Live Music in Woodstock, VT

barnarts Feast and Field music series (every thursday through september 2025)

Feast and Field in Barnard, Vermont is a celebration of music, food and community on Fable Farm. Imagine twinkling lights strung through apple orchards and freshly prepared food that is grown, raised and harvested in the same hills. BarnArts curates a world-class lineup of regional and international bands that perform against the backdrop of the Upper Valley’s rolling green mountains, and family and friends gather on the dance floor week after week.

Bring your blankets and chairs every Thursday through September for a magical and unique experience in a beautiful setting. Doors open at 5:30pm and music begins at 6pm. You can pre-order tickets and food here. 

Market on the Green (every wednesday 3-6pm, through october)

Woodstock’s Village Green, located in the center of town, is a beautiful place for the weekly Market on the Green. Pick up fresh produce, flowers, handcrafted art, Thai food and empanadas, while you enjoy live music. This family-friendly event is a favorite for locals and visitors alike. The Market on the Green is every Wednesday 3-6pm, through October 16th. 

Live Music with Pentangle Arts

From local acts Ben Kogan and The Freeze Brothers to John Pinetree and The Yellin’ Degenerates and a night of A  Capella, there’s a great lineup of live music at Woodstock Town Hall Theater all summer long. 

Music on the Hill (every wednesday at 6:30pm through september)

Music on the Hill is a free summer concert series located on the hill behind Artistree in Pomfret, Vermont. The stunning view overlooking Saskadena Six cannot be beat. Pack a picnic, bring a blanket and enjoy live music amongst the rolling green mountains of Vermont. See the full lineup here, concerts begin June 11. No need to reserve a spot. All dates are weather dependent (no pets allowed except service dogs). 

Music by the River (friday evenings july 11-august 22, 2025)

Music by the River is Pentangle Arts free concert series located at the gorgeous East End amphitheater. Friday evenings from July 11 – August 22 at 6pm, enjoy river and mountain views from picturesque East End Park. Featuring both regionally and nationally renowned artists, this is a concert series you won’t want to miss.

Ottaquechee Yacht Club

Woodstock’s local watering hole serving up drinks and food has live music several nights a week. With everything from reggae to rock it’s a great spot to kick back and enjoy some tunes with friends.