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Outlaw Music Festival at Bethel Woods | August 29, 2026

By Nate Calloway · April 30, 2026

Willie Nelson is still on the road in 2026, and that sentence carries more weight every year. The Outlaw Music Festival rolls into Bethel Woods Center for the Arts on Saturday, August 29, with Nelson and a deep bench of Americana heavyweights — and with the man himself making fewer tour stops than he once did, a date like this stops feeling routine and starts feeling like one you don’t skip.

Willie Nelson & Family headline, joined by The Avett Brothers, Sheryl Crow, Stephen Wilson Jr., Robert Randolph, and Don Was and the Pan-Detroit Ensemble. It’s a bill that spans generations of roots music — the founding outlaw, the modern festival-folk powerhouse, a singer-songwriter who’s been writing radio staples for thirty years, and a couple of acts that reward the early arrivers. Plan to get there for the openers; this is a lineup built to fill an afternoon and ride it into the evening.

About the Outlaw Music Festival

Nelson launched Outlaw in 2016 as a traveling celebration of outlaw country and Americana, pairing legacy names with the next wave of artists carrying the same torch. A decade in, it’s become one of the more reliable touring packages in the genre — the kind of day where the support acts would headline rooms of their own on any other night. The 2026 run finds Nelson on the road less than in years past, which only sharpens the case for catching him when he comes through.

About Bethel Woods Center for the Arts

There’s no neutral way to see a show at Bethel Woods. The amphitheater sits on the original 1969 Woodstock grounds, and the on-site museum makes sure you feel the history before the first note. It’s an open-air room that rewards a lawn blanket and an early arrival, and for an all-day bill like this one, the setting does half the work. For Hudson Valley fans — and anyone willing to make the drive — it’s the kind of venue that elevates whatever’s on the stage.

Tickets & Details

Doors and music begin at 3:20 PM on Saturday, August 29. Tickets run from $61.00 to $290.50. With Nelson scaling back his touring schedule, the better seats tend to move early on dates like this. Get tickets here.

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Concert Details

📅August 29, 2026
🕐3:20 PM
💰$61.00–$290.50
ℹ️On Sale

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