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The Ultimate Massachusetts Road Trip: A Couple's Epic Quest Across All 351 Towns

  • Nishadil
  • January 16, 2026
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  • 3 minutes read
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The Ultimate Massachusetts Road Trip: A Couple's Epic Quest Across All 351 Towns

Eighteen Years, 351 Towns: This Massachusetts Couple Just Achieved the Unthinkable

Meet Peter and Jane Trowbridge, the Boxborough couple who dedicated nearly two decades to a truly remarkable endeavor: visiting every single city and town across Massachusetts. Their incredible journey, spanning 18 years, wasn't just about ticking boxes; it was a profound exploration of their home state, brimming with discovery and shared adventure.

You know, some people travel the world, chasing grand adventures in far-flung lands. But what about the adventure right in our own backyard? For Peter and Jane Trowbridge, a wonderful couple from Boxborough, the greatest exploration wasn't across oceans, but right here within the 10,555 square miles of Massachusetts. They've just completed an utterly remarkable feat: visiting all 351 cities and towns in the Commonwealth. Can you even imagine?

This wasn't some spur-of-the-moment decision; it was an odyssey that began way back in 2005 and finally wrapped up in late 2023. Eighteen years! Think of all the life that happened in those years, and through it all, Peter and Jane kept their eye on the prize, slowly but surely traversing every nook and cranny of Massachusetts. Their motivation? Simple, yet profound: they wanted to genuinely get to know their state, to understand its vast diversity beyond just the well-trodden paths.

Now, this wasn't just a casual Sunday drive, mind you. This was a mission, meticulously planned and executed. Peter, with his trusty spreadsheet, kept diligent track of their progress, marking off each town as they went. Their definition of 'visiting' was delightfully practical: either hitting the town center, a significant landmark, or, often, snapping a photo with the town sign itself. Some days, they'd dedicate an entire outing to a single, distant town, soaking it all in. Other times, they’d strategically plan a route to sweep through a cluster of smaller communities, making the most of a sunny afternoon.

Through their travels, they uncovered so many hidden gems. They witnessed the rugged beauty of the Berkshires transform through all four seasons, felt the salty spray on coastal towns, and wandered through quaint village greens in the central part of the state. They discovered unexpected historical markers, stumbled upon charming local eateries, and probably, just probably, got a little lost once or twice – because what’s an adventure without a few delightful detours? Each town, whether bustling city or sleepy hamlet, offered its own unique story, adding another rich layer to their understanding of Massachusetts.

The culmination of their journey, finishing up in Rowley, must have been just incredibly special. Eighteen years of dedication, shared laughter, and countless miles in the car. It’s a testament not only to their perseverance but also to the enduring strength of their partnership. What an extraordinary way to spend a significant portion of their lives together, building memories one town at a time.

For Peter and Jane, this wasn't just a list to conquer; it was an education, a deep dive into the very fabric of their home. They hope their incredible story inspires others to look closer, to truly explore the wonders that lie just beyond their doorstep. And honestly, who wouldn't be inspired? Their journey reminds us that sometimes, the most profound adventures are found not by seeking the exotic, but by truly engaging with the familiar, and seeing it anew.

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