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Best Sunday Drives in the Berkshires: Popular Places to Stop Along the Way

best drives in the berkshires

The Berkshires is an inviting backdrop for any road trip, and there’s no better time than a leisurely Sunday drive to explore its charms. Renowned for its scenic byways, charming towns, and natural beauty, discover all the best Sunday drives in the Berkshires and the can’t-miss stops along the way.

Route 7: Lanesborough to Great Barrington Highlights:

  • Mount Greylock: Massachusetts’ highest peak provides panoramic views. The Veterans War Memorial Tower at the summit is a must-see.
  • Norman Rockwell Museum: Located in Stockbridge, this museum showcases the works of the famed American artist.
  • Berkshire Botanical Garden: Perfect for nature lovers, this garden in Stockbridge showcases flora from different regions.

The Mohawk Trail (Route 2) Highlights:

  • Hairpin Turn: This spot offers a fantastic view of the valley below.
  • Bridge of Flowers: Originally a trolley bridge in Shelburne Falls, it’s now a pedestrian pathway adorned with flowers.
  • Mass MoCA: Located in North Adams, it’s one of the largest contemporary art museums in the U.S.

Route 183: Lenox to Tyringham Highlights:

  • Tanglewood: This renowned music venue is the summer home of the Boston Symphony Orchestra.
  • Tyringham Cobble: A perfect spot for a short hike, offering breathtaking views of the Hop Brook Valley.

Route 20: Lee to Pittsfield Highlights:

  • Lee Premium Outlets: A treat for shopaholics, it offers a range of premium brands.
  • Hancock Shaker Village: Experience history by exploring this restored 19th-century village.

Places to Refuel and Refresh:

  • The Red Lion Inn: Located in Stockbridge, it’s a historic hotel with a cozy tavern to relax.
  • Betty’s Pizza Shack: A hip “surf shack” pizzeria nestled in historic Lenox.
  • Chocolate Springs Café: Located in Lenox, it’s perfect for those with a sweet tooth.

A drive through the Berkshires is not just about the drive but the places, the memories, and the experiences you gather along the way. With a mix of nature, art, shopping, and history, the Berkshires has something for everyone. So, the next time you’re contemplating a Sunday drive, remember the Berkshires and the stops that make it special.

Tagged: Blog

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