Search
Search
 
   
FALL OUTDOOR GUIDE

    
ROAD TRIPS

    

The Great Highwood Pumpkin Festival

Thursday, October 2, 2025 - Sunday, October 5, 2025

Downtown Highwood
1707 St. Johns Avenue
Highland Park, IL 60035
Website | Map

The Great Highwood Pumpkin Festival

Celebrate the season at the 15th annual Great Highwood Pumpkin Fest! This fall favorite features three days of live music from three stages, pumpkin walls, community carving stations, seasonal displays, a carnival, costume contests, artisan & food vendors, and so much more!

Enjoy the iconic Pumpkin Fest skeletons throughout town starting Sept 27, plus new fall-themed interactive installations all month long.

Festival Highlights:
Pumpkin carving & giant pumpkin walls
Pet & kids costume contests
Trick-or-treating
Pumpkin pie eating contest
Carnival rides & games
Local food & drinks

Hours:
Thu Oct 2 – Community Prelude Night: 4–9 PM
Fri Oct 3: 4–10 PM
Sat Oct 4: 12–10 PM
Sun Oct 5: 12–9 PM

This year’s fest benefits SaLT (Service and Learning Together), a volunteer-led nonprofit helping food-insecure families and communities in crisis.

Full schedule & lineup: https://www.celebratehighwood.org/pumpkin-fest

Miscellaneous Information
$2 by purchasing a pumpkin to carve and a place on one of the great pumpkin walls.

For more information, call 847.926.1027


< Back to Calendar of Events


Jun. 29 - Feb. 16
Alex Ross: Heroes & Villains at the Dunn Museum
6/29/25 - 2/16/26
The Dunn Museum is unveiling a new gallery space this summer with "Ale...
Jul. 12 - Jun. 13
A Dose of Grayslake History
7/12/25 - 6/13/26
No appointment or referral required! Step through the waiting room and into...
Oct. 14
Women Spies in WWII
10/14/25
Women Spies in WWIITuesday, October 14, 6:30–7:45 pmLake Forest Libra...
Nov. 2
A Conversation with William Kent Krueger
11/2/25
A Conversation with William Kent KruegerSunday, November 2, 2:00–3:00...
Search
Facebook
Instagram
tictok
YouTube
Twitter
LinkedIn
Print Page
Road Trips Video