Best events in
Woodstock

From annual traditions to intimate community gatherings, there's no shortage of events and things to do in Woodstock, VT. The town's life revolves around the historic Woodstock Village, where a central green acts as a stage for markets and festivals. Cultural programming from local hubs like Pentangle Arts complements an active, outdoor-oriented lifestyle rooted in the surrounding Green Mountains.

Experience the community rhythm at the weekly Market on the Green or the annual Wassail Weekend, both centered around the picturesque Village Green.
Catch a live performance, film, or gallery exhibit at community arts hubs like Pentangle Arts in the Town Hall Theatre or Artistree Community Arts Center.
Explore seasonal fun from family activities at Billings Farm & Museum to outdoor concerts at the Saskadena Six Ski Area.

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Events near Woodstock

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Harvest Dinner

Saturday • 4:00 PM

Hall Art Foundation

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Bosch eBike Systems MY27 Dealer TECH Training (Lebanon, NH)

Tue, Oct 13 • 10:00 AM

Courtyard Hanover Lebanon

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Two Day Provider Course

Mon, Oct 19 • 7:30 AM

Patient Safety Training Center

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Feast & Fête

Sat, Oct 24 • 3:00 PM

665 Bryant Rd

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NHPR Candidate Forum: U.S. Senate

Thu, Oct 29 • 6:00 PM

Howe Library

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36th Annual Advanced Concepts in Respiratory Care Conference

Thu, Oct 29 • 7:15 AM

Dartmouth Hitchcock Medical Center

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NASW VT 2026 Conference

Thu, Nov 12 • 8:00 AM

Killington Grand Resort

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13th Annual Thanksgiving Killington $319 (2 Nights + Transport)

Fri, Nov 27 • 4:00 PM

Killington Resort

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Harvest Dinner

Saturday • 4:00 PM

Hall Art Foundation

Check ticket price on event

Bosch eBike Systems MY27 Dealer TECH Training (Lebanon, NH)

Tue, Oct 13 • 10:00 AM

Courtyard Hanover Lebanon

Check ticket price on event

Two Day Provider Course

Mon, Oct 19 • 7:30 AM

Patient Safety Training Center

Check ticket price on event

Feast & Fête

Sat, Oct 24 • 3:00 PM

665 Bryant Rd

Check ticket price on event

NHPR Candidate Forum: U.S. Senate

Thu, Oct 29 • 6:00 PM

Howe Library

Check ticket price on event

36th Annual Advanced Concepts in Respiratory Care Conference

Thu, Oct 29 • 7:15 AM

Dartmouth Hitchcock Medical Center

Check ticket price on event

NASW VT 2026 Conference

Thu, Nov 12 • 8:00 AM

Killington Grand Resort

Check ticket price on event

13th Annual Thanksgiving Killington $319 (2 Nights + Transport)

Fri, Nov 27 • 4:00 PM

Killington Resort

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Nearby cities

Keene

49 miles away

Springfield

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Lebanon

13 miles away

Franklin

45 miles away

Hanover

13 miles away

Montpelier

44 miles away

Rutland

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Claremont

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Bristol

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Middlebury

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Whitehall

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Manchester

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Ludlow

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Northfield

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Barre

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Manchester Center

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White River Junction

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Plymouth

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Bellows Falls

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Brandon

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Williamstown

34 miles away

South Royalton

13 miles away

Chester

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Waitsfield

42 miles away

North Woodstock

49 miles away

Charlestown

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New London

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Tilton Northfield

48 miles away

Contoocook

49 miles away

Keene

49 miles away

Springfield

23 miles away

Lebanon

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Franklin

45 miles away

Hanover

13 miles away

Montpelier

44 miles away

Rutland

23 miles away

Claremont

20 miles away

Bristol

39 miles away

Middlebury

43 miles away

Whitehall

44 miles away

Manchester

43 miles away

Ludlow

18 miles away

Northfield

37 miles away

Barre

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Manchester Center

41 miles away

White River Junction

10 miles away

Plymouth

42 miles away

Bellows Falls

34 miles away

Brandon

31 miles away

Williamstown

34 miles away

South Royalton

13 miles away

Chester

25 miles away

Waitsfield

42 miles away

North Woodstock

49 miles away

Charlestown

27 miles away

New London

30 miles away

Tilton Northfield

48 miles away

Contoocook

49 miles away

Online Events

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How To Be Kind To Yourself - Shahroo Izadi

Wed, Oct 14 • 7:00 PM GMT+1

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HBR Press Webinar: Resilient Optimism

Thu, Oct 15 • 8:00 AM EDT

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HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

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Today's RDH Virtual Dental Continuing Education (CE) Event - Oct. 17, 2026

Sat, Oct 17 • 9:00 AM EDT

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(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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How To Be Kind To Yourself - Shahroo Izadi

Wed, Oct 14 • 7:00 PM GMT+1

Check ticket price on event

HBR Press Webinar: Resilient Optimism

Thu, Oct 15 • 8:00 AM EDT

Check ticket price on event

HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

Check ticket price on event

Today's RDH Virtual Dental Continuing Education (CE) Event - Oct. 17, 2026

Sat, Oct 17 • 9:00 AM EDT

Check ticket price on event

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

Check ticket price on event

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

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Points of Interest near Woodstock

Woodstock Town Smiler

Marsh Billings Rockefeller National Historical Park

Billings Farm Museum

Frequently asked questions about Woodstock

What are some live music events in Woodstock, VT?

The area offers free, casual concerts in scenic spots. The Music by the River series brings performances to East End Park on summer evenings, while the Market on the Green often features live musicians. Pentangle Arts also programs musical events throughout the year.

Where can I find free events in Woodstock, VT?

Many free community events happen on the Village Green. The weekly Market on the Green and the annual Woodstock Art Festival are open to the public. Additionally, the Music by the River concert series offers free performances in East End Park during the summer.

Are there good family-friendly events in the Woodstock area?

Billings Farm & Museum is a top spot for family activities. The working farm hosts seasonal events year-round. Also, annual traditions like the Apples & Crafts Fair and the festive Wassail Weekend provide fun for all ages.

How can I explore the local art scene?

Start with a community arts hub like Artistree Community Arts Center. This space hosts gallery exhibits, workshops, and performances. For a broader view, the annual Woodstock Art Festival gathers New England artists on the Village Green for a two-day event.

What kind of outdoor events happen near Woodstock?

Many local events take advantage of the natural setting. Saskadena Six Ski Area hosts outdoor concerts during warmer months. The Market on the Green is an open-air market, and the Music by the River series takes place in East End Park.

Any suggestions for a date night in Woodstock Village?

A classic Woodstock date involves a performance at Pentangle Arts. The venue, located in the Woodstock Town Hall Theatre, presents a mix of films, theater, and concerts. A stroll through the walkable village offers many dining choices before or after a show.

What is the nightlife scene like in Woodstock, VT?

Nightlife here centers on cozy and cultural evening events. Look for evening concerts or film screenings at Pentangle Arts. The town's vibe is more about intimate gatherings and restaurant experiences rather than a late-night club scene.

Does Woodstock have any major annual festivals?

Yes, Woodstock is known for its signature annual events. Wassail Weekend is a major holiday festival in December. Other key events include the Bookstock literary festival, the Woodstock Art Festival, and the Apples & Crafts Fair in the fall.

Events near Woodstock

Harvest Dinner

Bosch eBike Systems MY27 Dealer TECH Training (Lebanon, NH)

Two Day Provider Course

Feast & Fête

NHPR Candidate Forum: U.S. Senate

36th Annual Advanced Concepts in Respiratory Care Conference

NASW VT 2026 Conference

13th Annual Thanksgiving Killington $319 (2 Nights + Transport)

Harvest Dinner

Bosch eBike Systems MY27 Dealer TECH Training (Lebanon, NH)

Two Day Provider Course

Feast & Fête

NHPR Candidate Forum: U.S. Senate

36th Annual Advanced Concepts in Respiratory Care Conference

NASW VT 2026 Conference

13th Annual Thanksgiving Killington $319 (2 Nights + Transport)

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Nearby cities

Keene

Springfield

Lebanon

Franklin

Hanover

Montpelier

Rutland

Claremont

Bristol

Middlebury

Whitehall

Manchester

Ludlow

Northfield

Barre

Manchester Center

White River Junction

Plymouth

Bellows Falls

Brandon

Williamstown

South Royalton

Chester

Waitsfield

North Woodstock

Charlestown

New London

Tilton Northfield

Contoocook

Keene

Springfield

Lebanon

Franklin

Hanover

Montpelier

Rutland

Claremont

Bristol

Middlebury

Whitehall

Manchester

Ludlow

Northfield

Barre

Manchester Center

White River Junction

Plymouth

Bellows Falls

Brandon