Why do we love the Tri-State Region?

Jeffrey Alan Peck, the great-grandson of W.E.B. Du Bois, unveils a sculpture of Du Bois outside the Mason Library in Great Barrington on Saturday, July 19, 2025.
Photo by Stephanie Zollshan / The Berkshire Eagle

The answer can be found in the people, businesses and organizations that help our communities thrive every day.

They are the business owners who greet customers by name, the local organizations that strengthen our neighborhoods and the establishments that become part of our daily routines. They are the people who show up each day committed to serving others, building connections and making a difference in the communities they call home.

That’s what this very special section celebrates.

Each year, readers from across Massachusetts, New York and Connecticut vote for the businesses and organizations they trust, support and return to again and again. The winners featured here represent the very best of the Tri-State Region. Some are longtime institutions that have earned the loyalty of generations. Others are newer additions already making a meaningful impact. All share a commitment to quality, service and community.

Together, they reflect the character, resilience and spirit that make this region such a remarkable place to live, work and visit.

As you explore this year’s winners, we hope you’ll discover a few new favorites, reconnect with familiar ones and join us in celebrating the people and places that continue to make the Tri-State Region stronger, more vibrant and uniquely special.