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World Cup Watch Party at Cesaroni’s Deli

World Cup Watch Party at Cesaroni’s Deli

World Cup Watch Party at Cesaroni's Deli

Woodstock Wine Walk 2023

Woodstock Wine Walk 2023

The Woodstock Wine Walk returns

Woodstock PrideFest Rainbow Run 2023

Woodstock PrideFest Rainbow Run 2023

Color, Color everywhere!

Woodstock PrideFest Pub Crawl 2023

Woodstock PrideFest Pub Crawl 2023

We're going on a Pub Crawl

Woodstock Pride Promenade 2023

Woodstock Pride Promenade 2023

Woodstock is Bursting with Pride

Woodstock Pride Fest 2023

Woodstock Pride Fest 2023

Woodstock is Bursting with Pride

Woodstock Moose Lodge #1329 Sunday Groundhog Day Breakfast

Woodstock Moose Lodge #1329 Sunday Groundhog Day Breakfast

Woodstock Moose Lodge #1329 Sunday Groundhog Day Breakfast

Woodstock Fourth of July Fireworks 2023

Woodstock Fourth of July Fireworks 2023

Woodstock Fourth of July Fireworks

Woodstock Folk Festival

Woodstock Folk Festival

Woodstock Folk Festival

Woodstock Community Choir “Greatest Hits” Concert

Woodstock Community Choir “Greatest Hits” Concert

Woodstock Community Choir "Greatest Hits" Concert

Wine with Willie

Wine with Willie

Wine with Willie

Wheels North – Live Jammin Bluegrass – FREE

Wheels North – Live Jammin Bluegrass – FREE

Wheels North - Live Jammin Bluegrass - FREE

Wheels North – Live Jammin Bluegrass – FREE

Wheels North – Live Jammin Bluegrass – FREE

Wheels North - Live Jammin Bluegrass - FREE

WACM Saturday Morning Children March Show

WACM Saturday Morning Children March Show

WACM Saturday Morning Children Shows

WACM Saturday Morning Children January Show

WACM Saturday Morning Children January Show

WACM Saturday Morning Children Shows

WACM Saturday Morning Children February Show

WACM Saturday Morning Children February Show

WACM Saturday Morning Children Shows

Vintage Shop Hop Spring 2023

Vintage Shop Hop Spring 2023

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

Ugly Sweater Party and Contest at Holzlager Brewing

Ugly Sweater Party and Contest at Holzlager Brewing

Ugly Sweater Party and Contest

Treasure Island – A Participation Play for Children

Treasure Island – A Participation Play for Children

Treasure Island - A Participation Play for Children

The Woolly Buggers – LIVE MUSIC – Free Show

The Woolly Buggers – LIVE MUSIC – Free Show

The Woolly Buggers - LIVE MUSIC - Free Show

The Rockets Band at Kingston Lanes

The Rockets Band at Kingston Lanes

The Rockets Band at Kingston Lanes

The Hogmires – Live Music Event – FREE

The Hogmires – Live Music Event – FREE

The Hogmires - Live Music Event - FREE

The Creation of South Pacific – Charles Troy

The Creation of South Pacific – Charles Troy

The Creation of South Pacific - Charles Troy

The Creation of King and I – Charles Troy

The Creation of King and I – Charles Troy

The Creation of King and I - Charles Troy

The Creation of Funny Girl – Charles Troy

The Creation of Funny Girl – Charles Troy

The Creation of Funny Girl - Charles Troy

The Creation of Camelot – Charles Troy

The Creation of Camelot – Charles Troy

The Creation of Camelot - Charles Troy

The Comedy Zone – Simon Taylor

The Comedy Zone – Simon Taylor

The Comedy Zone - Simon Taylor

The Comedy Zone – Johnny Beehner and J Tyler Menz

The Comedy Zone – Johnny Beehner and J Tyler Menz

The Comedy Zone - Johnny Beehner and J Tyler Menz

The Blue Shield Band – FREE EVENT

The Blue Shield Band – FREE EVENT

The Blue Shield Band - FREE EVENT

The Blue Shied Band – Free Event at Holzlager Brewing

The Blue Shied Band – Free Event at Holzlager Brewing

The Blue Shied Band - Free Event

The Blooze Brothers

The Blooze Brothers

The Blooze Brothers

Thank You For Being a Friend: An Afternoon with The Golden Girls

Thank You For Being a Friend: An Afternoon with The Golden Girls

Thank You For Being a Friend: An Afternoon with The Golden Girls

Tea & D: Night Before Christmas

Tea & D: Night Before Christmas

Tea & D: Night Before Christmas

SUPER ROLL Pins For Independence

SUPER ROLL Pins For Independence

SUPER ROLL Pins For Independence

Stage Left Cafe – Trivia Night

Stage Left Cafe – Trivia Night

Pub Trivia USA at Stage Left Cafe

Stage Left Cafe – 2023 Trivia Night

Stage Left Cafe – 2023 Trivia Night

Pub Trivia USA at Stage Left Cafe

St. Mary School Merry Little Market Craft Show and Bake Shoppe

St. Mary School Merry Little Market Craft Show and Bake Shoppe

St. Mary School Merry Little Market Craft Show and Bake Shoppe

Sparkling Wine Dinner at Emerson & Olivers

Sparkling Wine Dinner at Emerson & Olivers

Sparkling Wine Dinner at Emerson & Olivers

Solo piano man show at Sofie’s

Solo piano man show at Sofie’s

Solo piano man at Sofie's

SING-O at Offsides 2023

SING-O at Offsides 2023

SING-O at Offsides

Sausage Fest 2022 at Holzlager Brewing

Sausage Fest 2022 at Holzlager Brewing

Sausage Fest 2022

Santa Visits in the Rotary Club Christmas Hut

Santa Visits in the Rotary Club Christmas Hut

Santa Returns to the Hut!

Rockturnal Band at Kingston Lanes

Rockturnal Band at Kingston Lanes

Rockturnal Band at Kingston Lanes

Rock N’ Roll and Philly Cheese Steak Party at Holzlager Brewing

Rock N’ Roll and Philly Cheese Steak Party at Holzlager Brewing

Rock N' Roll and Philly Cheese Steak Party

Red Corvette – A Prince Tribute Band

Red Corvette – A Prince Tribute Band

Red Corvette - A Prince Tribute Band

Rail Fest 2023

Rail Fest 2023

Model train enthusiasts and families looking for some weekend fun are sure to enjoy our third Woodstock Rail Fest event

Puzzle Palooza – Groundhog Days

Puzzle Palooza – Groundhog Days

Puzzle Palooza - Groundhog Days

Puppy Pals – Comedic Dog Stunt Show

Puppy Pals – Comedic Dog Stunt Show

Puppy Pals - Comedic Dog Stunt Show

Parenting in a Digital Age

Parenting in a Digital Age

Parenting in a Digital Age

Opera House Tours

Opera House Tours

Opera House Tours

Open Mic Night at Stage Left Cafe

Open Mic Night at Stage Left Cafe

Open Mic Night at Stage Left Cafe

of Books & Blues Band at Kingston Lanes

of Books & Blues Band at Kingston Lanes

of Books & Blues Band at Kingston Lanes

of Books & Blues Band at Kingston Lanes

of Books & Blues Band at Kingston Lanes

of Books & Blues Band at Kingston Lanes

New Year’s Eve Bowling and Karaoke

New Year’s Eve Bowling and Karaoke

New Year's Eve Bowling and Karaoke

Neil Rose Band at Kingston Lanes

Neil Rose Band at Kingston Lanes

Neil Rose Band at Kingston Lanes

Miss Woodstock 2023 Scholarship Pageant

Miss Woodstock 2023 Scholarship Pageant

Join us for the 74th Annual Scholarship Pageant as we crown our 2023 Queens.

Micro Wrestling 2023 at Porkies

Micro Wrestling 2023 at Porkies

Get in on the action at Porkies

Mexican Independence Day Celebration

Mexican Independence Day Celebration

Sixth annual Mexican Independence Day Celebration this year in the Historic Woodstock Square!

Mardi Gras Party 2023 – All Day Event at Holzlager

Mardi Gras Party 2023 – All Day Event at Holzlager

Mardi Gras Party 2023 - All Day Event

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market - Sunday Funday - Live Music

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market – Sunday Funday – Live Music at Holzlager

Makers Market - Sunday Funday - Live Music

Lucky Pickers LIVE at the Holzlager Maker’s Market

Lucky Pickers LIVE at the Holzlager Maker’s Market

Lucky Pickers LIVE at the Holzlager Maker's Market

Live Tunes & Great Eats with The Been Reals & Smash’D Burgers Saturday

Live Tunes & Great Eats with The Been Reals & Smash’D Burgers Saturday

Live Tunes & Great Eats with The Been Reals & Smash’D Burgers Saturday

Lighting of the Square 2023

Lighting of the Square 2023

Visit the beautiful and historic Square on the Friday after Thanksgiving and watch the flip of the switch

Lighting of the Square

Lighting of the Square

Visit the beautiful and historic Square on the Friday after Thanksgiving and watch the flip of the switch

Lighting of The Cabin

Lighting of The Cabin

Lighting of The Cabin

Ladies Nite Out 2023

Ladies Nite Out 2023

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 at Kingston Lanes

Karaoke with Sundowner Entertainment at Kingston Lanes

Karaoke with Sundowner Entertainment

Karaoke Night with DJHarps at Kingston Lanes

Karaoke Night with DJHarps at Kingston Lanes

Karaoke Night with DJHarps

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

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

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

Jesse Fuller – LIVE – Free Show

Jesse Fuller – LIVE – Free Show

Jesse Fuller - LIVE - Free Show

Jesse Fuller – LIVE – Free Show

Jesse Fuller – LIVE – Free Show

Jesse Fuller - LIVE - Free Show

Houseplants & Tea

Houseplants & Tea

Houseplants & Tea

Hometowns to Hollywood: The Women who Built Hollywood

Hometowns to Hollywood: The Women who Built Hollywood

Hometowns to Hollywood: The Women who Built Hollywood

Hometowns to Hollywood: Icons of Fashion

Hometowns to Hollywood: Icons of Fashion

Hometowns to Hollywood: Icons of Fashion

Hometowns to Hollywood: Fred & Ginger

Hometowns to Hollywood: Fred & Ginger

Hometowns to Hollywood: Fred & Ginger

Hometowns to Hollywood: Dynamic Duos

Hometowns to Hollywood: Dynamic Duos

Hometowns to Hollywood: Dynamic Duos

Holidaze Maker’s Market

Holidaze Maker’s Market

Holidaze Maker's Market

Holiday Market on the Square

Holiday Market on the Square

Holiday Market on the Square

Helping Paws Grinchmas Party at Kishwaukee Brewing

Helping Paws Grinchmas Party at Kishwaukee Brewing

Helping Paws Grinchmas Party at Kishwaukee Brewing

Groundhog Days Pop Up Bar at Stage Left Cafe Woodstock Square

Groundhog Days Pop Up Bar at Stage Left Cafe Woodstock Square

Groundhog Days Pop Up Bar at Stage Left Cafe Woodstock Square

Groundhog Days B&B Tours

Groundhog Days B&B Tours

Groundhog Days B&B Tours

Groundhog Day Complimentary Photo Booth from Westward 360

Groundhog Day Complimentary Photo Booth from Westward 360

Groundhog Day Complimentary Photo Booth from Westward 360

Groundhog Day Celebration at Isabel’s Family Restaurant

Groundhog Day Celebration at Isabel’s Family Restaurant

Groundhog Day Celebration at Isabel's Family Restaurant

Groundhog Day Breakfast at Ethereal

Groundhog Day Breakfast at Ethereal

Groundhog Day Breakfast

Groundhog Day 30th Anniversary Tip Top Cafe Breakfast

Groundhog Day 30th Anniversary Tip Top Cafe Breakfast

Groundhog Day 30th Anniversary Tip Top Cafe Breakfast

Groundhog Breakfast Buffet at Main Street Pour House

Groundhog Breakfast Buffet at Main Street Pour House

Groundhog Breakfast Buffet at Main Street Pour House

Girl Named Tom

Girl Named Tom

Girl Named Tom

Gingerbread Make & Take

Gingerbread Make & Take

Gingerbread Make & Take

Free Taproom Trivia every Wednesday Night at Kishwaukee Brewing

Free Taproom Trivia every Wednesday Night at Kishwaukee Brewing

Free Taproom Trivia every Wednesday Night

Free Bar Bingo at Kingston Lanes

Free Bar Bingo at Kingston Lanes

Free Bar Bingo

Football – Smash Burger – Beer Special Party

Football – Smash Burger – Beer Special Party

Football - Smash Burger - Beer Special Party

First Annual Dog Show and BarkBQ!

First Annual Dog Show and BarkBQ!

First Annual Dog Show and BarkBQ!

Ed Hall’s Woodstock Guitar Night

Ed Hall’s Woodstock Guitar Night

Ed Hall's Woodstock Guitar Night

Eat, Shop + Be Merry Holiday Market at Kishwaukee Brewing

Eat, Shop + Be Merry Holiday Market at Kishwaukee Brewing

Eat, Shop + Be Merry Holiday Market at Kishwaukee Brewing

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

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

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

Customer Appreciation Day at Cesaroni’s Deli

Customer Appreciation Day at Cesaroni’s Deli

World Cup Watch Party at Cesaroni's Deli

Cookies with Santa

Cookies with Santa

Cookies with Santa

Cookies and Churros with Santa 2023

Cookies and Churros with Santa 2023

All are invited to this free event for the true belivers

Community Festival: Summer in The Park

Community Festival: Summer in The Park

Community Day at the Woodstock Recreation Center

Community Day at the Woodstock Recreation Center

Community Day at the Woodstock Recreation Center

Community Day at the Woodstock Recreation Center

Community Day at the Woodstock Recreation Center

Community Day at the Woodstock Recreation Center

Community Day at the Woodstock Recreation Center

Community Day at the Woodstock Recreation Center

Community Day at the Woodstock Recreation Center

Christmas Clearing House – 2022 Delivery Day!

Christmas Clearing House – 2022 Delivery Day!

Christmas Clearing House - Delivery Day!

Chill Murray Presents: Chicago Comedy Takeover 2023

Chill Murray Presents: Chicago Comedy Takeover 2023

Chill Murray Presents: Chicago Comedy Takeover

Chill Murray Presents: Chicago Comedy Takeover 2022

Chill Murray Presents: Chicago Comedy Takeover 2022

Chill Murray Presents: Chicago Comedy Takeover

Challenger Center Family Night Open House

Challenger Center Family Night Open House

Challenger Center Family Night Open House

CASA Information Session

CASA Information Session

CASA Information Session

Broken Arrow Band at Kingston Lanes

Broken Arrow Band at Kingston Lanes

Broken Arrow Band at Kingston Lanes

Broken Arrow Band at Kingston Lanes

Broken Arrow Band at Kingston Lanes

Broken Arrow Band at Kingston Lanes

Brewery Food Pop-Up – Uncle Cam’s Sandwich’s & Soups at Holzlager

Brewery Food Pop-Up – Uncle Cam’s Sandwich’s & Soups at Holzlager

Brewery Food Pop-Up - Uncle Cam's Sandwich's & Soups

Bowling with Santa

Bowling with Santa

Bowling with Santa

Bourbon Country

Bourbon Country

Bourbon Country plays Sofie's

Bossy Dog at Kingston Lanes

Bossy Dog at Kingston Lanes

Bossy Dog at Kingston Lanes

Black Wednesday at Kingston Lanes

Black Wednesday at Kingston Lanes

Black Wednesday at Kingston Lanes

Black Friday Trim Party at Hempstock Pharm

Black Friday Trim Party at Hempstock Pharm

Black Friday Trim Party at Hempstock Pharm

Benton Street Fests presents Shamrocked

Benton Street Fests presents Shamrocked

Benton Street Fests presents Shamrocked

Author Event: Alyssa Wees

Author Event: Alyssa Wees

Author Event: Alyssa Wees

Artisans on Main / Clayworkers’ Guild 1st Anniversary Celebration

Artisans on Main / Clayworkers’ Guild 1st Anniversary Celebration

Artisans on Main / Clayworkers' Guild 1st Anniversary Celebration

An Evening With Jim Messina

An Evening With Jim Messina

An Evening With Jim Messina

All Ages Punk Show at Warp Corps

All Ages Punk Show at Warp Corps

All Ages Punk Show at Warp Corps

All Ages EDM/Hip-Hop Show at Warp Corps

All Ages EDM/Hip-Hop Show at Warp Corps

All Ages EDM/Hip-Hop Show at Warp Corps

Afternoon Tea: It’s a Date

Afternoon Tea: It’s a Date

Afternoon Tea: It's a Date

Afternoon Tea: It’ll All Workout

Afternoon Tea: It’ll All Workout

Afternoon Tea: It'll All Workout

Afternoon Tea: Holiday Comforts at Casting Whimsy

Afternoon Tea: Holiday Comforts at Casting Whimsy

Afternoon Tea: Holiday Comforts at Casting Whimsy

Abominable Snow Race #StompOutHunger Event at Holzlager Brewing

Abominable Snow Race #StompOutHunger Event at Holzlager Brewing

Abominable Snow Race #StompOutHunger Event

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

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

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

2023 Woodstock Square Easter Eggstravaganza

2023 Woodstock Square Easter Eggstravaganza

2023 Woodstock Square Easter Eggstravaganza

2023 Groundhog Days- Welcoming of the Groundhog

2023 Groundhog Days- Welcoming of the Groundhog

Join us to Welcome Woodstock Willie

2023 Groundhog Days- Guided Walking Tour

2023 Groundhog Days- Guided Walking Tour

Join us for a guided walking tour of sites

2023 Groundhog Days- Danny Rubin Live

2023 Groundhog Days- Danny Rubin Live

Join us to Welcome Woodstock Willie

2023 Groundhog Days – Pub Crawl

2023 Groundhog Days – Pub Crawl

Who doesn't enjoy a pub crawl

2023 Groundhog Days – Prognostication

2023 Groundhog Days – Prognostication

Join Woodstock Willie as they make their prediction for the winter.

2023 Groundhog Days – Official Groundhog Day Breakfast

2023 Groundhog Days – Official Groundhog Day Breakfast

The official Groundhog Day Breakfast is back

2023 Groundhog Days – Movie Memorabilia Open House

2023 Groundhog Days – Movie Memorabilia Open House

2023 Groundhog Days - Movie Memorabilia Open House

2023 Groundhog Days – Groundhog Day Trivia

2023 Groundhog Days – Groundhog Day Trivia

Free GHD Trivia will be held in the Woodstock Opera House

2023 Groundhog Days – Groundhog Day the Movie

2023 Groundhog Days – Groundhog Day the Movie

Enjoy our favorite movie on the big screen

2023 Groundhog Days – Drink to World Peace

2023 Groundhog Days – Drink to World Peace

We always drink to world peace

2023 Groundhog Days – Dinner & Dance at the Moose Lodge

2023 Groundhog Days – Dinner & Dance at the Moose Lodge

Groundhog Days - Dinner & Dance at the Moose Lodge

2023 Groundhog Days – Bingo

2023 Groundhog Days – Bingo

GHD Bingo is back

2023 Groundhog Days – Bags Tournament

2023 Groundhog Days – Bags Tournament

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

2023 Annual Woodstock Christmas Parade

2023 Annual Woodstock Christmas Parade

Let's welcome the man in the red suit back to Woodstock

10th Annual Woodstock Ale Fest

10th Annual Woodstock Ale Fest

Woodstock Ale Fest is back!