Summer Events to Enjoy in Woodstock and Beyond

There’s something magical about summer in Woodstock. As the Green Mountains burst into full bloom and the sun stretches long into the evening, Vermont slows down just enough for us to savor the season. Whether you're a local looking to rediscover your hometown or a visitor planning a weekend escape, there's no shortage of ways to connect with the vibrant spirit of this place.

From outdoor concerts and farmers markets to field-side feasts, these Woodstock-area events offer a beautiful blend of music, community, and natural beauty. It’s the perfect reminder that wellness isn’t just about what we eat or how we move—it’s also about where we gather, what we celebrate, and how we stay present through it all.

Music by the River

Settle in for an enchanting evening of live music at East End Park, nestled along the Ottauquechee River. This free concert series brings together regional musicians in a casual, family-friendly setting. Pack a picnic and a blanket, and get ready to boogie—there’s nothing quite like golden-hour music surrounded by mountains.

Where: East End Park, Woodstock
When: Fridays at 6 p.m., July 11–August 22
Details: Pentangle Arts - Music by the River

Market on the Green

This beloved weekly farmers market is as much a community gathering as it is a destination for fresh food and handmade goods. Shop organic produce, small-batch provisions, and Vermont-made crafts while chatting with local growers and makers. It’s the perfect way to support regional agriculture and stock your summer pantry.

Where: Woodstock Village Green
When: Wednesdays, 3–6 p.m., through October 15
Details: Event details on woodstockvt.com

Taste of Woodstock Festival

Woodstock’s biggest street fair of the summer! This one-day celebration transforms the village into a lively hub of food trucks, live music, kids’ activities, and Vermont artisans. Expect an abundance of flavors, music on every corner, and a true sense of community joy.

Where: Elm Street, near Central Street
When: Aug 9, 2025, 10 a.m.–11 p.m.
Details: Event details on woodstockvt.com

Feast & Field

Tucked in the hills just 15 minutes from Woodstock, this farm-to-festival experience is a local favorite. With live music curated and produced by BarnArts, craft ciders and shrubs fermented on-site, and an idyllic meadow backdrop, Feast & Field is where summer evenings feel timeless. Bring a friend, grab a drink, and let yourself unwind into the rhythm of the land.

Pro Tip: Purchase your tickets and food in advance.
Where: 1525 Royalton Turnpike, Barnard, VT 05031
When: Thursdays, 5:30 p.m., June–September 25
Details: feastandfield.com

Music on the Hill at Artistree

Just up the road from Woodstock, Artistree’s outdoor amphitheater hosts a summer series of intimate concerts under the open sky. Enjoy indie, folk, and bluegrass performances in a relaxed, art-filled setting. A perfect spot for families, date nights, or solo stargazing.

Pro Tip: Parking for the summer concert series is in the field at Artistree. The entrance to the field is directly across from Saskadena Six and marked with signage. Handicapped parking is located in the main artistree parking lot.
Where: 2095 Pomfret Road, South Pomfret, VT 05067
When: Wednesdays, 6:30 p.m., June 11–September 24 
Details: artistreevt.org

Looking Beyond: More Summer Events Across Vermont

If you’re venturing beyond Woodstock or planning a longer stay, Vermont offers an abundance of summer events worth exploring—from outdoor film nights to agricultural fairs and vibrant music festivals. No matter where you roam, you’ll find that Vermont’s seasonal rhythm is always tied to nature, creativity, and connection.

Here are just a few statewide ideas to check out:

• Catch a Vermont Lake Monsters baseball game
  
• Vermont Brewers Festival in Burlington – July 18-19
• Lake Champlain Dragon Boat Festival – August 3
• Bennington Garlic and Herb Festival – August 30
• Marlboro Music Festival – July 19–August 17
• Manchester Music Festival – July 10–August 7
• Blueberry Festival at Craftsbury Farmers’ Market – July 26
  

Explore more statewide events here.

Summer in Vermont isn’t just a season—it’s a state of mind. It’s about gathering in parks, dancing in fields, and savoring the sweetness of every sunlit moment. Whether you’re shopping local, swaying to live music, or grounding yourself in a quiet forest, each event is an invitation to be fully present.

Let this be your reminder to pause, participate, and soak it all in. Because the best kind of wellness is the kind that celebrates community, connection, and the beauty of where we are—right here, right now.