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10 Facts About the Dutchess County Fair

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The Dutchess County Fair is up and running this year, from August 22-27. It draws close to half a million people, making it the second-largest county fair in New York (after Erie) and the 45th biggest state or county agricultural extravaganza in the U.S.

In anticipation of the cows, corndogs, and country music you’ll enjoy, here’s a sampling of fair lore.

  • Established by the Dutchess County Agricultural Society, the inaugural fair opened in October 1842 behind a hotel in Washington Hollow, a hamlet between Millbrook and Poughkeepsie. (Today, a State Police barracks is located on the site.) It featured displays of farming tools and competitions for best fruit and vegetables, best crop seed samples, and best homespun wool and flannel cloth. Prize money awarded totaled $294.
  • The 1843 fair took place in the City of Poughkeepsie (at the corner of Mill and Catherine Streets), and then began alternating between the two sites each year through 1852, when Washington Hollow was chosen as the fair’s permanent location.
  • Then as now, not everyone agreed with the judges’ decisions. In an 1850 letter addressed to the agricultural society’s Board of Managers, John Cotting of Rhinebeck complains that his horse should have won the top prize at the previous year’s fair. “By some most unaccountable mistake,” he grouses, “the premium was awarded to a grey colt presented by Gen. Wyncoop which in fact had no more pretensions to superiority than I could have to the strength of Hercules.” 
  • One of the most crowd-pleasing early attractions was the plowing competition. Isaac Sands took home the top prize in 1846 by turning over a quarter-acre of soil in 28½ minutes.
  • The fair moved to its current Rhinebeck home in 1919.
  • Dignitaries who have attended the fair include Presidents Theodore and Franklin Roosevelt, and NY Governors Thomas Dewey and Averill Harriman.
  • “American Pie” singer Don McLean won the fair’s first talent competition, held in 1964.
  • 2020 marked the sixth time the fair had been cancelled. It also was called off in 1916 and 1918 (for financial difficulties), 1927 and 1928 (heavy rains and flooding) and 1942 (World War II). In 2011 the fair closed early because of Hurricane Irene.
  • No trip to the fair would be complete without sucking down one of the Dutchess County Dairy Committee’s milkshakes, a fair staple since the 1970s. What makes them so tasty? Lots of butterfat—13% compared to the 6-7% found in most milkshakes.
  • Why do people go back to the fair year after year? Where else can you see something like this?

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Our mission is to immerse you in the storied history, fresh happenings, and coming solutions for making the Hudson Valley greener and more livable long-term.

Viewfinder is published by Scenic Hudson, the celebrated nonprofit credited with launching the modern grassroots environmental movement in 1963. With over 25,000 passionate supporters, Scenic Hudson’s mission is to sustain and enhance the Hudson Valley’s inspirational beauty and health for generations to come. Viewfinder supports that mission, because the better people understand what makes this place special, the more they will invest in protecting it. 

Keep up with the latest stories by subscribing to Scenic Hudson’s monthly digital newsletter, and connect with us on social via Facebook, Instagram, Twitter, LinkedIn, and Threads.

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Riley Johndonnell
Director Creative Strategies & Communications
rjohndonnell@scenichudson.org

Lynn Freehill-Maye
Managing Editor
editorial@scenichudson.org 

Riley Johndonnell
Director Creative Strategies & Communications
rjohndonnell@scenichudson.org

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We’re always looking for ideas around our main topic areas of Climate Solutions, Land + Air + Water, Plants + Animals, History + Culture, Outdoors, and Community.
  • Journalists and writers who have deep familiarity with New York and the Hudson Valley, we’d love to have you contribute! Please do introduce yourself by email, sharing writing samples and any relevant pitches you may have.
  • Photographers and videographers, we’d love to hear from you and see what you do. Please send along a portfolio with images or footage that showcases your best and/or most relevant work, with an emphasis on anything captured outdoors. 
  • Illustrators, we commission artwork on the regular. Drop us a note with some of the beauty you’ve created.
  • Media Partners & Social Media Influencers, we welcome opportunities to team up on series and campaigns. Reach out with any background about yourselves and your ideas.
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  • We love to collaborate with media outlets, especially on episodic series (like these) of interest to our shared audiences. Past collaborations have included radio interviews, panel discussions and other events, original artwork, and e-blasts, all furthering the campaign’s excitement and reach. 
  • We also love to partner with other organizations whose missions align with Scenic Hudson’s. Feel free to reach out with some background on your group and its work.
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