2023 Schedule – 2024 schedule TBD


Check out the Sycamore Pumpkin Festival Schedule that includes activities, food, vendors and local craft shows!

Wednesday – October 25th

  • Pumpkin Check-in – 12 noon to 9 pm Courthouse Lawn. Hosted by the Sycamore Lions.
  • Opening / Giant Cake Cutting Ceremony – 5 pm North Maple Street adjacent to the Courthouse. Cake compliments of HyVee.

Thursday – October 26th

  • Kiwanis Prayer Breakfast – 7 to 9 am United Methodist Church, 160 Johnson Avenue
  • Trick or Treat Event – 4 to 6 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.

Friday – October 27th

  • Teen Carnival (Sacramento & State) & Kiddie Carnival (Somonauk & Elm) – 3 pm to 10 pm   ($35 unlimited ride special from 4-8 pm)

Saturday – October 28th

  • Sycamore Rotary Pancake Breakfast – 7 to 11 am St. Mary’s Parish Activity Center, 312 Waterman St.
  • Burgers & Soup Luncheon – 10 am to 5 pm Burgers, hot dogs, sloppy joes, soups, baked goods, drinks. Bethel Assembly of God Church, 131 West Elm St.
  • Lions Club Pumpkin Display Awards – 10 am Courthouse Lawn
  • Face Painting – Sycamore High Art Club, 10 am to 2 pm at the Kiddie Carnival.
  • Historic Homes Tour – 10 am to 5 pm Hosted by DeKalb County History Center Tickets: $20/person Available after October 15 at DCHC or Made Just for You, or at any home on the day of the tour. 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 (Sponsored by Lovett’s Towing & Recovery and Meijer) North Food Court
    – Deb “The Frog Lady” 11:30 am
    – Sycamore Performing Arts Academy 1:00 pm
    – Jeanie B! Family Music Entertainment 2:00 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

Sunday – October 29th

  • Sycamore Chamber 10K Pumpkin Run – Race Starts at 9:05 am at the Sycamore Armory  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)
  • Pumpkin Festival Parade – (Sponsored by Ideal Industries and Upstaging).  Parade kicks off at 1 pm Somonauk – Elm – California – State & Main Streets.   Parade Map
The DeKalb County Courthouse during Pumpkin Festival in downtown Sycamore with decorated pumpkins on the courthouse lawn.
Decorated pumpkins are a favorite at Sycamore Pumpkin Festival in Northern Illinois
Carnival rides and other activities at downtown Sycamore's Pumpkin Festival
Sycamore Pumpkin Festival parade banner and procession.


Bethel Women’s Ministry
Burgers, Hot Dogs, Chili Dogs, Soups, Desserts & Drinks
Bethel Assembly of God Church • 131 W. Elm St.

Boy Scout Troop 40
Loaded Baked Potato, Hots Dogs & Chili
In front of American Family insurance

DeKalb County Shrine Club
Pork Chop Sandwiches
In front of PJ’s Courthouse Tavern and Grill

Moose Lodge of Sycamore
Pretzels, Brats and Chili
In front of the Moose Lodge

St. Mary’s Youth Ministry
Homemade Baked Goods, T-shirts, Bracelets & Drinks
In front of Blue Moon Bikes

St. Peter’s Church
Brats, Hot Dogs, Chips, Pumpkin Squares & Drinks
218 Somonauk St.

Sycamore Elks
Pulled Pork & Pulled Turkey, Smoked Mac & Cheese
Across from the Courthouse

St. Mary's of Sycamore at Sycamore Pumpkin Festival selling loaded baked potatoes for patrons
Lions Food Trailer at downtown Sycamore's Pumpkin Festival

North Food Court

Lions Food Trailer
Hot Dogs, BBQ, Hamburgers, Brats, Pork Chops,
Snacks, Drinks & Pumpkin Pie
Corner of Maple and State

Sycamore Kiwanis
Cinnamon Roasted Nuts & Bubble Tea

Oddfellows Lodge
BBQ Pork Loin Sandwich, Meatball Subs, Hamburgers,
Hot Dogs, Brats & French Fries

Sycamore Angels Rebekah Lodge 106
Funnel Cakes, Cotton Candy, Cinnamon Apples, Soups & Drinks

South Food Court

DeKalb Knights of Columbus
Pulled Pork Sandwiches, Bratwurst, Hot Dogs, Corn Dogs, Smoked Mac & Cheese, Chips & Drinks

Rotaract Club of Sycamore
Pumpkin Custard & Frozen Cider


ABC Preschool 
Pumpkin Festival Flags
In front of Paulson Appliance & at United Methodist
Church Craft Show

Bethel Girls Ministry
Pumpkin Festival Stainless Steel Tumblers, Bags & Umbrellas
Bethel Assembly of God Church • 131 W. Elm St.

Online only

Cross Roads Community Church
Fleece Blankets
North Food Court

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

Tails Humane Society
Dog Treats, Costumes & T-Shirts
In front of Taxco

Pumpkin festival schedule of vendors working downtown Sycamore

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