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 increas

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 pur

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 Be

WOODSTOCK, CONN. - The "Brand New, Grand ‘Ole" Woodstock Fair is gearing up for an unforgettable Saturday, September 5, with a lineup that promises to keep fairgoers energized and entertained. The highlight of the day is the legendary Kool & The Gang, recently inducted into the Rock-and-Roll Hall of Fame and known as one of the top party bands ever. This event is a must-see for music lovers and festival fans alike. The Woodstock Fair has always been a place where community an

WOODSTOCK, CONN. - The 165th annual Woodstock Fair is set to celebrate America’s 250th birthday with a spectacular lineup of entertainment. Among the highlights, the band Tonic will headline the Putnam Area Foundation/Loos Center for the Arts Main Stage on Friday, September 4, at 8pm. This event promises an exciting evening of live music and community spirit, all included with your paid admission to the fair. Marc Allard, the general manager of the Woodstock Fair, shared deta

The 165th Woodstock Fair is bringing back one of its most anticipated highlights: the fireworks show with a dazzling display will light up the night sky on Thursday, September 3 at 9pm. Returning this year to sponsor the fireworks display is Linemaster Switch Co. Gates open at 4pm with a special presentation to commemorate the opening of the new Rustic Tap & Vine, as well as to honor the 250th Anniversary of American Independence with a patriotic display at the new Pull Arena

WOODSTOCK, CONN. - Registration for the two Karaoke contests at the 165th Woodstock Fair is now open. Audience favorites Country Karaoke and Pop Karaoke return to the Jewett City Savings Bank Center Stage on Friday and Saturday nights. Registration for contestants for both competitions is now open on woodstockfair.com/karaoke. Contestants can sign up for one or both competitions. The two nights of contests kick off with Country Karaoke on Friday, September 4 at 6pm. On Saturd

The Brand New, Grand Ole' Woodstock Fair, Always Labor Day Weekend, proudly announces the Main Stage Entertainment lineup for Sunday, September 6. WOODSTOCK, CONN. - The Woodstock Fair, Always Labor Day Weekend, proudly announces its Sunday, Sept. 6 Putnam Area Foundation/Loos Center for the Arts Main Stage entertainment lineup. Woodstock Fair General Manager Marc Allard details the shows that will be on and in front of the Main Stage and remember, all shows at the Woodstock

The Woodstock Fair, Always Labor Day Weekend, is less than three months away and there are lots of exciting new events and attractions that will greet fairgoers at the 165th event. Woodstock Fair general manager Marc Allard introduces you to one of those new attractions, the Rustic Tap and Vine, which will open at the Woodstock Fair on Thursday, Sept. 3 at 4 p.m., the opening day of the Fair. The Woodstock Fair would like to thank bankHometown, a division of TruNorth Bank, T

WOODSTOCK, CONN. - The Woodstock Fair announces a change to its Sunday Entertainment Lineup. Multi-platnum artist, Uncle Kracker will now headline the Woodstock Fair Main Stage at 8pm on Sunday, August 31. Kracker replaces previously announced Grand Funk Railroad. Grand Funk Railroad cannot do the show due to an illness in the family. The Woodstock Fair extends its best wishes to Grand Funk Railroad and hope for the best. FOR PRESS INQUIRIES PLEASE CONTACT PIO@WOODSTOCKFAIR.

Our 2025 advertising campaign has begun and is coming to a Television, Radio, and Newspaper near you! View our television campaign here!

A $40 Sponsorship gets your name on the back of all the shirts alphabetically, and will provide a T-shirt to every youth Livestock exhibitor. Any additional funds over the cost of the T-shirt will be made available to the department for prizes. The sponsorship form can be downloaded here! Forms and check or money order are due by August 9, 2025. Please make out your check or money order to: Woodstock Fair PO Box 1 South Woodstock, CT 06267 Please mark in MEMO, Livestock T-

The Brand New, Grand Ole' Woodstock Fair, Always Labor Day Weekend, proudly announces the Main Stage Entertainment lineup for Monday, September 1.

The Brand New, Grand Ole' Woodstock Fair, Always Labor Day Weekend, proudly announces the Main Stage Entertainment lineup for Sunday, August 31.

The Brand New, Grand Ole' Woodstock Fair, Always Labor Day Weekend, proudly announces the Main Stage Entertainment lineup for Saturday, August 30.

The Brand New, Grand Ole' Woodstock Fair, Always Labor Day Weekend, proudly announces the Main Stage Entertainment lineup for Friday, August 29.

WOODSTOCK, CONN. - The Scholarship Committee of the Woodstock Agricultural Society would like to invite High School seniors to apply for the Woodstock Agricultural Society's scholarship. To be eligible students must meet the following criteria Students planning on seeking a career in Agriculture or Public Service Students who exhibit a commitment to their education Students who participate in extracurricular activities and/or employment Scholarship Deadline is May 23,

WOODSTOCK, CONN - The Woodstock Agricultural Society held its annual meeting recently at the South Woodstock Baptist Church. The Society, whose purpose is to oversee and operate the annual Woodstock Fair, re-elected Jeff Sandness of Eastford as president for a fourth consecutive year. Dr. Steven Raheb of Pomfret Center was elected as first vice-president with Emilie Hebert of Woodstock selected as second vice-president. Gail White of Woodstock will continue to serve as tr

4X4 Trucks, Fireworks to headline Thursday night program on Labor Day weekend Mona Lee - Woodstock Fair WOODSTOCK, CONN - The Woodstock Fair greeted a large turnout at the first Tree Lighting and Holiday Sing on Monday, Dec. 2 at the Fairgrounds. Those who attended were treated to holiday music from the Woodstock Academy Hill Singers, enjoyed refreshments and door prize raffles and a visit from Santa Claus. In addition, they were the first to hear of a new addition to the ann

All supervisors, superintendents, and life members are invited to attend the July 16 meeting of the Woodstock Agricultural Society. Life...