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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

Take Twenty

October 24th, 11:00am - October 24th, 9:00pm
Reformation Brewery

Reformation Runs (Woodstock)

October 24th, 6:30pm - October 24th, 8:30pm
Reformation Brewery

Acoustic Open Mic Night

October 24th, 7:00pm - October 24th, 9:00pm
Reformation Brewery
WDSTK Roots Music Nights

BONUS WDSTK Roots Music Night with Truitt

October 24th, 7:00pm - October 24th, 9:00pm
Elm Street Event Green
Learn more about “WDSTK Roots Music Nights”

DJ Trivia

October 24th, 8:00pm - October 24th, 10:00pm
Guston’s Grille

BlackHawk Band

October 24th, 8:00pm - October 24th, 9:30pm
MadLife Stage & Studios
Scarecrow Invasion

Scarecrow Invasion Voting

October 25th, 10:00am - October 25th, 5:00pm
Woodstock Visitors Center At Dean’s Store
Learn more about “Scarecrow Invasion”

Karaoke!

October 25th, 9:30pm - October 25th, 11:30pm
Guston’s Grille
Farm. Fresh. Market.

Woodstock Farm. Fresh. Market Saturdays

October 26th, 8:30am - October 26th, 12:00pm
Market Street
Learn more about “Farm. Fresh. Market.”
Scarecrow Invasion

Scarecrow Invasion Voting

October 26th, 10:00am - October 26th, 5:00pm
Woodstock Visitors Center At Dean’s Store
Learn more about “Scarecrow Invasion”

Woodstock Bikes & Brews

October 26th, 10:00am - October 26th, 10:00pm
Woodstock

Strings on Fire

October 26th, 8:00pm - October 26th, 11:00pm

Live Music Night

October 26th, 9:30pm - October 26th, 11:30pm
Guston’s Grille
Scarecrow Invasion

Scarecrow Invasion Voting

October 27th, 10:00am - October 27th, 5:00pm
Woodstock Visitors Center At Dean’s Store
Learn more about “Scarecrow Invasion”

Maker’s Mash Fall Series (Woodstock)

October 27th, 2:00pm - October 27th, 7:00pm
Woodstock

Singer Songwriter Night

October 27th, 6:30pm - October 27th, 8:30pm
Guston’s Grille
Scarecrow Invasion

Scarecrow Invasion Voting

October 28th, 10:00am - October 28th, 5:00pm
Woodstock Visitors Center At Dean’s Store
Learn more about “Scarecrow Invasion”

Dj Trivia

October 28th, 7:30pm - October 28th, 9:30pm
Guston’s Grille

Monday Night Trivia

October 28th, 7:30pm - October 28th, 9:30pm
Truck & Tap Woodstock
Scarecrow Invasion

Scarecrow Invasion Voting

October 29th, 10:00am - October 29th, 5:00pm
Woodstock Visitors Center At Dean’s Store
Learn more about “Scarecrow Invasion”

Family Bingo

October 29th, 6:30pm - October 29th, 8:30pm
Guston’s Grille

Weekly Game Night

October 29th, 7:00pm - October 29th, 9:00pm
Reformation Brewery

Singo Night

October 29th, 7:30pm - October 29th, 9:30pm
Truck & Tap Woodstock
Scarecrow Invasion

Scarecrow Invasion Voting

October 30th, 10:00am - October 30th, 5:00pm
Woodstock Visitors Center At Dean’s Store
Learn more about “Scarecrow Invasion”

Mystery Whodunnit: Secrets, Disguises and Wines

October 30th, 5:30pm - October 30th, 7:30pm
Rootstock and Vine

Team Trivia (Woodstock)

October 30th, 7:00pm - October 30th, 9:00pm
Reformation Brewery

The Radio Show Band

October 30th, 7:30pm - October 31st, 2:00am
Guston’s Grille
Scarecrow Invasion

Scarecrow Invasion Voting

October 31st, 10:00am - October 31st, 5:00pm
Woodstock Visitors Center At Dean’s Store
Learn more about “Scarecrow Invasion”

Take Twenty

October 31st, 11:00am - October 31st, 9:00pm
Reformation Brewery

Halloween KidsFest

October 31st, 3:00pm - October 31st, 8:00pm
Northside Hospital-Cherokee Amphitheater