The Great Highwood Pumpkin Festival 2021

Festival October 8 - 10

Welcome to The Great Highwood Pumpkin Festival 2021

Please check here frequently as we post and update more 2021 Festival information, Schedules and Events.

Skeletons will begin invading Highwood the weekend of October 1 to get the community geared up for kick off of The Great Highwood Pumpkin Fest October 8th through 10th. While the Festival footprint may look different from past years with no street closures through Downtown Highwood to alleviate crowding, the familiar feel of The Great Highwood Pumpkin Fest will remain with a few twists.

FREE ON-SITE COVID TESTING


Defen95 will be on-site at The Great Highwood Pumpkin Festival to offer FREE COVID-19 testing to all attendees, volunteers and vendors!
Click HERE to pre-register and beat the lines. Located at City Hall Park.

Pets Welcome!

Community Appreciation Night Thursday October 7

5:00-9:00 pmThree All-You-Can Carve Pumpkin Stations located at Everts Park, City Hall Park and at 424 Sheridan Road (across from Buffo’s), Live Music and Full Bar at City Hall Park
5:00-9:00 pmUnlimited Carnival Ride Special- ONLY $25 per person
7:00-9:30 pmLive Music at DJ and Local Musicians Showcase @ City Hall Park Stage

Friday October 8

4:00 pmFestival Opens – Food and Artisan Craft Vendors, All-You-Can Carve Pumpkin Stations, Hay Rides, Mechanical Bull and more!
4:00–11:00 pm Live Music at Bernardi Securities Main Stage @ Everts Park
4:00–6:00 pmTrick or Treating Throughout Festival Grounds Sponsored by ‘Z’ Frank Apachi Day Camp Stop by their booth to pick up a bag to for collecting treats
5:00–10:00 pmCarnival Rides & Games
5:30–9:30 pmPrime Time Carnival Unlimited Ride Special- ONLY $30 per person
7-930 pmLive Music at DJ and Local Musicians Showcase @ City Hall Park Stage
7:45 pmHPHS Charity Drive Announcement on Main Stage at Everts Park and Ceremonial Wall Lighting
11:00 pmFestival Close

Saturday October 9

9:00 amScare Run 5K from Totem Pole Park at the corner of Waukegan and Walker Avenues
11:00 amFestival Opens – Food and Artisan Craft Vendors, All-You-Can Carve Pumpkin Stations, Hay Rides, Mechanical Bull and more!
11:00 am–11:00 pmLive Music at Bernardi Securities Main Stage @ Everts Park
1:00 - 10:00 pmCarnival Rides & Games
1:00 – 10:30 pmLive Music at DJ and Local Musicians Showcase @ City Hall Park Stage
1:00 – 5:00 pmUnlimited Carnival Ride Special - ONLY $25 per person
5:30 –9:30 pmPrime Time Carnival Unlimited Ride Special- ONLY $30 per person
8:00 pmHPHS Charity Drive Announcement on Main Stage at Everts Park and Ceremonial Wall Lighting
11:00 pmFestival Close

Sunday October 10

11:00 amFestival Opens – Food and Artisan Craft Vendors, All-You-Can Carve Pumpkin Stations, Hay Rides, Mechanical Bull and more!
11:00 am–9:00 pmLive Music at Bernardi Securities Main Stage @ Everts Park
12:00 pmPet Costume Contest at City Hall Park Stage - Sign Up Here Sponsored by VCA Cairo Animal Hospital
1:00 pmKids Costume Contest at City Hall Park Stage - Sign Up Here
1:00 - 9:00 pmCarnival Rides & Games
1:00 – 5:00 pmUnlimited Carnival Ride Special - ONLY $25 per person
2:00 pmPumpkin Pie Eating Contest at City Hall Park Stage Sponsored by The Bent Fork Bakery - Sign Up Here
3:00 – 9:00 pmLive Music at DJ and Local Musicians Showcase @ City Hall Park Stage
7:00 pmHPHS Charity Drive Announcement on Main Stage at Everts Park and Ceremonial Wall Lighting
9:00 pmFestival Close

From Our Facebook Page

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Thank you to our amazing 2021 Pumpkin Fest sponsors for without you none of this could be possible!
Bernardi Securities, 28 Mile Distilling Co., The Kraken, Power Home Remodeling, Waterway Carwash, DEFEN95, LeafGuard Brand Gutters, Renewal by Andersen LLC. Chicago,
The Home Improvement Network, Fields Auto Group, Crowd Cow, Christopher B. Burke Engineering, LLC, Titos Handmade Vodka, Demuth Inc., Takis, Ravinia Brewing Company, Compass, Lakeshore Beverage, eATLAS, Windy City Cannabis, VCA Cairo Animal Hospital, Freshie Organic Tequila Seltzer, ‘Z’ Frank Apachi Day Camp, Klein, Thorpe & Jenkins, Ltd., AT&T, ATA National Title Group, The Viti Companies, GW & Associates PC, DiMeo Bros, FGM Architects - FGMA, Radio Flyer, FirstStudentImage attachment

Just a few more Pumpkin Fest 2021 pix to fill your feed with smiles. Check out these costume contest participants for some Halloween costume inspiration! ... See MoreSee Less

Comment on Facebook

Raul, show these to cookie. The kids contest was Sunday I think.

Is it really over already? What was your favorite part? The rides? Totem Pole Park? Skeletons everywhere? The VCA Cairo Animal Hospital Pet Costume contest? Tell us what you enjoyed most this year and post your pictures below! ... See MoreSee Less

Comment on Facebook

Had fun , but gotta admit liked the old closed street set up much better

Didn’t like to see all the pumpkins 🎃 being demolished before the festival was even over. My daughter was sad to see her hard work destroyed while still visiting.

I never get tired of all the pumpkins but I also love the addition of the skeletons!

Loved the pumpkin totems 🙂

I thought it was great! My husband said he didn't like the addition of the carnival because it takes away from the pumpkins being the main thing.....

Great time But totally different vibe with streets open

Such a great job!! 🎃🎃🎃

This was our first year and we thought it was great!

The kids loved it!

Love the skeletons!

My how Highwood has changed since I grew up there!!

Totem Pole Park and carving pumpkins!! We love The Great Highwood Pumpkin Festival!

That its Over

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Make sure to tune into WGN TV news tonight around 5 pm to see coverage of the Fest and COME ON OUT for our final 2021 ceremonial lighting of the walls at 7 pm! ... See MoreSee Less

Make sure to tune into WGN TV news tonight around 5 pm to see coverage of the Fest and COME ON OUT for our final 2021 ceremonial lighting of the walls at 7 pm!

Comment on Facebook

Jenny Kaganovsky they’re lighting the pumpkins tonight 😂

Great fun!

Thank you!

Dave

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