Dutchess County Classic

An annual 5K run/walk and kids 1 mile race on the streets of Chelsea, NY located in the town of Wappingers ( NOT the Chelsea in NYC) to benefit the Chelsea Fire Company, and The Robert VanTassel “Live the Dash” scholarship. Given to 2 Beacon High School Seniors, who show sportsmanship, integrity, and 100% commitment to his/her running goals.

In 2023, we changed the name of the race to The Robert Van Tassel Live the Dash 5k. Bobby was the race coordinator from the beginning. He ran the race every year and gave the medals out at the end. He was the Fire District Commissioner, past chief, and held every office over the 40 years he served CFD. He passed on October 20, 2022. Running was his passion. He ran until his very last breath. We continue this race in his honor. “LIVE THE DASH”!! The race starts and ends at the fire station on Liberty St. and takes you along the Hudson River. Want to run with friends or family, sign up together!

Like Running or Walking? Love Wine? This race is for you!

Join us on Sunday, August 16, 2026 at 10:00am for an exciting annual event that features the amazing scenery and landscape of the Millbrook Vineyards & Winery! This winery was called "the Hudson Valley's Flagship winery" by The New York Times! So come out and join us for this amazing event! Whether you are looking to run, walk or just enjoy the wine this race is a sure thing for a great time and an incredible experience! This race is timed and scored by J3 Timing. Results will be posted at www.J3Timing.com.

Registration Includes:

• T-shirt: Super Soft Ring Spun Cotton t-shirt included!

• Wine Glass: Shatterproof, Collapsible, and Portable!

• Finisher Medal: Doubles as a Wine Stopper!

• Race Bib: Chip timed 5k run/walk

• Results Posted Online

• ...and of course, a pour of wine!