World Cup Watch Party at Cesaroni's Deli
The Woodstock Wine Walk returns
Color, Color everywhere!
We're going on a Pub Crawl
Woodstock is Bursting with Pride
Woodstock is Bursting with Pride
Woodstock Moose Lodge #1329 Sunday Groundhog Day Breakfast
Woodstock Fourth of July Fireworks
Woodstock Folk Festival
Woodstock Community Choir "Greatest Hits" Concert
Wine with Willie
Wheels North - Live Jammin Bluegrass - FREE
Wheels North - Live Jammin Bluegrass - FREE
WACM Saturday Morning Children Shows
WACM Saturday Morning Children Shows
WACM Saturday Morning Children Shows
The Vintage Shop Hop is a self-guided day of vintage & boutique shopping held twice a year.
Ugly Sweater Party and Contest
Treasure Island - A Participation Play for Children
The Woolly Buggers - LIVE MUSIC - Free Show
The Rockets Band at Kingston Lanes
The Hogmires - Live Music Event - FREE
The Creation of South Pacific - Charles Troy
The Creation of King and I - Charles Troy
The Creation of Funny Girl - Charles Troy
The Creation of Camelot - Charles Troy
The Comedy Zone - Simon Taylor
The Comedy Zone - Johnny Beehner and J Tyler Menz
The Blue Shield Band - FREE EVENT
The Blue Shied Band - Free Event
The Blooze Brothers
Thank You For Being a Friend: An Afternoon with The Golden Girls
Tea & D: Night Before Christmas
SUPER ROLL Pins For Independence
Pub Trivia USA at Stage Left Cafe
Pub Trivia USA at Stage Left Cafe
St. Mary School Merry Little Market Craft Show and Bake Shoppe
Sparkling Wine Dinner at Emerson & Olivers
Solo piano man at Sofie's
SING-O at Offsides
Sausage Fest 2022
Santa Returns to the Hut!
Rockturnal Band at Kingston Lanes
Rock N' Roll and Philly Cheese Steak Party
Red Corvette - A Prince Tribute Band
Model train enthusiasts and families looking for some weekend fun are sure to enjoy our third Woodstock Rail Fest event
Puzzle Palooza - Groundhog Days
Puppy Pals - Comedic Dog Stunt Show
Parenting in a Digital Age
Opera House Tours
Open Mic Night at Stage Left Cafe
of Books & Blues Band at Kingston Lanes
of Books & Blues Band at Kingston Lanes
New Year's Eve Bowling and Karaoke
Neil Rose Band at Kingston Lanes
Join us for the 74th Annual Scholarship Pageant as we crown our 2023 Queens.
Get in on the action at Porkies
Sixth annual Mexican Independence Day Celebration this year in the Historic Woodstock Square!
Mardi Gras Party 2023 - All Day Event
Makers Market - Sunday Funday - Live Music
Makers Market - Sunday Funday - Live Music
Makers Market - Sunday Funday - Live Music
Makers Market - Sunday Funday - Live Music
Makers Market - Sunday Funday - Live Music
Makers Market - Sunday Funday - Live Music
Makers Market - Sunday Funday - Live Music
Lucky Pickers LIVE at the Holzlager Maker's Market
Live Tunes & Great Eats with The Been Reals & Smash’D Burgers Saturday
Visit the beautiful and historic Square on the Friday after Thanksgiving and watch the flip of the switch
Visit the beautiful and historic Square on the Friday after Thanksgiving and watch the flip of the switch
Lighting of The Cabin
Ladies Nite Out in Woodstock is a long standing tradition started years ago to celebrate you ladies who selflessly work to make the Holidays special
Karaoke with Sundowner Entertainment
Karaoke Night with DJHarps
John McGivern's Main Streets Free Sneak Peek at The Woodstock Opera House
Jesse Fuller - LIVE - Free Show
Jesse Fuller - LIVE - Free Show
Houseplants & Tea
Hometowns to Hollywood: The Women who Built Hollywood
Hometowns to Hollywood: Icons of Fashion
Hometowns to Hollywood: Fred & Ginger
Hometowns to Hollywood: Dynamic Duos
Holidaze Maker's Market
Holiday Market on the Square
Helping Paws Grinchmas Party at Kishwaukee Brewing
Groundhog Days Pop Up Bar at Stage Left Cafe Woodstock Square
Groundhog Days B&B Tours
Groundhog Day Complimentary Photo Booth from Westward 360
Groundhog Day Celebration at Isabel's Family Restaurant
Groundhog Day Breakfast
Groundhog Day 30th Anniversary Tip Top Cafe Breakfast
Groundhog Breakfast Buffet at Main Street Pour House
Girl Named Tom
Gingerbread Make & Take
Free Taproom Trivia every Wednesday Night
Free Bar Bingo
Football - Smash Burger - Beer Special Party
First Annual Dog Show and BarkBQ!
Ed Hall's Woodstock Guitar Night
Eat, Shop + Be Merry Holiday Market at Kishwaukee Brewing
Despina & Cassie from The Fox Crossing String Band - FREE Show
World Cup Watch Party at Cesaroni's Deli
Cookies with Santa
All are invited to this free event for the true belivers
Community Day at the Woodstock Recreation Center
Community Day at the Woodstock Recreation Center
Community Day at the Woodstock Recreation Center
Christmas Clearing House - Delivery Day!
Chill Murray Presents: Chicago Comedy Takeover
Chill Murray Presents: Chicago Comedy Takeover
Challenger Center Family Night Open House
CASA Information Session
Broken Arrow Band at Kingston Lanes
Broken Arrow Band at Kingston Lanes
Brewery Food Pop-Up - Uncle Cam's Sandwich's & Soups
Bowling with Santa
Bourbon Country plays Sofie's
Bossy Dog at Kingston Lanes
Black Wednesday at Kingston Lanes
Black Friday Trim Party at Hempstock Pharm
Benton Street Fests presents Shamrocked
Author Event: Alyssa Wees
Artisans on Main / Clayworkers' Guild 1st Anniversary Celebration
An Evening With Jim Messina
All Ages Punk Show at Warp Corps
All Ages EDM/Hip-Hop Show at Warp Corps
Afternoon Tea: It's a Date
Afternoon Tea: It'll All Workout
Afternoon Tea: Holiday Comforts at Casting Whimsy
Abominable Snow Race #StompOutHunger Event
65 North Pickers - St. Patrick's Day Weekend Party at Holzlager
2023 Woodstock Square Easter Eggstravaganza
Join us to Welcome Woodstock Willie
Join us for a guided walking tour of sites
Join us to Welcome Woodstock Willie
Who doesn't enjoy a pub crawl
Join Woodstock Willie as they make their prediction for the winter.
The official Groundhog Day Breakfast is back
2023 Groundhog Days - Movie Memorabilia Open House
Free GHD Trivia will be held in the Woodstock Opera House
Enjoy our favorite movie on the big screen
We always drink to world peace
Groundhog Days - Dinner & Dance at the Moose Lodge
GHD Bingo is back
The Bags Tournament tradition continues at Ortmann's Red Iron Tavern
Let's welcome the man in the red suit back to Woodstock
Woodstock Ale Fest is back!