The 42nd Annual Dutchess County Classic

      Come experience the open trail of possibilities Where will our trail take you? 42nd  year of the Mid-Hudson Road Runners Club Classic. Now on the William R. Steinhaus Dutchess Rail Trail and crossing the Walkway Over the Hudson. Races are USATF Certified: Full Marathon Half Marathon 5K Full Marathon Wheel Half Marathon…

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175th Dutchess County Fair

August 25 – August 30, 2020 – Save the dates! *Sensory Sensitive Hours Thursday August 27th 9:30am – 11:30am* The second largest county fair in New York State is the showplace for agriculture in Dutchess County. Over 162 acres of finely manicured gardens and grass create the beautiful setting for thousands of farm animals, agricultural…

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12th Annual “La Guelaguetza” Festival in Poughkeepsie

La Guelaguetza celebrates the diversity of Oaxacan culture through joyful dance, lively music, delicious food and colorful costumes. This vibrant festival is free for all attendees and offers a variety of activites, dance and song. Come to LA GUELAGUETZA de Poughkeepsie, held at Waryas Park, and take home a piece of Oaxaca in your heart.

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Millbrook Horse Trials 2020 at Coole Park in Millbrook

The Millbrook Horse Trials is an important part of a long equestrian tradition in Dutchess County. Recognized among the region’s most prestigious annual sporting events, it attracts Olympic-level, world-class competitors from the United States and abroad. Considered the triathlon of the equestrian world, this four day competition includes the disciplines of Dressage, Cross Country and…

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2020 Harlem Valley Rail Trail Ride & Festival in Millerton

Choose from 23, 33, 45, 57,72, 80 and 2-different century routes along beautiful, low-traffic country roads, Within each route, there will be a 6 mile stretch of the car-free Harlem Valley Rail Trail. Start/Finish at Eddie Collins Field in Millerton, NY. Transportation option from Manhattan available – Gothem Bicycle Tours Bike Rentals: Looking to rent…

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The 5K Insane Inflatable Run at Barton Orchards

The Insane Inflatable 5K — a new dynamic and extreme obstacle race, made up solely of inflatable obstacles — will challenge you, surprise you, and leave you bouncing back for more! Registration is now open! There is a minimum height requirement 42″ ~ no minimum age Prices Increase as the race day approaches! Register TODAY…

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