The Travelers’ Field Guide toMassachusetts
Discover Massachusetts’s Hidden Gems and Unique Attractions
Explore Connecticut’s unique charm with cool, hidden, and unusual experiences. Uncover secret spots, quirky attractions, and offbeat adventures waiting to be discovered.
UPDATED SEPTEMBER 2025
Things to Do In Massachusetts
Massachusetts blends old and new in ways that keep every visit interesting. One moment you’re standing on historic town greens or at a Revolutionary War site, the next you’re strolling art-filled streets, exploring mountain trails, or relaxing by the coast. Whether you’re chasing history, culture, or outdoor escapes, the Bay State has plenty to fill your days.
Arts & Culture
From Boston’s symphony halls and world-class museums to small-town galleries and summer theater festivals, Massachusetts has a rich and varied cultural scene.
Shopping
Explore antique shops in coastal villages, indie boutiques in college towns, and bustling markets in the city—Massachusetts offers plenty of ways to browse and buy.
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Red Lion Inn – Stockbridge, MA
A historic Berkshire inn where generations have gathered, rested, and celebrated. From its wide front porch to its many tucked-away rooms, it remains a place where time feels layered, not preserved.
Events
From fall harvest fairs and historic reenactments to music festivals and holiday markets, the state’s calendar is packed with celebrations year-round.
Outdoor Adventure
Hike the Appalachian Trail through the Berkshires, paddle quiet ponds, or walk sandy Cape Cod beaches—Massachusetts makes it easy to get outside.