The Carriage House hosts some dramatic guest quarters.The Wayside Inn's guest rooms have more of a B&B feel.Contemporary comfort awaits you at the Carriage House Inn.The Old Bar at the Wayside Inn is the place to gather for a drink before dinner.The lobby of the Wayside Carriage House Inn makes you feel right at home.The Wayside Inn's dining spaces are quaint and cozy; a Romantic's dream!The Carriage House's contemporary bathrooms are a real plus for travelers.The Grist Mill, part of the Wayside Inn Historic Site, is only moments away from lodging areas.The Wayside Inn was first licensed in 1716 and has changed little since.The Wayside Inn and the Carriage House Inn combine to make for the perfect destination wedding.

Longfellow's Wayside Inn - Sudbury Inn: Greater Boston Inn, MA

Longfellow's Wayside InnSudbury, MA
Longfellow's Wayside Inn is proud to be the oldest operating inn in the country, offering comfort and hospitality to travelers along the Boston Post Road since 1716. Enjoy fine dining in one of our dining rooms, come stay in one of our tastefully appointed rooms, or bring your family to enjoy a quiet walk through one of New England's finest historic sites.



  • Air Conditioning
  • Fireplaces
  • Gardens
  • Ghost in Residence
  • Meeting Facilities
  • Restaurant
  • Wireless Internet Access


  • Fishing
  • Hiking


72 Wayside Inn Road and 338 Boston Post Road
Sudbury, MA  01776



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The Wayside Inn is only 20 miles west of Boston and dramatically located along a stretch of the original Boston Post Road. The Wayside Inn Historic Site maintains an unpaved 150 yard section of the famous byway which runs within 10 feet of the Inn's front door.

The 125-acre campus includes a working water-powered Grist Mill and a late 18th century Schoolhouse. Both buildings are open for touring on a seasonal basis, with plenty of picnicing spots on our grassy fields surrounded by lush woodlands.

The Inn is within 20 miles of a number of museums, sports facilities, shopping destinations, historic properties and other family-friendly activities. Be sure to visit our website before your visit and check our events page—you never know what will be happening the day of your memorable visit!


Number of Rooms: 10
Whether it be for a weekend getaway, a special retreat or simply a quiet evening away, the Wayside Inn and the Wayside Carriage House Inn offer a classic New England hospitality experience any time of year.