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

Here's a list of our upcoming events!

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!

For more information, head over to the Sudbury Militia's website:

Ladies' Night Wine Dinner and Shopping

November 14, 2014

Friday, 6:00pm to 9:00pm

The Wayside Inn is calling all ladies for a special night of wine and shopping! Prepare for the holiday season by browsing excellent items from local vendors and artists.

We'll start the night with shopping and a reception, including a glass of J. Lohr "Bay Mist" Riesling and a delicious Cheese & Fruit display. Pick out gifts for your loved ones while enjoying a delectable sweet white and some great company!

After that, we'll move on to a three course meal, including a hearty harvest salad, Boursin Breast of Chicken, and Tiramisu. Two J. Lohr wines will accompany dinner and dessert.

Tickets are $45.00 per person all inclusive. Dinner, three pours of wine, tax, and gratuity will all be included in the ticket cost.

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

Winter Getaway Package

January 2, 2015 - March 31, 2015

Sunday through Friday this winter!

Our famous Winter Getaway Package is back again this January! Spend the new year at the Wayside Inn, where you and a guest can enjoy a three course dinner, an overnight stay, and a full country breakfast!

The Getaway Package is a deal you won't want to miss out on!

Guests will first enjoy dinner (including a soup or salad, entree, and dessert) in one of our quaint dining rooms, where the fireplaces will be lit to warm up the winter nights. Following dinner, stay overnight in one of our well appointed and relaxing guest rooms. In the morning, a full New England breakfast, cooked fresh to order, will be available.

The package is available Sunday through Friday (sorry, no Saturdays!) from January 2nd to March 31st, 2015. Guests staying for more than one night may purchase the Getaway Package for multiple nights of their stay.

The package is priced as $89 per person, based on double occupancy.
The package is available for our Historic King Rooms for $99 per person, based on double occupancy.

Price does not include tax or gratuity.

For information, availability, or reservations, please call us at 978-443-1776, or email us at

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.