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The Great Highwood Pumpkin Festival
15th annual festival with a full carnival and live music.
About
The 15th annual Great Highwood Pumpkin Festival returns October 3-5, 2025, transforming Downtown Highwood into a fall wonderland. This family-friendly event features a massive carnival, live music across three stages, pumpkin carving stations, and a variety of food and artisan vendors. Don't miss the children's and pet costume contests, pumpkin pie eating contests, and trick-or-treating. The festival also showcases unique seasonal interactive installations perfect for photos.
Our Take
Scare Factor
Family Friendly
Best For
Families, community members, fall enthusiasts
Vibe
Festive, community-oriented, autumnal
Energy Level
Medium
Budget
$
Photo Friendly
High
Weather Sensitivity
Medium
Special Events & Promotions
- Community Night & Opening Carnival on Thursday, October 2
- Unlimited Carnival Ride Specials on Thursday evening
- Trick or Treating throughout festival grounds on Friday
- Great Pumpkin Wall Lighting on Saturday evening
- Pet Costume Contest, Kids Costume Contest, and Pumpkin Pie Eating Contest on Sunday
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.
Location
Event Details
Pricing
FREE
Duration
October 2-5, 2025
Ages
All ages
Neighborhood
Downtown Highwood
Timed Entry
No
Organizer
Celebrate Highwood
Practical Information
Parking
Free parking is available at the Philip H. Sheridan Reserve Center with continuous shuttle bus service to the festival grounds. Designated pick-up/drop-off points for ride-sharing services are available. Limited handicap parking and drop-off are located at the Highwood Library Parking Lot and a lot off Walker Avenue.
Accessibility
Handicap parking and drop-off available at the Highwood Library Parking Lot and a designated lot off Walker Avenue. Look for 'Handicap Drop Off' and 'Handicap Parking' signs.
Pet Policy
Pet-friendly
Food & Drink
Food and artisan craft vendors, full bars available.
Quick Actions
Tips & Advice
- Arrive early on Friday for the best trick-or-treating experience, as it runs from 4-6 PM.
- Utilize the free shuttle service from the Philip H. Sheridan Reserve Center to avoid parking hassles, especially during peak hours.
- Check the music schedule in advance to plan your visit around your favorite bands playing on the three different stages.
- Consider visiting on Thursday evening for the Community Night & Opening Carnival for a less crowded experience.
- Leashed dogs are welcome, so bring your furry friends to enjoy the festive atmosphere and participate in the Pet Costume Contest.
Frequently Asked Questions
What are the dates and times for the festival?
The Great Highwood Pumpkin Festival runs from October 3-5, 2025. Community Night and the Opening Carnival are on Thursday, October 2. Hours vary by day, with the festival closing at 10 PM on Friday and Saturday, and 9 PM on Sunday.
Is there an entry fee for the festival?
No, there is no entry fee to attend The Great Highwood Pumpkin Festival. Many activities are free, though carnival rides and vendor purchases will have associated costs.
Where is the best place to park?
Free parking is available at the Philip H. Sheridan Reserve Center with a shuttle service. Designated ride-share drop-off points are also available. Limited handicap parking is available.
Are pets allowed at the festival?
Yes, leashed dogs are welcome at the festival. They can even participate in the Pet Costume Contest held on Sunday.
What kind of food and drinks can I expect?
The festival features a variety of food and artisan craft vendors, as well as full bars, offering diverse options for attendees.
