Schedule of Happenings, Performances, Dinner Events, and More!

Here's a list of our upcoming events!

Bluegrass Concert!

September 12, 2014

The Route 16 Ramblers are back!

Come join us on Friday, September 12th, as the Rt. 16 Ramblers make their way back to the Wayside Inn! From 6:30 to 8:30pm, enjoy the beautiful fall weather in our outdoor event tent, while the Ramblers play some great bluegrass! Best of all, admission is only $5, so bring the whole family!

A cash bar will be available, and guests are encouraged to grab dinner or snacks before the event in our historic dining rooms or on our lovely patio!

Call 978.443.1776 for information.

Annual Oktoberfest!

September 26, 2014

Friday, 6:00pm to 9:30pm

Live rock and roll music, seasonal beers, and traditional German foods - Oktoberfest is making its way to Wayside Inn! We're starting off the autumn season with a bang, don't miss out!

Join us in the outdoor event tent as we partake in this annual celebration, including $3 beers and all the food you can handle, while our band rocks the house!

We drew a sell-out crowd last year, so buy your tickets early!
Tickets are only $25 and can be purchased at the Wayside Inn, or at Kappy's Liquors in Sudbury.

For information or tickets, call us at 978-443-1776.

Colonial Faire and National Muster of Fyfes & Drums

September 27, 2014

Saturday 10:00am to 6:00pm
Parade begins at 11:45pm

Our annual Colonial Faire takes over the grounds of the Wayside Inn and includes games, music, food, demonstrations, and fun for the whole family!

In the days preceding the Revolutionary War, militia would usually muster to drill twice each year, once in the spring and the other in the fall. Following their drill, the militia would be joined by their families and celebrate with good food and drink, music and games.

On September 27, the late 18th century will come alive on the fields by the Wayside Inn. This annual Colonial Faire and Muster of Fyfe and Drum is hosted by the Sudbury Companies of Militia and Minute and the Sudbury Ancient Fyfe and Drum Companie. And this year, we host the National Muster of Fifes and Drums. That means more music and more fife and drum corps.

In reenacting the fall muster, in the morning, there will be a demonstration of contra dance, drills by militia and the installation of officers of the Sudbury Militia. In the afternoon, the air will be filled with the sounds of fyfes and drums. Throughout the day, there will be living history demonstrations of life in colonial New England and vendors selling their wares and refreshment. Admission, including entry in raffle for gift certificate to the Wayside Inn, is $2 per adult, children get in free.

This year, the Faire and Muster will be held on September 27th.

For information on the National Muster please visit

North Sea Gas

October 3, 2014

Friday 7:00pm

Come see North Sea Gas, an annual tradition at the Wayside Inn! This Scottish Folk and Celtic Band will play traditional music that is fun and exciting for all fans.

One of Scotland’s most popular folk bands with great vocals and tremendous three part harmonies. Guitars, Mandolin, Fiddle, Bouzouki, Whistles, Banjo and good humor are all part of the entertainment. They have received Gold and Silver disc awards from the Scottish Music Industry Association and are a regular sellout show.

This fabulous concert is outside under our canopy tent, where all guests will enjoy the cool autumn air and the placid setting of the Wayside Inn while the band belts out great Scottish Folk music.

Tickets are $20.00 for the concert, and a cash bar will be available.
Alternatively, guests may enjoy a three-course dinner at the Wayside Inn and the concert for one low price of $44.95.

Tickets and information available by calling 978.443.1776.

Battle of the Red Horse Tavern

November 1, 2014


In the 18th century, taverns were key spots of influence, as the coming and going of people would bring news, warnings, and strategy.

Each year, the Redcoats and Minutemen take to the fields and grounds of the Red Horse Tavern (the now-named Wayside Inn) to battle for control of the key spot on the Boston Post Road.

The Sudbury Companies of Militia and Minute, together with a British regiment, host a day of battle and conflict in a most historic location. Watch as the local Minutemen defend this important waypoint against the invading British, who will seek to suppress the rebellion.

Come witness this day-long action packed affair, as the battle intensifies and the outcome is truly unknown!

Longfellow's Wayside Inn · 72 Wayside Inn Road · Sudbury, MA 01776 · 978/443-1776 · 800/339-1776 ·

© 2008-2010 Longfellow’s Wayside Inn. All rights reserved. Site design by Jonathan Sachs Graphics. Homepage photo Marie Picard Craig.