2026 Schedule

Activities

The Sycamore Pumpkin Festival Schedule that includes activities, food, vendors and local craft shows will be updated as new information is received.

Wednesday – October 21st

• 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/2026_sycamore_pumpkin_fest/shop/home
• West School Organization (WSO) – Pumpkin Fest tote bags and light up pumpkin wands in front of Adventure Sprouts 4 pm – 9 pm
• Tumblers, Bags, Umbrella’s – Bethel Girls Ministry at Bethel Assembly of God

Thursday – October 22nd

• 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/2026_sycamore_pumpkin_fest/shop/home
• Tumblers, Bags, Umbrella’s – Bethel Girls Ministry at Bethel Assembly of God

Friday – October 23rd

• 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.
• Royal Rangers – Buttons, Patches, Hats, and Stickers in front of Blue moon Bikes 4pm – 8pm
• 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/2026_sycamore_pumpkin_fest/shop/home
• Tumblers, Bags, Umbrella’s – Bethel Girls Ministry at Bethel Assembly of God
• West School Organization (WSO) – Pumpkin Fest tote bags and light up pumpkin wands in front of Adventure Sprouts 4 pm – 9 pm
• Girl Scouts of Northern Illinois – Girl Scout merchandise, fidgets, slime, poncho toys and more 3pm-8pm located on South Maple

Saturday – October 24th

SATURDAY ENTERTAINMENT SCHEDULE

• 10:00 AM — Magic Matt Stage Show
• 11:00 AM — Lumberjack Show
• 12:00 PM — Magic Matt Stage Show
• 1:00 PM — Lumberjack Show
• 1:30 PM — Magic Matt Stage Show
• 2:00 PM — Lumberjack Show
• 2:30 PM — Magic Matt Stage Show
• 3:00 PM — Lumberjack Kids Camp

Happening throughout the day:

Magic Matt — Balloon animals & strolling magic
DJ Dance Party — Music, dancing & fun between shows
Face Painting — Presented by the Sycamore High School Art Club

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.

Sunday – October 25th

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/2026_sycamore_pumpkin_fest/shop/home

Tumblers, Bags, Umbrella’s – Bethel Girls Ministry at Bethel Assembly of God

Craft & Vendor Shows: Sycamore Music Boosters Autumn Craft/Treasures Market 427 Spartan Trail 9am-3pm.

Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 12 noon to 5 pm ($30 unlimited ride special from 12 noon to 4 pm)

Royal Rangers – Buttons, Patches, Hats, and Stickers in front of Blue moon Bikes 9am – 4pm

Pumpkin Festival Flags – ABC Preschool, in front of Paulson Appliance. 10am – 2pm.

Girl Scouts of Northern Illinois – Girl Scout merchandise, fidgets, slime, poncho toys and more 9am-5pm located on South Maple

Girl Scout Troop 353 – Pumpkin Festival Blankets 9am-3pm located on South Maple

Pumpkin Festival Parade – Somonauk – Elm – California – State & Main Streets.  Parade kicks off at 1 pm. Parade Map Sponsored by Ideal Industries, DeKalb Sycamore Chevy / Buick / GMC and Upstaging.