ZZ Top with Collective Soul at the McHenry County Fairgrounds

Young At Heart Happy Hour and Wine Drive

Sailin' away

WOW! EVENT at Your True Note

FREE open dog walk in support of the nonprofit True Blue Dogs

Wienermobile at the Woodstock Farmers Market

Woodstock Woods Walk

The Woodstock Wine Walk returns

The Woodstock Wine Walk returns

Woodstock Virtual Folk Festival

Woodstock Square Sidewalk Sale

Photos with the Easter Bunny at the Historic Woodstock Opera House Hosted by Woodstock Chamber & Dana Rasho RE/MAX Plaza and Sponsors

Woodstock Square Easter Eggstravaganza

Color, Color everywhere!

We're going on a Pub Crawl

Woodstock is Bursting with Pride

Woodstock is Bursting with Pride

Woodstock Pride presents Drag Variety at Mixin Mingle

Woodstock is Bursting with Pride

Woodstock is Bursting with Pride

Held the third Saturday of August each summer on the beautiful and historic Woodstock Square, this event draws hundreds of vintage hot rods...

Woodstock on the Square Benefit Car Show

Open to the public event at the Moose

Fa La La La Woodstock High School Madrigal Singers Sing on the Square

Woodstock High School 100th Anniversary Open House

Woodstock Haunted History Tour

Chicago Blues Hall of Famer Michael Charles and His Band Live in Concert at the Woodstock End of Summer Bash

The Tradition Continues, fireworks for all

Woodstock Fourth of July Fireworks

Come to Woodstock and grab some grub!

Safety First

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Woodstock Farmers Summer Market on the Historic Woodstock Square

Woodstock Farmers Market 40th Anniversary Celebration

Woodstock Community Orchestra

Music and Hope abounds this Spring

The City of Woodstock will host the 137th annual Woodstock City Band Season in the Park located on the downtown square in Woodstock Illinois. 

The City of Woodstock will host the 138th annual Woodstock City Band Season in the Park located on the downtown square in Woodstock Illinois. 

The City of Woodstock will host the 137th annual Woodstock City Band Season in the Park located on the downtown square in Woodstock Illinois. 

Woodstock Challenge Run & Pool Party

Woodstock Ale Fest is back!

Women Veterans Day Tea

Women of Woodstock (WOW!) at Your True Note

Women of Woodstock (WOW!) at Your True Note

Women of the 90's

Women of the 90's - Second Saturday Concert Series

Witches and Wizards of Woodstock 2022

The Hat is Back!: Once again the Woodstock Square will be transformed into a world of enchantment.

Wishbone Ash

Winter Farmers Market at the Fairgrounds

You had us at chocolate

Wine & Gem Evenings with Studio D

Will You Be Mine Adoption Event

Live Music Rocks!

MOVIES AT THE OPERA HOUSE

You had us at chocolate

Where's Waldo? Celebration & Prize Drawing at Read Between The Lynes

Wheels at Winestock

Water Resources of McHenry County Workshop

Party with a Purpose

War Dogs Making It Home Veterans Pancake Breakfast

War Dog Charity Riders - 5th Anniversary Hero's Ride at Woodstock Harley

Walneck's Motorcycle & Car Swap Meet 49 years strong

Join us every Tuesday for Vinyl Record Night at Holzlager Brewing

Join us every Tuesday for Vinyl Record Night at Holzlager Brewing

Join us every Tuesday for Vinyl Record Night at Holzlager Brewing

Join us every Tuesday for Vinyl Record Night at Holzlager Brewing

Join us every Tuesday for Vinyl Record Night at Holzlager Brewing

Join us every Tuesday for Vinyl Record Night at Holzlager Brewing

Join us every Tuesday for Vinyl Record Night at Holzlager Brewing

Join us every Tuesday for Vinyl Record Night at Holzlager Brewing

Vinyl Goldmine at Niko's Red Mill Tavern

Live Music Rocks!

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

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

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

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

Vines & Vinyl Pop Up at Benton Street Tap

Vines & Vinyl Chicago Plant & Record sale Pop up @ Benton Street Tap

Veterans Day ceremony

Veterans Celebration at Woodstock VFW Post 5040

Join E&O for their re-opening event. Unmasked. Live music , good drinks, fun people

Join E&O for their re-opening event. Unmasked. Live music , good drinks, fun people

UFC264 : Poirier vs. McGregor! on screen at Offside's

TYLER HAMMON LIVE AT NIKO'S

Two Divas & A Piano: A Tribute to Elton John & Cher

Tutankhamun: The Last Exhibition

Turning Point: Intimate Partner Violence 101

Sports at a Sports Bar is always good!

Truck Off at the McHenry County Fairgrounds

Throw down on 40+ of the hottest food trucks from Chicagoland & beyond!

Tricks & Treats Holzlager Brewing and Sofie's Wine & Whiskey Block Party

Trick-or-treat at the Woodstock Farmers Market

Treasure Island - A Participation Play for Children

Traveling Thirsty Thursday with Sherman & Tingle

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Thursday night “Pedal & Pints” ride with Kyle of Avant Cycle

Fan favorite Too Hype Crew is hitting Woodstock with the beats

Theatre 121 Presents Cinderella

Live Theater Returns to Woodstock

Live Theater Returns to Woodstock

Live Theater Returns to Woodstock

Live Theater Returns to Woodstock

Live Theater Returns to Woodstock

Simply Sandi: An Intimate Night of Songs & Stories with Sandi Patty

Lee Rocker of The Stray Cats comes to Woodstock

THE TAP ROOM ALL-STARS LIVE AT NIKO'S- MEMORIAL DAY

And All that Jazz...

The Sinatra Experience with Dave Halston Featuring Dave's Little BIG BAND Live

The Sinatra Experience with Dave Halston

Join us for this cult classic, complete with Any Suggestions Improv LIVE SHADOW CAST!

The Rocky Horror Picture Show

Woodstock Pride Presents.... The Queens of Darkness : Drag Fundraiser!!!

The Paul Abella Trio + 1 @ Emerson & Oliver

The Paul Abella Trio + 1 @ Emerson & Oliver

Yums

The Nutcracker: Short & Sweet

The Night Sky @ Emerson & Oliver

The Messengers Live at Niko's Red Mill Tavern

What happens at the Speakeasy, stays at the Speakeasy

The Hit Men: Legendary Rock Supergroup

BLUEGRASS MEETS ROCK 'N' ROLL!

The Donna Herula Trio

The Daily Show Writers Comedy Tour

Discussion on the Creation of the Music Man with Charles Troy

The most authentic British Invasion experience this side of the Atlantic!

The Amazing Woodstock Race 2022

The Amazing Woodstock Race hosted by the Friends of Woodstock

LIVE MUSIC FROM THE ALLSTARS STARTING AT 8:00. PLAYING ALL YOUR FAVORITES FROM 60'S-90'S! NO COVER

The Allstars at Niko's Red Mill Tavern

What happens at the Speakeasy, stays at the Speakeasy

What happens at the Speakeasy, stays at the Speakeasy

Live Music Rocks!

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

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Sunday Funday

The best of Sundays!

Teacups & Succulents

Tamara Woodruff acoustic solo at Sofie's

Live Music Rocks!

Kicking off the Rockstock series in style with this VIP ticketed event

The Music of SIMON & GARFUNKEL Performed by Swearingen & Kelli

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock Pre-1970 Cruise Night in Downtown Woodstock

Surf Woodstock First Cruise Night!

Surf Woodstock Car Cruise Night and Lost Lagoon Tattoo's 2nd Anniversary Bash!

Healing Yoga at the Pool

Healing Yoga at the Pool

Sunset Yoga at Holzlager Beer Garden

Sunset Yoga

Free family friendly concerts every Sunday June through August 2021 from 5-7 pm. On the Woodstock Square.

Free family friendly concerts every Sunday June through August 2021 from 5-7 pm. On the Woodstock Square.

Weekly concert series featuring local musicians. Concerts are from 5-7 PM

Weekly concert series featuring local musicians. Concerts are from 5-7 PM

Weekly concert series featuring local musicians. Concerts are from 5-7 PM

Sundays On The Square

Join Summer Son at Niko's for fun in the Sun

Step, Toss, Repeat

Run, Woodstock, Run

Cannonball!

Create your own Picnic Scape

B-I-N-G-O!

Family Fun Day on the Square

Summer In the Park - Aqua Fiesta Party

Summer In The Park

Summer In The Park

Summer In The Park

Summer Bike Nights with Woodstock Harley Davidson and Niko's

Summer Bike Nights with Woodstock Harley Davidson and Niko's

Summer Bike Nights with Woodstock Harley Davidson and Niko's

Summer Bike Nights with Woodstock Harley Davidson and Niko's

Summer Bike Nights with Woodstock Harley Davidson and Niko's

Think No Doubt, Pink and Alanis Style!

Story Time with Read Between The Lynes

Story time with NYTimes bestselling author Aaron Reynolds hosted by Read Between The Lynes

Stephen Schuch at Emerson & Oliver every Saturday

Stephen Schuch at Emerson & Oliver

Stephen Schuch at Emerson & Oliver every Saturday

Stephen Schuch at Emerson & Oliver every Saturday

Stephen Schuch at Emerson & Oliver every Saturday

Stephen Schuch at Emerson & Oliver every Saturday

Stephen Schuch at Emerson & Oliver every Saturday

Stephen Schuch at Emerson & Oliver every Saturday

Stephen Schuch at Emerson & Oliver every Saturday

Stand Pup Comedy Show

Pub Trivia USA at Stage Left Cafe

Pub Trivia USA at Stage Left Cafe

Pub Trivia USA at Stage Left Cafe

INDOOR St. Patrick’s Day Party at Olivers

St. Patrick's Day Dueling Pianos

Special Story Time with Tia McGraff and Read Between The Lynes

Live Music - Good Food - Great Band at Niko's

New pop-up at Hozlager Brewing, come out and check out Sour Peach and their amazing Steam Buns

A day filled with music, fun and friends all for a good cause at the scenic Soulful Prairies.

Soul Jam

Solo piano man at Sofie's

SMOKIN GUNZ LIVE AT NIKO'S

Smiley's BBQ Taproom Takeover at Holzlager Brewing

Small Business Saturday with Star 105's Joe Ciero and Real Woodstock

Not just a tagline in Woodstock

Not just a tagline in Woodstock

SING-O at Offsides

SING-O at Offsides

Silent Auction at McHenry County's Old Courthouse

SHYTOWN LIVE AT NIKOS

SEMPLE ft. Kid Whiskey LIVE at Red Mill

Second Saturday Concert Series - Denny Svehla :I Gotta Be Me

Second Annual Fundraising Feast at Blue Lotus Temple

Scouts Pack #367 Breakfast

Scott Dubose Live at Niko's

What happens at the Speakeasy, stays at the Speakeasy

Sara and Kenny @ Emerson & Oliver

Sara and Kenny @ Emerson & Oliver

Santa at Woodstock Harley-Davidson

Live Music

Rumor Hazit Live at Niko's Red Mill Tavern

Royal Holiday Tea Party Fundraiser

Roo's Worldwide Ice Cream Social

Rolling Thunder - Veterans Day Stand Too at Woodstock Harley

ROK BRIGADE ft. Night Train LIVE at Niko's

Rodney Marsalis Philadelphia Big Brass

Let's Hype Up Woodstock at Rockstock!

Rockstock is back and rockin' out with Rockstar Roadshow

Ride to Leave a Light On - Charity Bike Ride

Rhythm and Brews

Resident Electronics Recycling Event

Resident Electronics Recycling Event

Benton Street Fests' Pre Party to Red, White & Boozed

Benton Street Fests Presents Red, White & Boozed

Read Between the Lynes hosts the authors of The Constitution in Jeopardy: Peter Prindiville and Russ Feingold

Read Between The Lynes 17th Birthday Party

Let's reopen in style

Rat Pack Party with Tony Ocean

Raphael: The Young Prodigy

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

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

Pure Prairie League

Pups, Pumpkins & Pints

Private Chef's Dinner at Porkies

Prism’s Drag Show ~ Night of the Living Drag Edition

Join us at Mixin Mingle for Prism Drag Show hosted by Iris Lovelle

Pollinator Safari

Join us as we celebrate One City, One Poet with a poetry picnic at the park inside the Woodstock Square. Readings, performances, food, and poetfriends

A restorative outdoor experience incorporating poetry, sound-bath mediation, and a guided discussion about tapping into your creativity.

Plants & Poses benefitting Young at Heart Pet adoption

"PLANET PALOOZA" is an outdoor event aimed at ways to "make our planet a better place to live"

PINO FARINA BAND ft. Whiskey & Harmony Duo LIVE at Niko's

The Ultimate Tribute

Just keep pedaling

Paws On The Patio

What happens at the Speakeasy, stays at the Speakeasy

What happens at the Speakeasy, stays at the Speakeasy

Laughter is the Best Medicine

Live Music in the Garden

Food, Music, Drinks!

Food, Music, Drinks!

Parking Lot Party to kick off summer!

Parkin' at Porkies - Car Show

Paint N Sip at the Fairgrounds

Paint and Sip at Sofie

Outdoor Dog Yoga at Young at Heart

Open Mic Night at Stage Left Cafe

Have you ever wanted to see inside?

Oktoberfest at Woodstock Harley-Davidson

Time to chunk some pumpkins

Nicole Nystrom Live on Benton Street

Live Music

NICK HICKMAN LIVE AT NIKO'S

New Year's Eve @ Emerson & Oliver

Neighborhood Trick or Treating in the City of Woodstock

National Theatre Live: The Book of Dust

National Theatre Live: Skylight

National Theatre Live: No Man's Land

National Theatre Live: Henry V

National Theatre Live presents "Cyrano de Bergerac" on screen at the Woodstock Opera House

National Night Out with the Woodstock Police

National Cinema Day at Classic Cinemas Woodstock

Time to open the season!

Movies under the Stars

Movies under the Stars

Movies under the Stars

Movies under the Stars

Movies under the Stars

Movies under the Stars

Movies under the Stars

Movies under the Stars

Movies under the Stars

Movies under the Stars

Montana Suede & The Lonely Strings Band

Join us for the 73rd Annual Scholarship Pageant as we crown our 2022 Queens.

Join us for the 72nd Annual Scholarship Pageant as we crown our 2021 Queens.

Mini-links in the Library

Midwest Women Riders Parade and Ride

Get in on the action at Porkies

Michael Steven Cohen Three at Winestock

Love songs and mac n cheese, maybe love songs about mac n cheese

Michael Steven Cohen at Winestock

Michael Steven Cohen sings Vintage Love Songs...selections from The Great American Songbook and more!

Live Music with Michael Steven Cohen at Porkies

Michael Steven Cohen at Holzlager Brewing Co

MICHAEL RAY LIVE AT NIKO'S RED MILL TAVERN!

What happens at the Speakeasy, stays at the Speakeasy

What happens at the Speakeasy, stays at the Speakeasy

What happens at the Speakeasy, stays at the Speakeasy

What happens at the Speakeasy, stays at the Speakeasy

Live Music with Michael Cohen at Porkies

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

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

Join Woodstock to Honor Our Heros with our Treasured Tradition

Mellencougar debuts at Niko’s Red Mill Tavern

Mel Senese at DC Cobbs outside on Benton Street

Meet Katherine E. Standefer author of Lightning Flowers at Read Between The Lynes

McHenry County Farm Stroll 2022

McHenry County Fair - Tractor Pulls

McHenry County Fair

McHenry County Fair - ATV Big Air Tour in the grandstands, Carnival, family fun for all!

McHenry County Fair and 4WD Promotions Demo Derby

McHenry County Fair - Big $ Rich with special guest Sara Evans

The McHenry County Fair Returns

The McHenry County Fair Returns

The McHenry County Fair Returns

McHenry County Fair - Next Level Pro Bull Riding, Barrel Racing, Milk and Wild Cow and limited Mutton Busting

The McHenry County Fair Returns

The McHenry County Fair Returns

The McHenry County Fair Returns

Free Family Event at the McHenry County Fairgrounds

Max Happy Fest

Let's get crafty

It's beginning to look a lot like holidays

Let's get crafty again

Let's get crafty

Mark O'Dette at D.C. Cobbs Woodstock

March Paint and Sip at Stage Left Cafe

MARCH MADNESS with DJ Tim Hicks

Laugh till it Hurts

Marc Esses & Danny Vintage at Nikos Red Mill Tavern

Magic for Kids at Stage Left Cafe

Mac Dynamite Taproom Takeover at Holzlager Brewing

LW POWER TRIO LIVE AT NIKO'S

LLT'S Surf Woodstock Car Cruise Night!

LLT'S Surf Woodstock Car Cruise Night!

LLT'S Last Surf Woodstock Car Cruise Night of the Season!

LLT's 2nd Annual Charity Event for Helping Paws Shelter!

Live Music Rocks!

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

Library hosts Open House for the new older adult area

Winners will be drawn from those who participated in the Legend of the Pickle Scavenger Hunt

The Pickle is Back!

New Times, New Traditions. Find the Pickle in Woodstock this Holiday Season

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

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

Ladies Nite Out is Back

Ladies Nite Out is Back

Ladies Nite Out is Back

Ladies Nite Out is Back

Ladies we have something exciting for you on Saturday, June 26th from 6-9pm. Come out and Sip & Shop!!

Shop a great variety of local in one place

Knievel Duo is excited to be back at Niko's Red Mill Tavern in Woodstock!

Kishwaukee Brewing Oktoberfest Featuring Local Beer, Food Trucks & Live Music

Kimi Hayes Live on Benton Street

KID WHISKEY LIVE AT NIKOS

It's time for Brunch

Join others to spruce up the city we call home

Benton Street comes alive

Live Music with Karen Shook at Porkies

Live Music with Karen Shook at Porkies

Karen Shook and her Triumphant Band

Karaoke with Sundowner Entertainment

Juke Box Daze at Kingston Lanes

JSDT - 50th Annual Summer Workshop Performance

Old time Rock n Roll at Niko's

JONNY LYONS & THE PRIDE BAND LIVE AT NIKO'S

Shop a great variety of local in one place

John Primer and the Real Deal Band play the Opera House

Joe Troop at The Woodstock Opera House

Joe Piscopo comes to the Woodstock Opera House Stage

Joe Fascetta Duo at Niko's!

Jo Ann Daugherty Trio at Emerson & Oliver

Jingle & Mingle Christmas Holiday SING-A-LONG with the Schuch Family and Jim Seidel

JERROD NIEMANN LIVE AT NIKO'S RED MILL

Jazz with a side of brunch

Jason Lives!

Live Music Rocks!

J.T. Newton's Stand Up Comedy Show at Offsides Sports Bar and Grill

Isabella Maria at Niko's Red Mill Tavern

Live Music Rocks!

Independent Bookstore Day at Read Between The Lynes

Houseplant Happy Hour ~ Kishwaukee Brewing

Houseplant Happy Hour

What happens at the Speakeasy, stays at the Speakeasy

Free Hot Cocoa Bar and Warming Station

Cheers

Yoga on the Big Stage

Holiday Show! Michael Steven Cohen Duo at Winestock!

Hockey Watch Party with ESPN Chicago

Live Music Rocks!

HILLBILLY ROCKSTARZ LIVE AT NIKO'S

Live Music Rocks!

High-Hat Second Line @ Emerson & Oliver

High-Hat Second Line @ Emerson & Oliver

What happens at the Speakeasy, stays at the Speakeasy

HI INFIDELITY ft. One Beard LIVE at Niko's

Helping Hands for the Holidays at the Woodstock McDonald's

Music on the Square

Heartache Tonight An Eagles Concert Experience

Halloween on the Square 2022

Hairbangers Ball at Niko's Red Mill Tavern

A cyclocross bicycle race held in Emricson Park.

Join us to Welcome Woodstock Willie outside the Woodstock Opera House

Join us to Welcome Woodstock Willie outside the Woodstock Opera House

Join us for a guided walking tour of sites

We always drink to world peace

Who doesn't enjoy a pub crawl

Join Woodstock Willie as he makes his prediction for the winter.

Join Woodstock Willie as he makes his prediction for the winter. Masks and Social Distancing requested.

The official Groundhog Day Breakfast is back

Groundhog stories with Jim May

Free GHD Trivia will be held in the Woodstock Opera House

Trivia will be held on the steps of the Opera House

Enjoy our favorite movie on the big screen

Groundhog Days - Dinner & Dance at the Moose Lodge

GHD Bingo is back

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

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

Grocery Tales and Local Ales

Great Art on Stage; Napoleon - In the Name of Art

Great Art on Screen: Pompeii: Sin City

Great Art on Screen: Botticelli -Florence and The Medici

Grand Opening Celebration and Star 105.5 Rolling Radio at Ehrke Appliance

Gold Star 500 Ride for The Fallen

Gerald and Camille at Niko's Red Mill Tavern in Woodstock, IL!

Gerald and Camille at DC Cobb's Outdoor Summer Concert Series in Woodstock, IL!

Gerald and Camille at DC Cobb's Outdoor Summer Concert Series in Woodstock, IL!

Gerald and Camille at DC Cobb's Outdoor Summer Concert Series in Woodstock, IL!

Gerald and Camille at DC Cobb's Outdoor Summer Concert Series in Woodstock, IL!

Annual Gavers Barndance

The Multi-National Celtic Juggernaut Returns!

Gaelic Storm

Full Moon Art Showcase at Warp Corps

Friends of the Old Courthouse's 2021 Gingerbread House Walk

Pool Party - Adults Version. Need we say more?

Pool Party - Adults Version. Need we say more?

Pool Party - Adults Version. Need we say more?

Friday After Dark - Adult Night at Woodstock Water Works

Live Music Rocks!

Free Taproom Trivia every Wednesday Night

Free Carriage Rides on the Historic Woodstock Square

Free Bar Bingo

A community-wide lighting is planned for Friday November 27, 2020 at 7 PM.

Join FOTOCH for free tours of McHenry County's Old Courthouse and Sheriff's House on the First Saturday of the Month from 11am - 1pm.

Join FOTOCH for free tours of McHenry County's Old Courthouse and Sheriff's House

Join FOTOCH for free tours of McHenry County's Old Courthouse and Sheriff's House on the First Saturday of the Month from 11am - 1pm.

Join FOTOCH for free tours of McHenry County's Old Courthouse and Sheriff's House on the First Saturday of the Month from 11am - 1pm.

Join FOTOCH for free tours of McHenry County's Old Courthouse and Sheriff's House on the First Saturday of the Month from 11am - 1pm.

Join FOTOCH for free tours of McHenry County's Old Courthouse and Sheriff's House on the First Saturday of the Month from 11am - 1pm.

Join FOTOCH for free tours of McHenry County's Old Courthouse and Sheriff's House on the First Saturday of the Month from 11am - 1pm.

First annual Woodstock Ugly Sweater Bar Crawl

Festival of Dance

Father's Day beer garden BBQ

Farm Stroll through Woodstock with this free self-guided all day event

Shop a great variety of local in one place

Fundraiser Fun

Ethan Philion Trio at Emerson & Oliver

Ethan Philion Trio at Emerson & Oliver

Rockin' away

Erik Donner at D.C. Cobbs Woodstock

Emily Hurd @ Emerson & Oliver

What happens at the Speakeasy, stays at the Speakeasy

The Elaine Dame Trio will be at Emerson & Oliver

What happens at the Speakeasy, stays at the Speakeasy

The Elaine Dame Trio will be at Emerson & Oliver

Elaine Dame & Rose Colella @ Emerson & Oliver

Ehrke Appliance 10th Anniversary Celebration with Star 105.5

Dusty Boots Tour of the Old Courthouse

Dusty Boots Tour of The Old Courthouse

Dueling Pianos - Charity Event for Christmas Clearing House at Offsides

Dueling Pianos

Join Drew Baldridge live at Niko's

Dog Wash for Charity

Dog Days of Summer

Dog Adoption Event

Dog Adoption at Baxter's Pet Depot with Glory Bound Rescue Ranch

DJ Hardi Boii back2back Friday and Saturday night at Cobb's

DJ Hardi Boii back2back Friday and Saturday night at Cobb's

DIXON BANDITS LIVE AT NIKO'S

Diversity Celebration Sundays: Understanding Race

Diva's Dynasty Drag Show

Disc Golf Family Outing

Dinner and The Godfather: 50th Anniversary

Free Family Entertainment at Stage Left Cafe

Live Music Rocks!

A Pop-Up show/sale of 5 designers: featuring clothing, jewelry, accessories and objects

Dee Alexander and John McLean hit the 'Easy

Come out for a free poker night

Day in the Park with Woodstock Little League

Party for a Purpose

Ride for a Reason

Ride for a cause!

Ride for a cause and party with a purpose!

Dapper Reception - Post Ride Party at Woodstock Harley-Davidson

Dancing Queen at The Woodstock Opera House

Daddy Daughter Dance at the Recreation Center

Culture, Arts & Music Festival

The Culture, Arts & Music Festival is back!

The Culture, Arts & Music Festival is back!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Cruise Nights are back at ShadowView Brewing!

Live Music Rocks!

Creative Living Series: Riva Leher

Creative Living Series: Jay Bonansinga

Creative Living Series Continues

Creative Living Series Continues

Creative Living Series: Alison Hawthorne Deming

Creative Living Series Continues

Creative Living Series Continues

Creative Living Series Continues

Creative Living Series Continues

Creative Living - Rebecca Makkai

Creative Living - Oscar Tatosian

Creative Living - Michael Weber

Crafts On Tap - Artisan Craft Fair

Crafts + Cocktails Makers Market

Craft and Beer meets at Ortmann's Red Iron Tavern

Crafts and Beer, yes please

An opportunity to learn and give back

Free Vaccine Clinic

Walker Hayes at Niko's Red Mill Tavern

Rodney Atkins at Niko's Red Mill Tavern

CORY FARLEY LIVE AT NIKO'S

CORY FARLEY LIVE AT NIKO'S

Coppercraft Bourbon Tasting at Sofie's

All are invited to this free event for the true belivers

All are invited to this free event for the true belivers

Community Paint Day

Community Day at the Woodstock Recreation Center

Cocktail and Music Dinner @ Emerson & Oliver

Clayworkers’ Guild Annual Member’s Show Award Reception

Come celebrate with Mariachi and Margaritas at Main Street PourHouse

What happens at the Speakeasy, stays at the Speakeasy

Music will fill the Speakeasy

Music will fill the Speakeasy

Join us for a family-friendly Christmas themed 5K fun run through the beautiful Woodstock Square Historic District and quaint Victorian neighborhoods.

Join Rotary Club of Woodstock / Christmas Clearing House for the inaugural Christmas in July 0.0K "Race" (all the fun WITHOUT the run!).

Christmas in July 0.0K

Christmas Clearing House - Delivery Day!

Chill Murray Presents: Chicago Comedy Takeover

Chicago Comedy Takes over Stage Left

Chicago Comedy Takes over Stage Left

Cellar Boys in the Cellar

Cellar Boys in the Cellar

What happens at the Speakeasy, stays at the Speakeasy

Cellar Boys in the Cellar

Casting Whimsy Grand Re-Opening

Local Favorite Karen Shook plays Cass Street

CASA and Child Welfare

Craved Pumpkin Contest

The Care4 Breast Cancer 5K is BACK!

Care4 Breast Cancer 5K held at Woodstock North High School

CAP'N FUNK & THE GROOVE TRAIN LIVE AT NIKO'S

Can you Survive a Horror Movie

Bye Bye Birdie at the Woodstock Opera House

Bull Valley Garden Club Annual Plant Sale

Paint your own at Stage Left Cafe

Broken Arrow Band at Kingston Lanes

BROADWAY: 10 Stories, 10 Songs

Brews and News with the Food Shed Co-op

You'll laugh so hard beer will come out your nose

Live Music takes over the Holzlager Taproom

Live Music takes over the Holzlager Taproom

Live Music takes over the Holzlager Taproom

Live Music takes over the Holzlager Taproom

Live Music takes over the Holzlager Taproom

Live Music takes over the Holzlager Taproom

Live Music takes over the Holzlager Taproom

Live Music takes over the Holzlager Taproom

Live Music takes over the Holzlager Taproom

Laughs and Libations

Benefit Concert at Niko's Red Mill

Bowling with Santa

Bourbon Country plays Sofie's

Bossy Dog at Kingston Lanes

Book Signing with authors of "9/11 Survivors' Stories Midwest Memories"

Blue Streak Theatre Presents "She Kills Monsters"

Blue Steel will be making their debut at THE place for live music in Woodstock, Niko's Red Mill Tavern!

Fun times at Kingston Lanes

BLACK PEARL LIVE at Niko's

Biker Dude Smash Burger Taproom Takeover at Holzlager Brewing

Beyond the Blonde is Chicago-land's premier tribute to P!NK, Gwen Stefani, and Lady Gaga and comes to Woodstock

Benton Street Summer Bash

Benton Street Fests presents Shamrocked

Bella Cain Live at Niko's Red Mill Tavern

Bella Cain is gearing up for their fist outside show of the season at Niko's Red Mill

BELLA CAIN ft. Oh Yes! LIVE at Niko's

Beer Tasting Fundraiser Benefiting McHenry County Juvenile Officer's Association at ShadowView Brewing

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Beat the Heat Summer Fun Day at Hooved Animal Humane Society

Bears & Packers Football Watch Party at Offsides

Barndance 2022

Barks & Brews

Bands on the Patio at Kingston Lanes

Bands on the Patio at Kingston Lanes

Bands on the Patio at Kingston Lanes

Bands on the Patio at Kingston Lanes

Bands on the Patio at Kingston Lanes

BAD MEDICINE DUO LIVE AT NIKO'S!

Country roads filled with goodies Welcome to the Annual Autumn Drive

Country roads filled with goodies Welcome to the 34th Annual Autumn Drive

Artists and fine craftsmen in Woodstock and the surrounding countryside will be opening their homes and studios to display and sell their art.

Artists and fine craftsmen in Woodstock and the surrounding countryside will be opening their homes and studios to display and sell their art.

Author Dan Klefstad at Read Between The Lynes

Aurora University Open House

ASHLEY WINELAND LIVE AT NIKO'S

A Night to Remember at the Arts & Culture for Woodstock Fund Gala & After-Party!

Join the Atrocious Poets on the Woodstock Square for a free outdoor art walk. Local artists and creators will display and sell work to the public

Arra rockin' the Red Mill Stage for the first time!

ARRA LIVE AT NIKO'S

What happens at the Speakeasy, stays at the Speakeasy

Arcana @ Emerson & Oliver

Come join us on the Woodstock Square for the Annual Woodstock on the Square Benefit Car Show.

Annual Woodstock High School Madrigal Dinner

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

The 5th annual Paw Crawl is coming to the Woodstock Square again this summer! Come join us and hundreds of other supporters to help us rescue more cat

Annual Halloween Costume Contest on the Square

Angel Spiccia at Emerson & Oliver

What happens at the Speakeasy, stays at the Speakeasy

Andy Brown at Emerson & Oliver

Andy Brown at Emerson & Oliver

Andru Jamison Live at Niko's Red Mill Tavern

Andrew Scott Denlinger-Solo at Niko's Red Mill Tavern

Andrew Huber in concert

Live Music Rocks!

Andrew Blendermann tickles the ivories

What happens at the Speakeasy, stays at the Speakeasy

What happens at the Speakeasy, stays at the Speakeasy

Andrew Blendermann @ Emerson & Oliver

Andrew Blendermann @ Emerson & Oliver

Join us for live music with JoyDog starting at 6 pm.

An Afternoon of Magic and Music

Amy Yore returns to Benton Street

American Idol David Cook at the Woodstock Opera House

Armature Night Drag Show

What happens at the Speakeasy, stays at the Speakeasy

The music of Alfonso Ponticelli will fill the air

The music of Alfonso Ponticelli will fill the air

The music of Alfonso Ponticelli will fill the air

Alfonso Ponticelli @ Emerson & Oliver

Woodstock Ale Fest is back!

Beer tasting, live music, bags, volleyball, fun for all ages at Kingston Lanes!

Benton Street Festivals is bringing back the 80's & 90's with a two day street festival the weekend of July 30th!

7th Annual FREE Gift Wrapping Party at Offsides

Beer tasting, music, bags, volleyball, fun for all ages at Kingston Lanes!

45th Annual Woodstock Challenge Run/Walk & Pool Party

SECOND SATURDAY CONCERT SERIES

37th Annual Woodstock Folk Festival

Due to current health concerns and large gathering restrictions, the Festival has invited all of the originally scheduled 2020 performers to next year

2nd Saturday Concert Series - A Tribute to Carole King & James Taylor

It's a Jam Fest!

Come to Woodstock and grab some grub!

28 DAYS LIVE @ RED MILL TAVERN

Live Music Rocks!

Play Ball!

Play Ball!

2022 Mustang TiP Challenge

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

The McHenry County Fair is a 72 year tradition held in Woodstock, Illinois. At the fair you can see 4-H, Open, and Junior Open livestock and non-lives

17th Annual Tee to Tea Women's Golf Outing

13th Annual Foat Memorial Foundation Event at Offsides

11th Annual we.CAN.tri Triathlon

Woodstock Recreation Department hosts the 10th Annual We.Can.Tri Triathlons

“Mother Knows Best!” Free Vaudeville Show

Free “Christmas Cuckoos” vaudeville show at Stage Left Cafe