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Exciting Prize Increases for the 2026 Woodstock Fair Giant Pumpkin Competition

  • Jul 24
  • 2 min read

The Woodstock Fair has announced a thrilling update for the 2026 Giant Pumpkin competition. The prizes for the first, second, and third-place winners will be increased, making this year’s event more rewarding than ever. This change is set to attract even more growers and pumpkin enthusiasts eager to showcase their skills and giant gourds.


Eye-level view of a giant pumpkin resting on a wooden pallet at the Woodstock Fair grounds
Gene Lariviere and Wife, Souad Larviere judge the Giant Pumpkin competition in this 2024 Photo. (Mark Mirko|Connecticut Public)

The increased prize money signals a strong commitment by the Woodstock Fair organizers to support and celebrate the hard work of pumpkin growers. Growing a giant pumpkin takes months of dedication, careful nurturing, and expert knowledge. With higher rewards on the line, competitors will have even more motivation to push their limits.


For those who have competed before, this is a chance to gain greater recognition and a more substantial reward for their efforts. For newcomers, it’s an exciting opportunity to join a growing community of pumpkin growers.


The Giant Pumpkin competition is one of the highlights of the Woodstock Fair. Visitors can expect to see pumpkins weighing hundreds of pounds, some breaking previous records.


The increased prizes will add excitement to the judging day, as growers await the announcement of winners. Whether you’re a competitor or a spectator, the Giant Pumpkin competition is a memorable experience that celebrates community spirit and agricultural skill.


For the latest information on prize amounts, competition rules, and event schedules, visit the Woodstock Fair premium book here!


  • Joe Charbonneau and Patrick Murray (right) examine the hull integrity of a giant pumpkin

Photos Courtesy Connecticut Public and used in partnership. In 2024 The Woodstock Fair partnered with Connecticut Public to provide unfettered access to the annual fair. Photo Credits: Photo Journalists Mark Mirko and Tyler Russell | Connecticut Public


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