The Great Highwood Pumpkin Festival Events Schedule

2022 Events Schedule

***Well behaved leashed dogs are welcome!**

See Our Music Schedule - Here

Community Appreciation Night Thursday October 6
5:00-9:00 pmThree All-You-Can Carve Pumpkin Stations located in Everts Park (along North Avenue), City Hall Park and at Painters Park (424 Sheridan Road across from Buffo’s), Live Music and Full Bar at Painters Park, Interactive Skeleton Displays re-enacting famous dance scenes from movies and pop culture, and more!
5:00-9:00 pmUnlimited Carnival Ride Special - ONLY $30 per person

Friday October 7
4:00 pmFestival Opens – Food and Artisan Craft Vendors, Three All-You-Can Carve Pumpkin Stations located in Everts Park (along North Avenue), City Hall Park and at Painters Park (424 Sheridan Road across from Buffo’s), Interactive Skeleton Displays re-enacting famous dance scenes from movies and pop culture, Hay Rides and more!
4:00–11:00 pmLive Music from three stages; Main Stage located on Green Bay at North Avenue, World Music Stage at Everts Park Bandshell, and the Local Music and Activity Stage located in Painters Park (424 Sheridan Road across from Buffo’s)
4:00–6:00 pmTrick or Treating Throughout Festival Grounds Sponsored by ‘Z’ Frank Apachi Day Camp
5:00–10:00 pmCarnival Rides & Games
5:30–9:30 pmPrime Time Carnival Unlimited Ride Special- ONLY $35 per person
7:45 pmHighland Park Community Foundation Announcement on Main Stage on Green Bay at North Avenues and Ceremonial Wall Lighting
11:00 pmFestival Close

Saturday October 8
9:00 amSuperhero 5K Family Fun Run, Walk & Stroll sponsored by Gearhead Outfitters and Windy City Dispensary
11:00 amFestival Opens – Food and Artisan Craft Vendors, Three All-You-Can Carve Pumpkin Stations located in Everts Park (along North Avenue), City Hall Park and at Painters Park (424 Sheridan Road across from Buffo’s), Interactive Skeleton Displays re-enacting famous dance scenes from movies and pop culture, Hay Rides and more!
11:00 am–11:00 pmLive Music from three stages; Main Stage located on Green Bay at North Avenue, World Music Stage at Everts Park Bandshell, and the Local Music and Activity Stage located in Painters Park (424 Sheridan Road across from Buffo’s)
1:00 - 10:00 pmCarnival Rides & Games
1:00 – 5:00 pmUnlimited Carnival Ride Special - ONLY $30 per person
5:30 –9:30 pmPrime Time Carnival Unlimited Ride Special- ONLY $35 per person
8:00 pmHighland Park Community Foundation Announcement on Main Stage at Green Bay and North Avenues and Ceremonial Wall
11:00 pmFestival Close

Sunday October 9
11:00 amFestival Opens – Food and Artisan Craft Vendors, Three All-You-Can Carve Pumpkin Stations located in Everts Park (along North Avenue), City Hall Park and at Painters Park (424 Sheridan Road across from Buffo’s), Interactive Skeleton Displays re-enacting famous dance scenes from movies and pop culture, Hay Rides and more!
11:00 am–9:00 pmLive Music from three stages; Main Stage located on Green Bay at North Avenue, World Music Stage at Everts Park Bandshell, and the Local Music and Activity Stage located in Painters Park (424 Sheridan Road across from Buffo’s)
1:00 - 9:00 pmCarnival Rides & Games
1:00 – 5:00 pmUnlimited Carnival Ride Special - ONLY $30 per person
12 pmPet Costume Contest at City Hall Park Stage - Pet Costume Contest Sign Up
1 pmKids Costume Contest at City Hall Park Stage - Kids Costume Contest Sign Up
2:00 pmPumpkin Pie Eating Contest at City Hall Park Stage Sponsored by The Bent Fork Bakery - Pumpkin Pie Eating Contest Sign Up
7:00 pmHighland Park Community Foundation Announcement on Main Stage at Green Bay and North Avenues and Great Pumpkin Wall
9:00 pmFestival Close