Go to our Theme Contest Page for information on the 2025 theme contest

64th Annual
Sycamore Pumpkin Festival

The 2025 Theme is “Pumpkins at the Movies”

Beautiful downtown Sycamore during the Sycamore Pumpkin Festival parade

The Sycamore Pumpkin Festival takes place in downtown Sycamore, Illinois, near the corners of Main & State Street, with much of the festivities happening on the courthouse lawn and surrounding town square.

A community celebration, showcasing our local noT-for-profit organizations!

Sycamore Pumpkin Fest pumpkin display in downtown Sycamore, IL

Lions’ Pumpkin Display

On the Courthouse Lawn

Carnival

Fri – Sat – Sun

Parade

Sunday

Pumpkin Fest: Voted Among Chicago & Illinois’ Best Festivals and Fairs by Travel Mag!

Follow us on Instagram for more Festival Fun!


📣 HEY VENDORS…Just a reminder:

Each non profit vendor for the Sycamore Pumpkin Festival needs to send a̳t̳ ̳l̳e̳a̳s̳t̳ ̳o̳n̳e̳ ̳m̳e̳m̳b̳e̳r̳ as a representative to our VENDOR MEETING tomorrow ~ 
WEDNESDAY, OCTOBER 15, 2025
6:00 PM
308 W State Street
2nd Floor ~ City Council Chamber


ONE WEEK FROM TODAY!! Give a listen to 102.3 The Coyote to hear all the lowdown on the upcoming 2025 Sycamore Pumpkin Festival!! 🎃

#SycamorePumpkinFestival #SycamorePumpkinFest #PumpkinsGoToTheMovies


🎃 𝙎𝙔𝘾𝘼𝙈𝙊𝙍𝙀 𝙇𝙄𝙊𝙉𝙎 𝘾𝙇𝙐𝘽
𝘿𝙀𝘾𝙊𝙍𝘼𝙏𝙀𝘿 𝙋𝙐𝙈𝙋𝙆𝙄𝙉 𝙊𝙉𝙇𝙄𝙉𝙀 𝙁𝙊𝙍𝙈 🎃

https://form.jotform.com/212408041839049

This is the link to the online Lions Decorated Pumpkin Display Entry Form.  Paper forms will still be available during check in from 12:00 noon to 9:00 pm on Wednesday October 22nd.


🎃 Have you always wanted to be in the Sycamore Pumpkin Festival Parade?? 🧡 Are you a teen who needs service credit hours for school or your organization? 🙋‍♀️🙋🏽‍♂️ Do you have a service organization or business with lots of smiling faces who like to help? 😁

The Pumpkin Festival Parade is in need of volunteers to carry the banners for the parade on Sunday, October 26. This is a walking job for a roughly 2 mile parade route so we are looking for volunteers middle school age and older. 

We have a total of 12 banners so 24 volunteers are needed from 12:30-approx. 3:00pm to help us make this year’s parade look fabulous!

If you or your organization is interested in helping or have questions, please PM us your contact info.

#SycamorePumpkinFestival #PumpkinFestivalParade


🎃 𝟐𝟎𝟐𝟓 𝑷𝑼𝑴𝑷𝑲𝑰𝑵 𝑷𝑨𝑹𝑨𝑫𝑬 
𝑭𝑹𝑰𝑬𝑵𝑫 𝑶𝑭 𝑻𝑯𝑬 𝑭𝑬𝑺𝑻𝑰𝑽𝑨𝑳 

Jeffery Wig has had family in Sycamore for over 100 years. He was born at the Sycamore Hospital (the now closed Kindred Hospital) attended Southeast School, Sycamore Jr. High (as it was known back then), and graduated Sycamore HS in 1990. After HS, he was in the Illinois National Guard and attended Illinois State University, graduating in 1995. He is married with two daughters, all of whom also grew up in Sycamore and attended Sycamore schools.
He was hired by the Sycamore Police Department, where he worked for 24 years, serving in many roles, including detective, sergeant, detective sergeant and deputy chief. He was the first SHS alumni to become a school resource officer, a role he had from 2003 until 2007. He retired as a Deputy Chief of Police in March, 2025.
“Among my duties as Deputy Chief was being in charge of planning special events, including the Sycamore Pumpkin Festival. Being a hometown ‘kid,’ it was a great honor to be involved in the planning of Pumpkin Fest.”


🎃 𝟐𝟎𝟐𝟓 𝑷𝑼𝑴𝑷𝑲𝑰𝑵 𝑷𝑨𝑹𝑨𝑫𝑬 
𝑮𝑹𝑨𝑵𝑫 𝑴𝑨𝑹𝑺𝑯𝑨𝑳 

Bryan Carter (2008 SHS Graduate) is a Grammy and Tony Award winning drummer, vocalist, composer, arranger, orchestrator, and band leader. Since completing his training at The Juilliard School, Carter has played with legendary artists, including McCoy Tyner, Wynton Marsalis, Marcus Roberts, Kenny Barron, Michael Feinstein, and Kurt Elling.

Bryan served as the drummer for NBC’s “Maya & Marty,” the classic television program “Sesame Street,” and has frequently appeared as a guest with The 8G Band for NBC's “Late Night With Seth Meyers.”

Bryan served as co-orchestrator for Broadway's “Some Like It Hot”— for which he and his co-orchestrator Charlie Rosen made history as the first orchestrators to sweep all three major awards in a single season: Tony Awards, Outer Critics Circle Awards, and the Drama Desk Awards, all for Outstanding Orchestrations. Rosen and Carter continued their streak of success at the 66th Annual GRAMMY Awards, winning Best Musical Theater Album as producers on the recording.

Carter returned to Broadway in 2025 with the highly anticipated stage adaptation of the six-time Academy Award nominee “Good Night and Good Luck,” written by and starring Academy Award winner George Clooney. Carter served as composer, arranger, orchestrator, music director, and co-music supervisor on the project. The five-time Tony nominated production made history as the first Broadway show to be broadcast live, reaching millions of viewers on CNN and HBO Max.

In addition to working in film, television and Broadway, Bryan founded Jazz at Pride, a non-profit organization dedicated to curating performances and educational engagements that feature world-class artists from the LGBTQIA+ community. As one of its feature presentations, Carter penned his newest work “Rustin in Renaissance,” a seven-movement oratorio on civil-rights leader Bayard Rustin for jazz orchestra. The work received its world premiere at Jazz at Lincoln Center in October 2024.
Ok Jo Jo
Bryan’s new album, “I Believe,” is available via Bandstand Presents and La Reserve Records. Bryan is represented by Bandstand Artists.

📸 : Emilio Madrid


We are SO excited!!! 🎃 Keep an eye on our social media pages and our website as we begin updating all of the 2025 Sycamore Pumpkin Festival schedules and activities!! 

#SycamorePumpkinFestival #SycamorePumpkinFest #PumpkinAtTheMovies
#FallFestival #FamilyFun #Parade


⏰𝐎𝐍𝐋𝐘 𝟏 𝐃𝐀𝐘 𝐑𝐞𝐦𝐚𝐢𝐧𝐢𝐧𝐠 𝐭𝐨 𝐫𝐞𝐠𝐢𝐬𝐭𝐞𝐫! 

2025 Sycamore Pumpkin Festival Parade and Non Profit Vendor Applications are NOW OPEN!! 🎃 

Don’t miss your opportunity to be a part of this wonderful community event!

All applications are due on Monday, September 1. 

https://sycamorepumpkinfestival.com/parade-application/

https://sycamorepumpkinfestival.com/vendors/

#SycamorePumpkinFestival #PumpkinsAtTheMovies


⏰𝐎𝐍𝐋𝐘 4 𝐃𝐀𝐘𝐒 𝐑𝐞𝐦𝐚𝐢𝐧𝐢𝐧𝐠 𝐭𝐨 𝐫𝐞𝐠𝐢𝐬𝐭𝐞𝐫! 

2025 Sycamore Pumpkin Festival Parade and Non Profit Vendor Applications are NOW OPEN!! 🎃 

Don’t miss your opportunity to be a part of this wonderful community event!

All applications are due on Monday, September 1. 

https://sycamorepumpkinfestival.com/parade-application/

https://sycamorepumpkinfestival.com/vendors/

#SycamorePumpkinFestival #PumpkinsAtTheMovies


⏰𝐎𝐍𝐋𝐘 𝟏𝟐 𝐃𝐀𝐘𝐒 𝐑𝐞𝐦𝐚𝐢𝐧𝐢𝐧𝐠 𝐭𝐨 𝐫𝐞𝐠𝐢𝐬𝐭𝐞𝐫! 

2025 Sycamore Pumpkin Festival Parade and Non Profit Vendor Applications are NOW OPEN!! 🎃 

Don’t miss your opportunity to be a part of this wonderful community event!

All applications are due on Monday, September 1. 

https://sycamorepumpkinfestival.com/parade-application/

https://sycamorepumpkinfestival.com/vendors/

#SycamorePumpkinFestival #PumpkinsAtTheMovies


2025 Sycamore Pumpkin Festival Parade and Non Profit Vendor Applications are NOW OPEN!! 🎃 

We know…it’s only August! ☀️📚🚌 But now September 1st is ONLY 4 WEEKS AWAY!!! 😱

Don’t miss your opportunity to be a part of this wonderful community event!

All applications are due on Monday, September 1. 

https://sycamorepumpkinfestival.com/parade-application/

https://sycamorepumpkinfestival.com/vendors/

#SycamorePumpkinFestival #PumpkinsAtTheMovies


2025 Sycamore Pumpkin Festival Parade and Non Profit Vendor Applications are NOW OPEN!! 🎃 

We know…it’s only July! ☀️⛳️ How can we be talking about pumpkin festival already??!! 🎃🍁

Well…guess what?? September 1st is ONLY 7 WEEKS AWAY!!! 😱

All applications are due on Monday, September 1. 

https://sycamorepumpkinfestival.com/parade-application/

https://sycamorepumpkinfestival.com/vendors/

#SycamorePumpkinFestival #PumpkinsAtTheMovies