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Vibrant and Diverse

Woodstock offers an amazing variety of entertainment options year round. You will quickly discover why locals often say it feels like something is always going on in Woodstock.

Upcoming Events in Woodstock

Virtual Clay Shenanigans: Morning (DIGITAL)

October 27th, 10:00am - November 17th, 11:30am
Elm Street Cultural Arts Village
Scarecrow Invasion

WDSTK Scarecrow Invasion

October 28th, 12:00am - October 28th, 11:59pm
Downtown Woodstock
Learn more about “Scarecrow Invasion”

Woodstock in the Fall Photography Contest

October 28th, 12:00am - October 28th, 11:59pm

Macaron Making Workshop with Chef Michelle

October 28th, 6:30pm - October 28th, 9:30pm
Leaning Ladder

Trivia Nite

October 28th, 7:00pm - October 28th, 9:00pm
Reformation Brewery (Woodstock)

Spooky Wine Tasting And Costume Party

October 28th, 7:00pm - October 28th, 10:00pm
Rootstock and Vine

Stones and Bones – 2 Band Night – Bone Daddys & Rick Stone Music

October 28th, 7:30pm - October 28th, 9:00pm
MadLife Stage & Studios
Scarecrow Invasion

WDSTK Scarecrow Invasion

October 29th, 12:00am - October 29th, 11:59pm
Downtown Woodstock
Learn more about “Scarecrow Invasion”

Woodstock in the Fall Photography Contest

October 29th, 12:00am - October 29th, 11:59pm

Rich Gunderlock Live

October 29th, 6:00pm - October 29th, 9:00pm
Rootstock and Vine

Dueling Pianos with The Andrews Brothers

October 29th, 8:00pm - October 29th, 9:30pm
MadLife Stage & Studios
Scarecrow Invasion

WDSTK Scarecrow Invasion

October 30th, 12:00am - October 30th, 11:59pm
Downtown Woodstock
Learn more about “Scarecrow Invasion”

DECARLO (feat. Tommy DeCarlo, Lead Vocalist of the Band Boston since 2007)

October 30th, 7:00pm - October 30th, 8:30pm
MadLife Stage & Studios

William Burke Live

October 30th, 7:00pm - October 30th, 10:00pm
Rootstock and Vine

The Dirty Doors: A Tribute to The Doors

October 30th, 10:00pm - October 30th, 11:30pm
MadLife Stage & Studios
Scarecrow Invasion

WDSTK Scarecrow Invasion

October 31st, 12:00am - October 31st, 11:59pm
Downtown Woodstock
Learn more about “Scarecrow Invasion”
Farm. Fresh. Market.

Woodstock Farm Fresh Market

October 31st, 8:30am - October 31st, 12:00pm
Market Street
Learn more about “Farm. Fresh. Market.”

HALLOWEEN TRAIL OF TRICKS & TREATS

October 31st, 3:30pm - October 31st, 8:30pm
Rubes Creek Trail

DECARLO (feat. Tommy DeCarlo, Lead Vocalist of the Band Boston since 2007)

October 31st, 7:00pm - October 31st, 8:30pm
MadLife Stage & Studios

Gigi Leno

October 31st, 7:00pm - October 31st, 10:00pm
Rootstock and Vine

THE ROCKY HORROR PICTURE SHOW – Halloween Matinée Screening

October 31st, 9:30pm - October 31st, 11:10pm
MadLife Stage & Studios

THE ROCKY HORROR PICTURE SHOW – Halloween Midnight Screening

October 31st, 11:59pm - November 1st, 1:41am
MadLife Stage & Studios

LIVE STREAM TICKET | NEVERMIND: The Nirvana Tribute

November 3rd, 10:00pm - November 4th, 1:00am

Trivia Nite

November 4th, 7:00pm - November 4th, 9:00pm
Reformation Brewery (Woodstock)

Catfish & The Bottom – Blues & Outlaw Country

November 4th, 7:30pm - November 4th, 9:00pm
MadLife Stage & Studios

Comfort Food Date Night with Chef Melissa

November 5th, 7:00pm - November 5th, 9:30pm
Leaning Ladder

Frankly Scarlet – Grateful Dead Tribute

November 5th, 8:00pm - November 5th, 9:30pm
MadLife Stage & Studios

Classic Country Icons: Willie, Waylon, & George

November 6th, 7:30pm - November 6th, 9:00pm
MadLife Stage & Studios

Angry Chair – The Ultimate Alice In Chains Tribute

November 6th, 10:00pm - November 6th, 11:30pm
MadLife Stage & Studios
Farm. Fresh. Market.

Woodstock Farm Fresh Market

November 7th, 9:30am - November 7th, 1:00pm
Market Street
Learn more about “Farm. Fresh. Market.”