
Activities
The Sycamore Pumpkin Festival Schedule that includes activities, food, vendors and local craft shows will be updated in September! To view last years schedule of events click Here
Wednesday – October 22nd
- Pumpkin Check-in – Courthouse Lawn. 12 noon to 9 pm 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 – North Maple Street adjacent to the Courthouse. 5 pm Cake compliments of HyVee.
- Shirt Sales by Rotaract – North Maple Street 4pm-9pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home
Thursday – October 23rd
- Kiwanis Prayer Breakfast – United Methodist Church, 160 Johnson Avenue. 7 am to 9 am
- Trick or Treat Event – Along State St. 4 pm to 6 pm. Hosted by the City of Sycamore.
- Pumpkin Celebrations – Sycamore Public Library, 103 E. State St. All things PUMPKIN! Crafts, games, treats and other fun. 4 pm to 8 pm
- Shirt Sales by Rotaract – North Maple Street 4pm-9pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home
Friday – October 24th
- Teen Carnival – Sacramento & State. 3 pm to 10 pm ($35 unlimited ride special 4 pm to 8 pm)
- Kiddie Carnival (Pre-5th Grade) – Somonauk & Elm. 3 pm to 10 pm ($35 unlimited ride special 4 pm to 8 pm)
- Craft Show – United Methodist Church. 160 Johnson Ave. 11am-5:30pm.
- Pumpkin Festival Flags – ABC Preschool, in front of Paulson Appliance. 9am – Noon.
- Shirt Sales by Rotaract – North Maple Street 4pm-9pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home
- Owala Drink Tumblers – Bethel Girls Ministry in North Food Court
Saturday – October 25th
- The Frog Lady (Sponsored by Syngenta)
North Food Court, 11 am - Magician Rob Thompson (Sponsored by Leeward Renewable Energy)
North Food Court, 1 pm - Performing Arts Academy (Sponsored by Syngenta)
North Food Court, 2:30 pm - Owala Drink Tumblers – Bethel Girls Ministry in North Food Court
Regular Saturday Events
Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 12 noon to 10 pm ($30 unlimited ride special 12 noon to 4 pm / $35 unlimited ride special 5 pm to 9 pm)
Sycamore Rotary Pancake Breakfast – St. Mary’s Parish Activity Center, 312 Waterman St. 7 am to 11 am
Dog Treats, Costumes, T-Shirts – Tails Humane Society, in front of Taxco. 9 am to 4 pm
Craft & Vendor Shows:
- ACS/Cornerstone Campus, 355 N. Cross St. 9am-5pm
- United Methodist Church. 160 Johnson Ave. 9am-4pm.
- Sycamore Music Boosters Autumn Craft/Treasures Market 427 Spartan Trail 9am-5pm.
Giant Pumpkin Trophy Presentation – Sycamore Lions’ Club, Courthouse Lawn. 10 am
Historic Homes Tour – DeKalb County History Center
$25 per person. 10 am to 4 pm
Advance tickets can be reserved online at dekalbcountyhistory.org. ALL participants must check in at the History Center, the day of the event, 1730 N. Main St.
Face Painting – Sycamore High Art Club, at the Kiddie Carnival. 10 am to 2 pm
Pumpkin 4-Person Golf Scramble – Sycamore Golf Course, 940 E. State St. 11 am Registration information (815) 895-3884
Pie-Eating Contest – Kiwanis Club, Courthouse Lawn. 4 pm
Sycamore Fire Buddies – T-shirts, sweatshirts, hats cups and stickers
Shirt Sales by Rotaract – North Maple Street 11am-9pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home
Sunday – October 26th
Sycamore Chamber 10K Pumpkin Run – Sycamore Armory. Race Starts at 8:30 am at the Sycamore Pumpkin Run
Shirt Sales by Rotaract – North Maple Street 11am-1pm Preorder by October 15th to guarantee your shirt at https://stores.inksoft.com/2025_sycamore_pumpkin_fest/shop/home
Owala Drink Tumblers – Bethel Girls Ministry in North Food Court
Craft & Vendor Shows: Sycamore Music Boosters Autumn Craft/Treasures Market 427 Spartan Trail 9am-2pm.
Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 12 noon to 5 pm ($30 unlimited ride special from 12 noon to 4 pm)
Opportunity House and Dirty Bird – 11am-3pm
Pumpkin Festival Parade – Somonauk – Elm – California – State & Main Streets. Parade kicks off at 1 pm. Parade Map Sponsored by Ideal Industries, Sycamore Music Boosters, DeKalb Sycamore Chevy / Buick / GMC and Upstaging.




Food
Pretzels, Brats, Chili
Moose Lodge of Sycamore, In front of Moose Lodge.
Saturday & Sunday 8 am to 4 pm
Burger & Soup Luncheon
Bethel Assembly of God, 131 W. Elm
Saturday & Sunday 10 am to 5 pm
Pulled Pork & Turkey / Smoked Mac & Cheese
Sycamore Elks Club. Across from the Courthouse.
Saturday & Sunday 9:30 am to 5:30 pm
Food Booth
St. Mary’s Youth Ministry. In front of Blue Moon Bikes
Saturday & Sunday
Food Booth
St. Peter’s Church. 218 Somonauk,
Sunday Only 11 am to 3 pm
Loaded Baked Potatoes
Scouting America Troop. In front of American Family Insurance.
Saturday & Sunday 10 am to 5 pm


North Food Court
Lions Food Trailer
Hot dogs, sandwiches, cider, coffee and
wide array of festival foods
State St. & N. Maple St.
Wed. thru Sat.11am to 7pm, Sun 10am to 4pm
Sycamore Kiwanis
Roasted Nut Hut
State St. & N. Maple St.
Friday thru Sunday
Oddfellows Lodge
BBQ Pork Loin Sandwich & Meatball Subs
Saturday & Sunday
Sycamore Angels Rebekah Lodge 106
Funnel Cakes, Cotton Candy, Cinnamon Apples,
Soups & Drinks
Saturday & Sunday 10 am to 4pm
South Food Court
Pulled Pork, Brats & More
Knights of Columbus
State St. & S. Maple St.
Sat. 11 am to 6 pm
Sun. 10 am to 4 pm
Porkchop Sandwiches
DeKalb County Shrine Club.
State St. in front of PJ’s.
Saturday & Sunday 9 am to 5 pm
Rotaract Club of Sycamore
Pumpkin Custard & Frozen Cider
- Thursday 5-7
- Friday 5-9
- Saturday 10-9
- Sunday 10-4
Opportunity House & Dirty Bird
- Sunday 11am-3pm
Vendors
ABC Preschool
Pumpkin Festival Flags
In front of Paulson Appliance
Friday – 9 am to 12 noon
Saturday – 9 am to 4 pm
Kishwaukee Spec. Recreation Foundation
Koozies, Beanies & Candles
North Food Court
Rotaract Club of Sycamore
Pumpkin Festival T-Shirts & Sweatshirts
North Food Court
Royal Rangers
Pumpkin Festival Buttons, Patches & Hats
In front of Blue Moon Bikes
Sycamore Fire Buddies
T-Shirts, Sweatshirts, Hats, Cups, and Stickers
South Food Court

craft shows
ACS – Cornerstone Craft Show
355 N. Cross St.
Saturday – 9 am to 5 pm
Autumn Craft / Treasures Market
Hosted by the Sycamore Music Boosters
Sycamore High School • Spartan Trail
Saturday – 9 am to 5 pm
Sunday – 9 am to 2 pm
United Methodist Church Craft Show
Food and Free Parking Available
160 Johnson Ave.
Friday – 11 am to 5:30 pm
Saturday – 9 am to 4 pm

