Things to Do in Woodstock, New York

"Woodstock’s artsy soul meets Catskills calm—without the hefty price: think mountain trails, indie shops, sculpture gardens, and free music in the park. It’s the kind of place where I can gallery hop, hike a waterfall, and sip local coffee—without splurging."

I’ve got a flannel on, coffee in hand, and fresh mountain air all around—all while exploring one of the Hudson Valley’s most creative (and affordable) little towns. Who knew peaceful vibes and vintage charm came at such a chill cost?

We start with a wander through Woodstock’s walkable village center, full of free art galleries, quirky boutiques, and crystal shops. Head to Comeau Property Trails for a quiet nature stroll just steps from town. Don’t miss Overlook Mountain Trail for epic views and the ruins of an old hotel—free and unforgettable. For artsy fun, visit Opus 40, a massive outdoor sculpture park (entry is low-cost and kids under a certain age are free). In summer, catch live music at the village green or nearby Levon Helm Studios for pay-what-you-can shows. And don’t forget the Sunday farmers market—fresh food, local crafts, and good vibes included.