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. Gene Lariviere and Wife, Souad Larviere judge the Giant Pumpkin competition in this 2024 Photo. (Mark Mirko|Connecticut Public) The increased prize money...

The Woodstock Fair proudly announces “Woodstock Night” on Thursday, Sept. 3. Gates open at 4 p.m. and Woodstock residents with pre-purchased tickets will be allowed in for the first day of the Woodstock Fair for just $5. Tickets for Thursday, Sept. 3 may be pre-purchased at the Woodstock Fair office on Monday, Aug. 10 from 9 a.m. – noon; Tuesday, Aug. 11 from 6 p.m. to 8 p.m. and Saturday, Aug. 15 from 11 a.m. to 2 p.m. Woodstock residents with photo ID will be allowed to purchase two tickets...

The 165th Brand New Grand ‘Ole Woodstock Fair promises a memorable experience for all visitors, especially music lovers. On Monday, September 7, at 5:30pm, the fair will close with a special performance by Al Jardine, a legendary figure whose music appeals to fans across genres. This event on the Putnam Area Foundation/Loos Center for the Arts Main Stage offers something unique for everyone, no matter their taste in music. Al Jardine, best known as a founding member of The Beach Boys, brings...