours the creative juices will start flowing! 

We are excited and pleased to be a part of your creative process.
Come on down and start photographing! 



Inclusive of a choice of two appetizers, two entrees, and two desserts.
Alcohol and Gratuity are NOT included.

Any submissions may also be featured on our website, marketing materials or merchandise!
Please be sure to read all rule before submitting any photographs.




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..."

To continue reading click here.



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!


Monday, June 26, 2017


Sudbury, MA – 26, June, 2017 – Longfellow’s Wayside Inn, the oldest operating Inn in the United States, has received a TripAdvisor® Certificate of Excellence. Now in its seventh year, the achievement celebrates hospitality businesses that have earned great traveler reviews on TripAdvisor over the past year. Certificate of Excellence recipients include restaurants, accommodations and attractions located all over the world that have continually delivered a quality customer experience.

Having just turned 300 last year, Longfellow’s Wayside Inn is gracious for the recognition by TripAdvisor. As a non-profit, we pride ourselves on our kind-hearted, management, friendly staff, and our loving patrons; without them the historic grounds that house our lovely Inn would crumble. Henry Ford would be proud of the perseverance personified through our loyal following, and our historic pride.

As Henry Wadsworth Longfellow once said,

"As ancient is this Hostelry
As any in the land may be,
Built in the old colonial day,
When men lived in a grander way,
With ampler hospitality.”
- Longfellow’s Tales of the Wayside Inn

“TripAdvisor is excited to announce the recipients of the 2017 Certificate of Excellence, which celebrates hospitality businesses that have consistently received strong praise and ratings from travelers,” said Heather Leisman, Vice President of Industry Marketing, TripAdvisor. “This recognition allows us to publicly honor businesses that are actively engaging with customers and using feedback to help travelers identify and confidently book the perfect trip.”

The Certificate of Excellence accounts for the quality, quantity and recency of reviews submitted by travelers on TripAdvisor over a 12-month period. To qualify, a business must maintain an overall TripAdvisor bubble rating of at least four out of five, have a minimum number of reviews and must have been listed on TripAdvisor for at least 12 months.

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.

This free public performance piece is a beautiful insight to the mindset of historical America. Through the words of a well-spoken narrator, and the dedication of five re-enactors, this performance uses primary source material researched by citizen historians to peak into the communities that had to debate, and eventually respond to our nations "sacred scripture", the Declaration of Independence. 

From a credibly dictated script, to a story untold, this performance is one that will find its way into the hearts of many history lovers throughout Massachusetts. If you are unable to find your way to the event on our beautiful property, check out the Freedoms Way website for more upcoming opportunities. 

For more detailed information, have a look at the public press release

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. We hope you enjoy this 30 minute segment and we thank all of you for the support and care that has kept our past alive. 

And a special thanks to all who helped make this video possible. We could not be more happy with the result. 

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.

In 1862, poet Henry Wadsworth Longfellow visited How’s Tavern perhaps also referred to as the Red Horse Tavern. The natural beauty of the building, its placement on the landscape as well as the stories of many guests, inspired Longfellow to create a new work of poetry which he titled Tales of a Wayside Inn.  His book was published in 1863, and as news spread of the inspirational setting for the book, many were curious to visit.  Wool merchant Edward Lemon capitalized on this renewed interest and bought the Inn from Howe descendants in 1897.  He renamed it, and once again offered food and lodging to travelers of the Post Road.

In 1923, industrialist Henry Ford purchased the Wayside Inn and its acreage, becoming the last private owner of this colonial landmark.  After adding many acres to the property, a Chapel, a Gristmill, as well as many other buildings, the Ford family dissolved their interest in 1945 when they created a non-profit trust to oversee the operation of this historic site.  It now operates as a non-profit 501(c) (3) with no endowment or support from the town, state, or federal governments.

Although the Inn has thrived for 300 years, the care and maintenance of this site continues to be tested with today’s fiscal challenges.  Historic preservation is expensive, and The Inn’s food and lodging operations, while doing well, cannot alone provide all the funding necessary to maintain these historic buildings and lands.  Volunteer hours and generous donations make it possible.  If interested in helping, please visit our website to donate, You can also sign up for our emails or join us on Facebook.

It is with great pleasure that I welcome you to Longfellow’s Wayside Inn during this celebratory year, our 300th year of hospitality.  Feel free to visit us anytime… our museum rooms, our gift shop, or just wander the grounds and enjoy the property and its history as so many others have.  Our goal is to provide hospitality for another 300 years.


Most Respectfully Yours,

Steve Pickford, Innkeeper

Wayside Inn to develop Historic Preservation fund

Thursday, May 14, 2015

The following press release is being issued regarding the development of our “Historic Preservation fund” in preparation of our 300th anniversary next year.

Ben Franklin’s World: A Podcast About Early American History

Friday, April 10, 2015

This is an overview of how the Wayside Inn started as Howe’s Inn and Tavern in 1716. We are pleased to announce that our episode is posted and is available for download.You will find it here:

Statement Regarding Buddy Dog Humane Society, Inc. Purchase of Property on Wayside Inn Road

Wednesday, November 5, 2014

In August 2013, Buddy Dog Humane Society, Inc. purchased a 9.5 acre property on Wayside Inn Road, abutting The Wayside Inn Historic Site. Although no plans have been formally disclosed, it is expected that Buddy Dog intends to build a new facility on this property, where it will relocate from its current location on Boston Post Road in Sudbury.

As another non-profit organization, the Board of Trustees acknowledges the important role and charitable mission of Buddy Dog as a premiere humane society in the greater MetroWest community, providing shelter and suitable homes for dogs and cats.

For hundreds of years, guests from near and far have come to The Wayside Inn for meals, lodging, weddings, picnics and other special events to enjoy its unique, bucolic and historic setting. While we wholeheartedly support Buddy Dog’s mission, the Board of Trustees of the Wayside Inn was not involved in the purchase of the property by Buddy Dog, nor was the Board’s approval sought or required.

As trustees of Longfellow’s Wayside Inn, the Board is duty-bound to act in the best interest of the Inn to protect its historic structures and its 125 acre campus. To this end, the Board desires that all properties surrounding the Inn be developed and operated in a manner that preserves the important peaceful character, historic quality, and rural nature of The Wayside Inn Historic Site.

It is our desire to have the Town of Sudbury, its relevant departments, the community, and neighboring property owners, work together to address the interests of all parties in the development or operation of a new Buddy Dog facility on Wayside Inn Road. The Wayside Inn, for its part, intends to have an active role in preserving the essential qualities of The Wayside Inn Historic Site.

AAA Horizons Magazine, Southern New England-Middlesex, November, 2011

Tuesday, November 22, 2011

The Wayside Inn is singled out for its spectacular fireside dining in the recent article 'Get cozy and enjoy excellent cuisine.'

Read the article

MetroWest Daily News, Sunday, November 20, 2011

Sunday, November 20, 2011

Local photographers John Sklenak and Debbie Dineen cap off a 9-year tradition of promoting and displaying the talents of nearly 50 artists.

AAA Horizons Magazine, Southern New England-Middlesex, July, 2011

Tuesday, February 1, 2011

'Longfellow's Wayside Inn in Sudbury offers so much more than overnight accommodations.'

Read the article