A young child wearing a red hooded costume with a yellow and black bat symbol on the hood, looking directly at the camera against a plain white background.
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Pumpkin Masters 39th Annual Pumpkin Carving Contest

Annual pumpkin carving contest with $5,000 grand prize

About

Showcase your family's creativity in the 39th Annual Pumpkin Masters Contest! Submit photos of your pumpkin carving and decorating moments for a chance to win up to $5,000. Capture the magic of Halloween with friends and family, and enter through October 29, 2025, for a shot at exciting prizes and recognition.

Our Take

Scare Factor

👻 (1/5)

Family Friendly

👶 👶 👶 👶 👶 (5/5)

Best For

Families and creative individuals

Vibe

Festive and creative

Energy Level

Low

Budget

$$$$

Photo Friendly

High

Weather Sensitivity

Low

Special Events & Promotions

  • Chance to win up to $5,000
  • Weekly Fan Favorite Winners determined by votes
  • Capture magical family moments during carving

Tags

pumpkin carvingfamily friendlycostume contestcommunity eventhalloween festivalpumpkin festivalarts craftsjack o lanternspumpkin carving contest

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

111 S Main St
Waupaca, WI
54981

Event Details

Pricing

$$$$

Duration

Approximately 1 month

Ages

All ages

Timed Entry

No

Organizer

Pumpkin Masters

Practical Information

Pet Policy

No pets allowed

Quick Actions

Tips & Advice

  • Capture the 'magical moment' of carving with good lighting to make your photo stand out for the contest.
  • Encourage all family members to participate in the carving and decorating process to enhance the 'family moment' aspect of your submission.
  • Check the contest rules carefully for photo submission guidelines, including file size and format, to ensure your entry is valid.
  • Consider unique pumpkin designs that showcase creativity and skill, as these often catch the judges' eyes.
  • Share your entry on social media and encourage friends and family to vote for you in the weekly fan favorite selection.

Frequently Asked Questions

What are the main prize categories?

The contest offers a $5,000 Grand Prize, a $250 Runner Up prize, and Prize Pack awards for Fan Favorite Winners and Runner Ups.

How are winners selected?

Winners are selected by a judge panel of Pumpkin Masters® employees, with weekly Fan Favorite winners determined by public vote.

What is the deadline for submitting entries?

Photos must be submitted through the Pumpkin Masters Woobox submission page by October 29, 2025.

Can I use any type of pumpkin?

The contest focuses on the carving and decorating process, so any type of pumpkin suitable for carving is generally acceptable.

Is there an entry fee for the contest?

While the contest offers significant cash prizes, the entry itself is free, encouraging broad participation.

Nearby Places (1 total)

Contributors & Updates

Last Updated: Nov 11, 2025
Original Submitter: Sep 17, 2025 The Halloween Events Near Me editorial team

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