The Great Highwood Pumpkin Festival Events Schedule
Thursday, October 10
| 5pm - 10pm | Community Appreciation Night - Free Admission, Pumpkin Carving, Live Music, Cash Bar, Carnival & More! |
Friday, October 11 - Festival Begins
| 4pm | Festival Opens - Rides, Vendors Activities, All-You-Can-Carve Pumpkin Stations (while supplies last), Carnival and More |
| 4pm - 11pm | Stop by the Forest Orthodontics & Pediatric Dentistry Kid Zone for some family fun! |
| 4pm - 9pm | Your Vote is Your Voice! Register to Vote at the Info Booth! |
| 4pm - 6pm | Trick-or-Treating Throughout Festival Grounds |
| 5pm - 9pm | Unlimited Carnival Ride Special ONLY $25 per person sponsored by Demuth Inc. and Radio Flyer |
| 7:45pm | Make-A-Wish Illinois Family Presentation on Xfinity Main Stage and Pumpkin Wall Lighting |
| 11pm | Festival Close |
Saturday, October 12
| 8am - 12pm | Come meet Batwoman, as she continues the legacy of her cousin Bruce Wayne aka Batman! She will be available for pictures or a quick hello. Also, her home base for the weekend will be at the CW26 booth so stop to say hello to the team and receive awesome freebies! If you miss her, don’t worry you can catch her Sundays at 7 PM only on CW26! |
| 9am | Superhero 5K Run/Walk - *Sign-Up* |
| 11am | Festival Opens - Rides, Vendors Activities, All-You-Can-Carve Pumpkin Stations (while supplies last), and More |
| 11am - 1pm | Come meet the Brave, Strong and Fearless Volunteers from A Moment of Magic Wisconsin (formerly The Princess Project), a Foundation dedicated to bringing messages of hope and strength to children too ill to travel. Come meet the superheroes, princesses and princes that spread their magic and positivity through their visits to pediatric hospitals. Come to the Info Booth and say hello and have a picture taken with your favorite character |
| 11am - 4pm | Join the Highland Park-Highwood Lions Club and Foundation and Foundation for FREE vision and hearing screening. The screening bus is just a short walk away from the Metra Gate entrance/exit across the tracks at 428 Green Bay Rd., in front of Chicago Mike’s Ice Cream Co. and Tala Coffee Roasters. Free festival re-entry with hand stamp. |
| 11am - 7pm | Frightfully Fun DIY Frames with KILZ Blue Buffalo Bone Bar, California Walnuts Sampling, Kick Back in the KILZ Lounge & Photo Booth at the HGTV Magazine Tent |
| 11am - 11pm | Stop by the Forest Orthodontics & Pediatric Dentistry Kid Zone for some family fun! |
| 12pm - 4pm | Unlimited Carnival Ride Special ONLY $25 per person sponsored by Demuth Inc. and Radio Flyer |
| 12pm - 8pm | Your Vote is Your Voice! Register to Vote at the Info Booth! |
| 1:30pm | Celebrate Highwood Pride Fest donation check presentation to Highland Park High School Spectrum Club on the Xfinity Main Stage |
| 2pm - 4pm | Dark 'n Stormy’s with Tom Petty and the Heartbreakers! $2 off all Gosling’s Rum Drinks at the Pumpkin Fest bars during the performance of Petty Kings, a Tom Petty and the Heartbreakers tribute band. |
| 3pm | Pumpkin Pie Eating Contest at the The Benchmark of Highwood Party Lounge. The first person to finish 12 mini bundt cakes wins a gift certificate for a free bundt cake for a month for 12 months. Mini pumpkin spice bundt cakes provided by Nothing Bundt Cakes Deerfield - *Sign-Up* |
| 4:30pm - 5pm | Mina Starsiak Hawk, from HGTV’s Good Bones and the soon to be released Rock The Block will present a do-it-yourself project on the Xfinity Main Stage |
| 5:30pm - 6pm | Meet & Greet with Mina Starsiak Hawk, from HGTV’s Good Bones and the soon to be released Rock The Block at the HGTV Magazine Tent. |
| 7:30pm | Join Mina Starsiak Hawk, from HGTV’s Good Bones and the soon to be released Rock The Block, as she introduces the Make-A-Wish Illinois Family on the Xfinity Main Stage for the Pumpkin Wall Lighting |
| 11pm | Festival Close |
Sunday, October 13
| 11am | Festival Opens - Rides, Vendors Activities, All-You-Can-Carve Pumpkin Stations (while supplies last), and More |
| 11am - 9pm | Stop by the Forest Orthodontics & Pediatric Dentistry Kid Zone for some family fun! |
| 12pm - 4pm | Unlimited Carnival Ride Special ONLY $25 per person sponsored by Demuth Inc. and Radio Flyer |
| 12pm - 6pm | Your Vote is Your Voice! Register to Vote at the Info Booth! |
| 12pm | Pet Costume Contest sponsored by Pet People at the The Benchmark of Highwood Party Lounge - *Sign-Up* |
| 12:00pm - 2:30pm | Bloody Mary’s with the Beatles! $2 off all Tito’s Handmade Vodka Bloody Mary’s at the Pumpkin Fest bars during the performance of The Love, a Beatles tribute band. |
| 1pm | Kids Costume Contest at the The Benchmark of Highwood Party Lounge - *Sign-Up* |
| 2 pm | Teens to Adult Costume Contest at the The Benchmark of Highwood Party Lounge - *Sign-Up* |
| 7pm | Make-A-Wish Illinois Family Presentation on Xfinity Main Stage and Pumpkin Wall Lighting |
| 9pm | Festival Closes |