Festivals near Woodstock, IL.

CASA's Annual Fall Festival

• Oct. 4 - Oct 4, 2025
• The Barn On Prairie - Janesville, WI USA

Put on your best flannel and head to The Barn on Prairie on Saturday, October 4th, from 12–7 PM for a day of family fun—all to support CASA of Rock Co ....

38th Annual Lincoln Square Ravenswood Apple Fest - October 3-5, 2025

• Oct. 3 - Oct 5, 2025
• North Lincoln Avenue - Chicago, IL USA

A Bushel of Fun Awaits as the 38th Annual Lincoln Square Ravenswood Apple Fest Expands to Three Days, October 3 – 5 WHAT: The 38th annual Apple Fes ....

Senior Meals

• Oct. 2 - Oct 2, 2025
• Cargill United Methodist Church - Janesville, WI USA

Senior Meals Anyone is welcome at Senior Events, regardless of age! Cost is $8.00 - Pay the day of lunch September 4 - Ham, Cheesy Potatoes, Orange ....

Cafely’s National Coffee Day Perk Party

• Sep. 29 - Sep 29, 2025
• Cafely - Janesville, WI USA

• Food / Wine / Beer

• FREE!!

Let’s raise a mug to National Coffee Day on September 29, a day that brews up joy and connection across the United States! Coffee isn’t just a beverag ....

The Cafely Cup – National Coffee Day Celebration

• Sep. 29 - Sep 29, 2025
• Cafely - Caledonia, IL USA

• Food / Wine / Beer

• FREE!!

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

A Cafely Classic for National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Chicago, IL USA

• Music

• FREE!!

There’s something magical about the aroma of freshly brewed coffee that instantly wraps you in a warm, nostalgic hug, isn’t there? On September 29, Na ....

Celebrate Smooth Blends with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Chicago, IL USA

• Music

• FREE!!

Hey there, coffee lovers! Let’s raise a mug to National Coffee Day on September 29, a day that feels like a warm hug for everyone who finds joy in tha ....

Cafely’s Java Jamboree for National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Chicago, IL USA

• FREE!!

Curious about the magic in every sip of coffee? National Coffee Day on September 29 is the perfect moment to dive into the rich, aromatic world of thi ....

Your Coffee Moment: National Coffee Day with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Kenosha, WI USA

• FREE!!

Hey there, coffee lovers! Let’s raise a mug to National Coffee Day on September 29—a day to celebrate the brew that fuels our mornings, sparks our con ....

St. Charles 66th Annual Fall Festival and Turkey Dinner

• Sep. 27 - Sep 28, 2025
• 440 Kendall St - Burlington, WI USA

• Music

The fun begins Saturday, Sept. 27th with FM Rodeo, 7 - 10:30pm. The night includes music, raffles, food and fun under the beer tent. Sunday features o ....

St. Charles 66th Annual Fall Festival and Turkey Dinner

• Sep. 27 - Sep 28, 2025
• St Charles Catholic Church - Burlington, WI USA

Purchase our raffle tickets online, 43 cash prizes and grand prize of $15,000, visit http://scfallfest.givesmart.com . Family fun, turkey dinner and ....

Music on Grand

• Sep. 27 - Sep 27, 2025
• 3750 Grand Blvd - Brookfield, IL USA

Music on Grand is scheduled to return the weekend of Sept.. 26-28 when the south half of the 3700 block of Grand Boulevard will be closed off to allow ....

Mini & Mommy Family Adventure

• Sep. 27 - Sep 27, 2025
• Cantigny Park - Wheaton, IL USA

• Other / General

• $50 - $100

Looking for things to do with kids in the Chicago suburbs this September? This one-of-a-kind mom and child activity blends creativity, bonding, and pl ....

Bartlett Oktoberfest

• Sep. 27 - Sep 27, 2025
• Leiseberg Park - Bartlett, IL USA

4th Annual Bartlett Oktoberfest – September 26 & 27 at Leiseberg Park! Get ready for two days of music, food, and fun with a festive flair! The Bartl ....

Musika SamaSama Filipino Festival 2025

• Sep. 27 - Sep 27, 2025
• Eugene Field Park Fieldhouse - Chicago, IL USA

• FREE!!

Celebrate Filipino Culture at Musika SamaSama Filipino Festival! On September 27, 2025, at Eugene Field Park, experience Chicago’s only Filipino cult ....

Haymarket Brewing Oktoberfest

• Sep. 27 - Sep 27, 2025
• Haymarket Pub \u0026 Brewery - Chicago, IL USA

Haymarket’s annual Oktoberfest will take place Saturday, September 27. We’ll have lots of Fest Bier, sausages on the grill, live music and more! ....

Bark in the Park, presented by Yutka Fence

• Sep. 27 - Sep 27, 2025
• Festival Park, LLC - Racine, WI USA

• Community (Pets)

Experience the Ultimate Howlin' Good Time at Bark in the Park Presented by Yutka Fence!**Date:** September 27, 2025 **Time:** 10:00 AM**Venue:** Festi ....

Bark in the Park, presented by Yutka Fence

• Sep. 27 - Sep 27, 2025
• Festival Park, LLC - Racine, WI USA

?? Experience the Ultimate Howlin' Good Time at Bark in the Park Presented by Yutka Fence! ?? ?? **Date:** September 27, 2025 ?? **Time:** 10:00 AM ....

Fall Fest at RCC!

• Sep. 27 - Sep 27, 2025
• 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 ....

Rosetoberfest 5K Run/Walk & Fest

• Sep. 27 - Sep 27, 2025
• Parkway Bank Park Entertainment District - Rosemont, IL USA

Rosemont’s Parkway Bank Park entertainment district (5501 Park Place) is thrilled to introduce “Rosetoberfest,” a brand-new fall celebration taking pl ....

Randolph Street Market Festival – September 27–28

• Sep. 27 - Sep 28, 2025
• 1341 W Randolph St - Chicago, IL USA

• $10 - $25

America’s Largest Urban Antiques Market Returns to the West Loop for Its Final Indoor-Outdoor Event of the Season, Featuring Vintage Finds, Local Eats ....

Bark in the Park Festival & 5K

• Sep. 27 - Sep 27, 2025
• Festival Park - Racine, WI USA

• FREE!!

Bark in the Park Pet Festival: A Howl-in' Good Time! Calling all dog lovers! Bark in the Park is back for another year of tail-waggin' fun! And it's ....

Oaktoberfest

• Sep. 26 - Sep 27, 2025
• Downtown Oak Park - Oak Park, IL USA

• Music

This year marks the 33rd anniversary of Downtown Oak Park’s Oaktoberfest two-day festival; celebrating the fall season with great music, beer, and foo ....

Bartlett Oktoberfest

• Sep. 26 - Sep 26, 2025
• Leiseberg Park - Bartlett, IL USA

4th Annual Bartlett Oktoberfest – September 26 & 27 at Leiseberg Park! Get ready for two days of music, food, and fun with a festive flair! The Bartl ....

Fall Fest at Lincoln Park Zoo

• Sep. 26 - Oct 26, 2025
• Lincoln Park Zoo - Chicago, IL USA

From picking the perfect pumpkin, toasting s’mores over a fire pit, to rides and entertainers, this free festival offers something new and different e ....