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summer concerts

From The Blog Live Music in Woodstock, VT

Outdoor Music in Woodstock, VT The season for live music

As we head into summer, what better way to soak up the sunshine and good vibes than outdoor music. Woodstock, Vermont has a lively outdoor music scene and there is no shortage of opportunities to enjoy great tunes amidst iconic Vermont backdrops. From concerts on a working farm to chill tunes on the Village Green, if you’re looking for live music, you’ll find it here. 

Read on for some of the best ways to enjoy outdoor music this summer 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. 

VSO Summer Festival Tour, Symphony of Stars

On July 2, Vermont Symphony Orchestra returns to Saskadena Six for their Summer Festival Tour! Relax under the balmy summer skies with unforgettable music from Carmen, West Side Story, and Romeo and Juliet to Star Wars, Sousa marches and more.

Bring your picnic and relax with the Vermont Symphony Orchestra. Concert begins at 7:30, but the field opens at 5:30 for picnicking. Get tickets here

Feast and Field in Barnard, VT
Feast & Field in Barnard, VT

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.