The Chamber
- - - About >>
- - - Empowering businesses and shaping the future, we champion commerce and community in Sycamore to fuel economic growth and enrich local life.
Sycamore
- - - Why Sycamore >>
- - - Sycamore is a growing community strategically located near major cities, offers diverse business opportunities, a strong educational foundation, and a vibrant economy for both residents and businesses.
Membership
- - - Membership >>
- - - Membership in the Sycamore Chamber of Commerce offers businesses growth opportunities, community engagement, and access to resources and networks that empower commerce and local development.
Programs
- - - Programs >>
- - - We provide a robust suite of programs aimed at fostering leadership development, enabling networking among businesses, and offering promotional opportunities to enhance visibility and success in the local community.
Advocacy
- - - Advocacy >>
- - - The Chamber champions commerce by collectively representing business interests at various governmental levels, influencing policies, and promoting economic growth in Sycamore and DeKalb County.
Contact

Home » Chamber Events » SYCAMORE PUMPKIN FESTIVAL

SYCAMORE PUMPKIN FESTIVAL

Wednesday, October 22 – Sunday, October 26, 2025

FREE FAMILY FUN ENTERTAINMENT!

Pumpkin Check-in – 12 noon to 9 pm Courthouse Lawn. Hosted by the Sycamore Lions. Online Entry Form – https://form.jotform.com/212408041839049
Paper forms will be available during check in.
Opening / Giant Cake Cutting Ceremony – 5 pm North Maple Street adjacent to the Courthouse.

Kiwanis Prayer Breakfast – 7 to 9 am United Methodist Church, 160 Johnson Avenue
Downtown Trick or Treat Event 4:30 to 6:30 pm Along State St.
Pumpkin Celebrations – 4 to 7 pm All things PUMPKIN! Crafts, games, treats and other fun. Sycamore Public Library, 103 E. State St.

Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 3 pm to 10 pm ($35 unlimited ride special from 4-8 pm)
Craft Show at United Methodist Church, Friday – 11 am to 5:30 pm

Sycamore Rotary Pancake Breakfast – 7 -11 am St. Mary’s Parish Activity Center, 312 Waterman St.
Giant Pumpkin Trophy Presentation – Sycamore Lions’ Club, Courthouse Lawn. 10 am
North Grove One Room School House (26745 Brickville Road) – “See It The Way It Was” Open House 10am to 2pm visit northgroveschool.org
Dog Treats, Costumes, T-Shirts – Tails Humane Society, in front of Taxco. 9 am to 4 pm
Historic Homes Tour – 10 am to 4 pm Hosted by DeKalb County History Center Tickets: $20/person. Visit https://dekalbcountyhistory.org/ for more information.
Pumpkin 4-Person Golf Scramble – 11 am Sycamore Golf Course, 940 E. State Street – Registration information – (815) 895-3884
Pumpkin Festival Marquee Entertainment North Food Court
Miss Jamie’s Farm Music Show
North Food Court, 11 am
Wendy & DB
North Food Court, 1 pm
Performing Arts Academy
North Food Court, 2:30 pm
Autumn Craft / Treasures Market, at the Sycamore High School Field House – 9 am –5 pm
Craft Show – United Methodist Church – 9 am to 4 pm
ACS – Cornerstone Craft Show, 9 am to 5 pm
Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 12 noon to 10 pm ($30 unlimited ride special 12 noon – 4 pm and $35 unlimited ride special 5-9 pm)
Sycamore Kiwanis Pie Eating Contest – 4 pm Courthouse Lawn

Sycamore Chamber 10K Pumpkin Run – Race Starts at 8:30 am at the Sycamore Armory Sycamore Pumpkin Run
Sycamore Pumpkin One Mile Family Fun Run – 1 Mile Fun Run starts at 8:30 a.m. in the Sycamore Park near the west entrance. For details visit Sycamore Pumpkin Run
Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 12 noon to 5 pm ($30 unlimited ride special from 12 noon to 4 pm)
Autumn Craft / Treasures Market, at the Sycamore High School Field House – 9 am to 2 pm
Pumpkin Festival Parade – 1 pm at Somonauk, Elm, California, State & Main Streets. Parade Map