Festivals near Woodstock, IL.

Fall Fest at RCC!

• Sep. 26 - Sep 26, 2026
• Raymond Community Church United Church of Christ - Raymond, WI USA

• Food / Wine / Beer

Join us for a day of amazing music, delicious food, a market full of local vendors, and fun games for people of all ages! FREE ADMISSION! -Festival a ....

WingOut Chicago 2026

• Sep. 26 - Sep 27, 2026
• Gallagher Way - Chicago, IL USA

• Other / General

• $10 - $25
• $100 - $250

Join us at Gallagher Way in Wrigleyville for Chicago’s most mouth-watering outdoor event of the summer! This unforgettable festival brings together th ....

Music on Grand 2026

• Sep. 26 - Sep 26, 2026
• 3758 Grand Blvd - Brookfield, IL USA

• Music

Brookfield hosts its 6th Annual Music on Grand event on the fourth Saturday of June, July, August and September in the 3700 block of Grand Boulevard. ....

Savor the Roast: Cafely’s Coffee Day Tasting Event

• Sep. 29 - Sep 29, 2026
• Cafely - Beloit, WI USA

• Nightlife

• FREE!!

Hey there, coffee lover! Let’s raise a mug to National Coffee Day on September 29, a day to celebrate the rich, aromatic brew that fuels our mornings ....

Cafely’s Coffee Day Magic

• Sep. 29 - Sep 29, 2026
• Cafely - Rockford, IL USA

• Music

• FREE!!

Hey there, coffee lovers! I’m beyond excited to chat about one of my favorite days of the year—National Coffee Day on September 29! This isn’t just a ....

Woodstock Art Fair on the Square

• Oct. 3 - Oct 4, 2026
• 121 W Van Buren St - Woodstock, IL USA

• Other / General

Woodstock Art Fair on the Square is filling Downtown Woodstock Square with 75 original artists on October 3-4! Start your family or friend’s day down ....

Zoo Brews: Howls and Growls

• Oct. 23 - Oct 23, 2026
• Lincoln Park Zoo - Chicago, IL USA

• $50 - $100

Zoo Brews: Howls and Growls is an adults-only Halloween party at Lincoln Park Zoo that lets you “trick or treat” your way through sample stations acro ....

Zoo Brews: Howls and Growls

• Oct. 24 - Oct 24, 2026
• Lincoln Park Zoo - Chicago, IL USA

• $50 - $100

Zoo Brews: Howls and Growls is an adults-only Halloween party at Lincoln Park Zoo that lets you “trick or treat” your way through sample stations acro ....

America's Blues Birthday Party

• Sep. 19 - Sep 20, 2026
• Village Of Lyons - Lyons, IL USA

America’s Blues Birthday Party is an official America 250 celebration and a FREE, two-day outdoor music festival honoring America’s blues heritage acr ....

Annual Lakeview East Festival of the Arts Returns, September 19 - 20

• Sep. 19 - Sep 20, 2026
• North Broadway - Chicago, IL USA

• Other / General

The Lakeview East Chamber of Commerce is proud to host and produce the 21st Annual Lakeview East Festival of the Arts, along Broadway, from Belmont Av ....

The Magnificent Mile Art Festival

• Sep. 19 - Sep 20, 2026
• 875 North Michigan Avenue - Chicago, IL USA

• Other / General

The Magnificent Mile™ Art Festival showcases the original art of 60 juried artists from around the country in a variety of mediums, highlighting jewel ....

Art on the Fox

• Sep. 12 - Sep 13, 2026
• 220 S Main St - Algonquin, IL USA

• Other / General

The Village of Algonquin invites you to get artsy at Art on the Fox! Come out to Main Street in Downtown Algonquin, September 12-13. Browse the origi ....

Strength In The City Festival | Chicago

• Sep. 10 - Sep 10, 2026
• Theater on the Lake - Chicago, IL USA

• Other / General

• FREE!!

Strength In The City Festival is an intentionally-curated, community-driven health + wellness festival celebrating movement, mindfulness, and local co ....

Strength In The City | Chicago Festival

• Sep. 10 - Sep 10, 2026
• Theater on the Lake - Chicago, IL USA

• Other / General

• FREE!!

Strength In The City Festival is an intentionally-curated, community-driven health + wellness festival celebrating movement, mindfulness, and local co ....

Naperville Jaycees' Last Fling

• Sep. 7 - Sep 7, 2026
• Jackson Avenue - Naperville, IL USA

• Other / General

• FREE!!

The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, ....

Naperville Jaycees' Last Fling

• Sep. 6 - Sep 6, 2026
• Jackson Avenue - Naperville, IL USA

• Other / General

• FREE!!

The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, ....

Naperville Jaycees' Last Fling

• Sep. 5 - Sep 5, 2026
• Jackson Avenue - Naperville, IL USA

• Other / General

• FREE!!

The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, ....

Septemberfest

• Sep. 5 - Sep 7, 2026
• Al Larson Prairie Center For the Arts - Schaumburg, IL USA

• Arts (Arts & Crafts)
• Community (Family & Kids)
• Community (Parade)
• Holiday (Labor Day)
• Music

• FREE!!

An annual outdoor three-day festival featuring entertainment on three stages, carnival, arts & crafts show, craft beer & wine garden, Tas ....

Naperville Jaycees' Last Fling

• Sep. 4 - Sep 4, 2026
• Jackson Avenue - Naperville, IL USA

• Other / General

• FREE!!

The Last Fling offers a wide variety of attractions for all ages to enjoy including: music, food and beverage vendors, a family-fun area, a carnival, ....

2026 Taste of Polonia Festival

• Sep. 4 - Sep 7, 2026
• Copernicus Center - Chicago, IL USA

• Arts (Arts & Crafts)
• Community (Community / Social)
• Community (Family & Kids)
• Community (Fundraiser)
• Food / Wine / Beer

• $10 - $25

Join us for an unforgettable four-day festival featuring nonstop live music, captivating dance performances, authentic Polish cuisine and beer, engagi ....

Music on Grand 2026

• Aug. 29 - Aug 29, 2026
• 3758 Grand Blvd - Brookfield, IL USA

• Music

Brookfield hosts its 6th Annual Music on Grand event on the fourth Saturday of June, July, August and September in the 3700 block of Grand Boulevard. ....

Port Clinton Art Festival

• Aug. 29 - Aug 30, 2026
• 600 Central Ave - Highland Park, IL USA

• Other / General

See paintings, sculpture, mixed media work and more. Get your steps in while browsing thousands of art pieces from over 200 of the best artists in the ....

11th Annual Bike for the Kids: Ride to Thrive

• Aug. 23 - Aug 23, 2026
• Panton Mill Park - South Elgin, IL USA

• $25 - $50

Hop on our routed bike trail and meet up in South Elgin for a 11th Annual Festival on Sunday, August 23, recognizing the cycling and wheeled achieveme ....

Evanston Art & Big Fork Festival

• Aug. 22 - Aug 23, 2026
• 800 Chicago Ave - Evanston, IL USA

• Other / General

The alluring streets of downtown Evanston host the community favorite Evanston Art & Big Fork Festival, August 22-23. Join fellow art lovers in brows ....

Burr Ridge Art Fair

• Aug. 8 - Aug 9, 2026
• 701 Village Center Dr - Burr Ridge, IL USA

• Other / General

Burr Ridge Village Center plays host to a perfect summer day! Start with breakfast at the Center then begin browsing through paintings, sculpture, pho ....