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Rich with arts and culture, a picturesque town square and the world-renowned Opera House, Woodstock is your destination for music, arts & culture, great dining, shopping, and endless family activities. Make Woodstock your next stop.

Real Community. Real Tradition. Real Woodstock.

Today's Events

Groundhog Days B&B Tours

Feb 03 11:00 am - 1:00 pm

Groundhog Days B&B Tours

Feb 03 3:00 pm - 6:00 pm

Groundhog Days B&B Tours

Afternoon Tea: It’s a Date

Feb 03

Afternoon Tea: It's a Date

Groundhog Days Pop Up Bar at Stage Left Cafe Woodstock Square

Feb 03 5:00 pm - 9:00 pm

Groundhog Days Pop Up Bar at Stage Left Cafe Woodstock Square

Karaoke with Sundowner Entertainment at Kingston Lanes

Feb 03 8:00 pm - 10:00 pm

Karaoke with Sundowner Entertainment

2023 Groundhog Days – Dinner & Dance at the Moose Lodge

Feb 03 5:00 pm - 11:00 pm

Groundhog Days - Dinner & Dance at the Moose Lodge

2023 Groundhog Days – Movie Memorabilia Open House

Feb 03 3:00 pm - 5:00 pm

2023 Groundhog Days - Movie Memorabilia Open House

Tomorrow's Events

Groundhog Days B&B Tours

Feb 04 11:00 am - 4:00 pm

Groundhog Days B&B Tours

Karaoke Night with DJHarps at Kingston Lanes

Feb 04 7:00 pm - 9:00 pm

Karaoke Night with DJHarps

Afternoon Tea: It’s a Date

Feb 04

Afternoon Tea: It's a Date

Chill Murray Presents: Chicago Comedy Takeover 2023

Feb 04 8:00 pm - 9:30 pm

Chill Murray Presents: Chicago Comedy Takeover

2023 Groundhog Days – Pub Crawl

Feb 04 6:00 pm - 10:00 pm

Who doesn't enjoy a pub crawl

2023 Groundhog Days – Bags Tournament

Feb 04 11:00 am - 2:00 pm

The Bags Tournament tradition continues at Ortmann's Red Iron Tavern

2023 Groundhog Days – Groundhog Day the Movie

Feb 04 10:00 am - 12:00 pm

Enjoy our favorite movie on the big screen

2023 Groundhog Days – Groundhog Day the Movie

2023 Groundhog Days- Guided Walking Tour

Feb 04 1:00 pm - 3:00 pm

Join us for a guided walking tour of sites

2023 Groundhog Days- Guided Walking Tour

Woodstock Winter Indoor Farmers Market

Feb 04 9:00 am - 1:00 pm

Woodstock Winter Indoor Farmers Market

Load More Events

Future Events

Groundhog Days B&B Tours

Feb 05, 10:00 am - 3:00 pm

Groundhog Days B&B Tours

Challenger Center Family Night Open House

Mar 01, 6:00 pm - 7:30 pm

Challenger Center Family Night Open House

Open Mic Night at Stage Left Cafe

Feb 10, 7:00 pm - 11:00 pm

Open Mic Night at Stage Left Cafe

Mar 10, 7:00 pm - 11:00 pm

Open Mic Night at Stage Left Cafe

Apr 14, 7:00 pm - 11:00 pm

Open Mic Night at Stage Left Cafe

May 12, 7:00 pm - 11:00 pm

Open Mic Night at Stage Left Cafe

Hometowns to Hollywood: Fred & Ginger

Mar 28, 7:00 pm - 8:30 pm

Hometowns to Hollywood: Fred & Ginger

Hometowns to Hollywood: The Women who Built Hollywood

Mar 28, 7:00 pm - 8:30 pm

Hometowns to Hollywood: The Women who Built Hollywood

Hometowns to Hollywood: Icons of Fashion

Apr 25, 7:00 pm - 8:30 pm

Hometowns to Hollywood: Icons of Fashion

Hometowns to Hollywood: Dynamic Duos

Feb 28, 7:00 pm - 8:30 pm

Hometowns to Hollywood: Dynamic Duos

Sparkling Wine Dinner at Emerson & Olivers

Mar 16, 6:00 pm - 8:30 pm

Sparkling Wine Dinner at Emerson & Olivers

Mardi Gras Party 2023 – All Day Event at Holzlager

Feb 21, 10:00 am

Mardi Gras Party 2023 - All Day Event

Despina & Cassie from The Fox Crossing String Band – FREE Show

Apr 14, 7:00 pm

Despina & Cassie from The Fox Crossing String Band - FREE Show

John McGivern’s Main Streets Free Sneak Peek at The Woodstock Opera House

Feb 09, 7:00 pm - 8:30 pm

John McGivern's Main Streets Free Sneak Peek at The Woodstock Opera House

10th Annual Woodstock Ale Fest

Oct 07, 1:00 pm - 5:00 pm

Woodstock Ale Fest is back!

Houseplants & Tea

Mar 16, 6:00 pm - 7:00 pm

Houseplants & Tea

Lucky Pickers LIVE at the Holzlager Maker’s Market

Oct 01, 2:00 pm

Lucky Pickers LIVE at the Holzlager Maker's Market

65 North Pickers – St. Patrick’s Day Weekend Party at Holzlager

Mar 17, 7:00 pm

65 North Pickers - St. Patrick's Day Weekend Party at Holzlager

Makers Market – Sunday Funday – Live Music at Holzlager

Oct 01, 12:00 pm - 4:00 pm

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Sep 10, 12:00 pm - 4:00 pm

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Jul 30, 12:00 pm - 4:00 pm

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Aug 20, 12:00 pm - 4:00 pm

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Jul 09, 12:00 pm - 4:00 pm

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Jun 11, 12:00 pm - 4:00 pm

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

May 21, 12:00 pm - 4:00 pm

Makers Market - Sunday Funday - Live Music

The Hogmires – Live Music Event – FREE

May 21, 2:00 pm

The Hogmires - Live Music Event - FREE

Wheels North – Live Jammin Bluegrass – FREE

Sep 10, 2:00 pm

Wheels North - Live Jammin Bluegrass - FREE

The Blue Shield Band – FREE EVENT

Mar 04, 7:00 pm

The Blue Shield Band - FREE EVENT

Wheels North – Live Jammin Bluegrass – FREE

Feb 26, 2:00 pm

Wheels North - Live Jammin Bluegrass - FREE

Vintage Shop Hop Spring 2023

Mar 03, 10:00 am - 5:00 pm

The Vintage Shop Hop is a self-guided day of vintage & boutique shopping held twice a year.

Vintage Shop Hop Spring 2023

Mar 04, 10:00 am - 5:00 pm

The Vintage Shop Hop is a self-guided day of vintage & boutique shopping held twice a year.

SUPER ROLL Pins For Independence

Feb 11, 3:00 pm - 6:00 pm

SUPER ROLL Pins For Independence

Afternoon Tea: It’s a Date

Feb 05

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 10

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 11

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 12

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 17

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 18

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 19

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 24

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 25

Afternoon Tea: It's a Date

Afternoon Tea: It’s a Date

Feb 26

Afternoon Tea: It's a Date

The Creation of Camelot – Charles Troy

May 09, 12:00 pm - 2:00 pm

The Creation of Camelot - Charles Troy

The Creation of South Pacific – Charles Troy

Feb 14, 12:00 pm - 2:00 pm

The Creation of South Pacific - Charles Troy

The Creation of King and I – Charles Troy

Mar 14, 12:00 pm - 2:00 pm

The Creation of King and I - Charles Troy

The Creation of Funny Girl – Charles Troy

Apr 11, 12:00 pm - 2:00 pm

The Creation of Funny Girl - Charles Troy

Girl Named Tom

May 18, 8:00 pm - 10:00 pm

Girl Named Tom

Puppy Pals – Comedic Dog Stunt Show

Apr 08, 2:00 pm - 4:00 pm

Puppy Pals - Comedic Dog Stunt Show

The Blooze Brothers

Mar 31, 8:00 pm - 10:00 pm

The Blooze Brothers

The Comedy Zone – Simon Taylor

Feb 23, 7:30 pm - 9:00 pm

The Comedy Zone - Simon Taylor

An Evening With Jim Messina

Mar 25, 8:00 pm - 10:00 pm

An Evening With Jim Messina

SING-O at Offsides 2023

Feb 08, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Feb 15, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Feb 22, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Mar 01, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Mar 08, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Mar 15, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Mar 22, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Mar 29, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Apr 05, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Apr 12, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Apr 19, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

Apr 26, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

May 03, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

May 10, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

May 17, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

May 24, 7:00 pm

SING-O at Offsides

SING-O at Offsides 2023

May 31, 7:00 pm

SING-O at Offsides

Stage Left Cafe – 2023 Trivia Night

Feb 09, 7:00 pm - 9:00 pm

Pub Trivia USA at Stage Left Cafe

Stage Left Cafe – 2023 Trivia Night

Feb 16, 7:00 pm - 9:00 pm

Pub Trivia USA at Stage Left Cafe

Stage Left Cafe – 2023 Trivia Night

Feb 23, 7:00 pm - 9:00 pm

Pub Trivia USA at Stage Left Cafe

Stage Left Cafe – 2023 Trivia Night

Mar 02, 7:00 pm - 9:00 pm

Pub Trivia USA at Stage Left Cafe

Stage Left Cafe – 2023 Trivia Night

Mar 09, 7:00 pm - 9:00 pm

Pub Trivia USA at Stage Left Cafe

Stage Left Cafe – 2023 Trivia Night

Mar 16, 7:00 pm - 9:00 pm

Pub Trivia USA at Stage Left Cafe

Stage Left Cafe – 2023 Trivia Night

Mar 23, 7:00 pm - 9:00 pm

Pub Trivia USA at Stage Left Cafe

Stage Left Cafe – 2023 Trivia Night

Mar 30, 7:00 pm - 9:00 pm

Pub Trivia USA at Stage Left Cafe

WACM Saturday Morning Children March Show

Mar 25, 9:30 am - 10:30 am

WACM Saturday Morning Children Shows

WACM Saturday Morning Children March Show

WACM Saturday Morning Children February Show

Feb 25, 9:30 am - 10:30 am

WACM Saturday Morning Children Shows

WACM Saturday Morning Children February Show

Author Event: Alyssa Wees

Mar 06, 6:30 pm - 7:30 pm

Author Event: Alyssa Wees

Micro Wrestling 2023 at Porkies

Jul 08, 7:00 pm - 9:00 pm

Get in on the action at Porkies

Woodstock Moose Lodge #1329 Sunday Groundhog Day Breakfast

Feb 05, 8:00 am - 11:00 am

Woodstock Moose Lodge #1329 Sunday Groundhog Day Breakfast

The Rockets Band at Kingston Lanes

Feb 18, 8:00 pm - 11:00 pm

The Rockets Band at Kingston Lanes

Karaoke with Sundowner Entertainment at Kingston Lanes

Feb 17, 8:00 pm - 10:00 pm

Karaoke with Sundowner Entertainment

Karaoke with Sundowner Entertainment at Kingston Lanes

Mar 03, 8:00 pm - 10:00 pm

Karaoke with Sundowner Entertainment

Karaoke with Sundowner Entertainment at Kingston Lanes

Mar 17, 8:00 pm - 10:00 pm

Karaoke with Sundowner Entertainment

Karaoke with Sundowner Entertainment at Kingston Lanes

Apr 07, 8:00 pm - 10:00 pm

Karaoke with Sundowner Entertainment

Karaoke with Sundowner Entertainment at Kingston Lanes

Apr 21, 8:00 pm - 10:00 pm

Karaoke with Sundowner Entertainment

Karaoke with Sundowner Entertainment at Kingston Lanes

May 05, 8:00 pm - 10:00 pm

Karaoke with Sundowner Entertainment

Karaoke with Sundowner Entertainment at Kingston Lanes

May 19, 8:00 pm - 10:00 pm

Karaoke with Sundowner Entertainment

Free Bar Bingo at Kingston Lanes

Feb 09, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Feb 16, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Feb 23, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Mar 02, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Mar 09, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Mar 16, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Mar 23, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Mar 30, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Apr 06, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Apr 13, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Apr 20, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Bar Bingo at Kingston Lanes

Apr 27, 7:00 pm - 9:00 pm

Free Bar Bingo

Free Taproom Trivia every Wednesday Night at Kishwaukee Brewing

Feb 08, 7:00 pm - 9:00 pm