Since 1716, Longfellow’s Wayside Inn has been welcoming overnight guests. Today, it is the oldest operating inn in the country and has landed the distinction as a Massachusetts Historic Landmark and is also listed on the National Register of Historic Places. While you can always spend the night at this historic inn, you don’t have to in order to have a meal at the restaurant. If you enjoy dining at historic restaurants, make a reservation for breakfast, lunch, or dinner here at Longfellow’s Wayside Inn.

With over a 300-year history, Longfellow's Wayside Inn is the oldest continuously operating inn in the United States. Since 1716, it has provided food, beverages, and a place to stay to guests. Set on 100 acres with nine historic buildings, it has earned its place as a Massachusetts Historic Landmark.
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Having a meal in one of the 10 historic dining rooms is like stepping back in time. Dine on classic New England dishes in a cozy, charming atmosphere that can only be found at the Wayside Inn.
Leslie G /TripAdvisor
The menu is filled with timeless homemade dishes like prime rib of beef au jus, filet mignon, meatloaf, and cranberry and cornbread stuffed chicken breast.
The Wayside Inn/Facebook

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The chicken pot pie is a popular item here. With flaky pie crust filled with meat and vegetables, you can't go wrong.
The Wayside Inn/Facebook
Of course, seafood dishes are abundant on the menu as well. From salmon dijonnaise to broiled sea scallops, baked scrod, a New England lobster roll, and more, you'll have an incredible meal.
The Wayside Inn/Facebook
Longfellow's Wayside Inn is proud to uphold some of the traditional foods and beverages from the Colonial era. One drink to order is The Coow Woow which is said to be the country's first-ever mixed drink dating back to 1664. It's made with white rum and ginger brandy, a perfect cocktail to enjoy before dinner.
The Wayside Inn/Facebook
You absolutely must save room for dessert. Its famous Homemade Indian Pudding served with a side of vanilla ice cream is a classic treat served at Longfellow's Wayside Inn.
The Wayside Inn/Facebook

How would you like to dine in a restaurant that’s more than 300 years old? If you’ve stayed and dined at this historic inn, please tell your fellow readers all about your experience in the comments. For more information and to book your reservation at either the inn or the restaurant, visit Longfellow’s Wayside Inn website or Facebook page.

Read this article to learn about another historic restaurant, The 1761 Old Mill Restaurant, located in Westminster, Massachusetts.

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72 Wayside Inn Rd, Sudbury, MA 01776, USA