Festivals near Woodstock, IL.

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 ....

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! ....

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 ....

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 ....

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 ....

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 ....

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 ....

Thursday Night Dance Parties

• Sep. 25 - Sep 25, 2025
• Simmons Island Beach - Kenosha, WI USA

• Nightlife

?? Weekly dance themes: Country Dance – 5/29, 6/26, 7/24, 8/21, 9/18 Latin Dance – 6/5, 7/3, 7/31, 8/28, 9/25 Pop Hits – 6/12, 7/10, 8/7, 9/4 Swing Da ....

Farm to Table: The Experience

• Sep. 21 - Sep 21, 2025
• Pasture Grazed Regenerative Farm - Clare, USA

• Food / Wine / Beer

• $250+

Join us for a dining experience unlike any other on our farm in Clare, IL! Enjoy an intimate evening featuring food from our regenerative farm, wher ....

Taste of Egypt Festival- Sep 20 & 21st- Burr Ridge IL- St Mark Coptic Church

• Sep. 21 - Sep 21, 2025
• St Mark Church - Burr Ridge, IL USA

Come One Come All for a day filled with fun for the entire family! Taste of Egypt Festival- Burr Ridge IL September 20th from 11am to 7pm September 2 ....

Oktoberfest with the Cubs

• Sep. 21 - Sep 21, 2025
• Toyota Camry Lot - Chicago, IL USA

• Food / Wine / Beer

• $10 - $25

The Chicago Cubs invite fans, neighbors and visitors to experience the first-ever “Oktoberfest with the Cubs” from September 19-21 in the Toyota Camry ....

Giant Tropical Fish Swap Meet 9-21-2025

• Sep. 21 - Sep 21, 2025
• Hilton Northbrook Hotel - Northbrook, IL USA

• Community (Pets)

• $1 - $10

Midwest's Premier Tropical Fish Event - GCCA Fish Swap!Over 100 tables of aquatic treasures! Dive into the largest selection of tropical fish in the M ....

Bountiful Blessings

• Sep. 20 - Sep 20, 2025
• Cargill United Methodist Church - Janesville, WI USA

• Food / Wine / Beer

Cargill continues to offer our monthly Bountiful Blessings free community meal on the 3rd Saturday of each month. 4 – 5 pm in Fellowship Hall Your in ....

Farm to Table: The Experience

• Sep. 20 - Sep 20, 2025
• Pasture Grazed Regenerative Farm - Clare, USA

• Food / Wine / Beer

• $250+

Join us for a dining experience unlike any other on our farm in Clare, IL! Enjoy an intimate evening featuring food from our regenerative farm, wher ....

Oktoberfest with the Cubs

• Sep. 20 - Sep 20, 2025
• Toyota Camry Lot - Chicago, IL USA

• Food / Wine / Beer

• $10 - $25

The Chicago Cubs invite fans, neighbors and visitors to experience the first-ever “Oktoberfest with the Cubs” from September 19-21 in the Toyota Camry ....