Chester On Track XXXIII

2026-03-26T00:00:00-04:00
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Save the date! May 20th we will be at Chester On Track with a very large display in two tents! Get the details of this Town Wide Festival HERE 

Get the MAP HERE

LIVE FEED HERE!

Our Massive Parade Begins at 10AM

Events All Day At Multiple Locations

www.chesterontrack.com

 

Chester On Track takes place in downtown Chester right off of Rt 20

  • From Mass Pike to exit 41 in Westfield, bear right at the 1st traffic light and follow US202 to Franklin/Rte. 20 West (right turn at the CVS) and follow Rte. 20 West ~20 miles to Main Street on the right in Chester.
  • From Mass Pike to exit 10 in Lee, then take Rte. 20 East ~16 miles to Main Street on your left.
    Activities And Times Subject to Last Minute Changes

    Chester Railway Station

    Blue Caboose

    • Breakfast Served 7am -10:30am
    • Lunch served 11:00am – 3:00pm

    Inside The Station

    • Model Train Displays
    • Postal Cancellations
    • Station Gift Shop
    • Specialty Vendors

    Main Stage – Live Stream

    • The Jenny Basset duo
    • Janet Ryan Band
    • The 413’s and
    • Mark Franklin.
    • In case of rain, Town Hall Stage

    Station Grounds

    • Revolutionary War Re-Enactors
    • Hight Striker Game
    • Hand hewn woodworking demo
    • Westfield River Wild & Scenic Fish Prints
    • Ham Radio and Morse Code demo
    • CCC Camp Exhibit
    • Delta Square Axe, Rustic Tool Demo
    • Pioneer Valley Live Steamers

    Duck Race – 2PM

    • Start: Hamilton Emery Company on Middlefield St.
    • Finish: Under the Main St. Bridge.

    Food

    • ‘Autumn’s Bistro’, Taco’s, Cotton candy on the Ballfield
    • Boy Scout Food Booth
    • The Cornerstone Church on Maple St*
    • Blue Note/Classic Pizza on Main St
    • Chester Common Table on Main St.
    • Carms Restaurant and Coffee Shop on Rt 20

    Main Street

    • Craft Fair & Plant Sale
    • Face Painting
    • Steam “one-lungers” & Gas Engines
    • Chester Fire Dept. Duck Race 2PM
      Tickets $5 each or 5 tickets for $20
    • Drowsy Dragon Gourmet Treats
    • Kettle Corn
    • Free Wagon Rides
    • Sheriff and Ambulance
    • Boy Scout Food Booth
    • JLBA “Business Expo”
    • Baptist Church Info
    • Music by Just Us (on the porch of Chester Inn)

    Maple Steet

    • Classic Cars
    • Antique Tractors

    Riverfront Street

    • Antique Fire Truck
    • Chester Fire Department

    Chester Ball Field – The Fun Spot

    • Bounce House
    • Lawn Tractor Pulls
    • Hamden County Sheriff’s Equine & K-9
    • Friends of the Library Story-Walk
    • Steam Train Derby
    • Kiddy Train Rides
    • BSA Archery
    • 4-H Juniors Water, Soda, and Candy bars
    • And More Fun, Games and Food

    Huntington Rd/Route 20

    Hamilton Library

    • Book and Bake Sale on the front lawn
    • Mineral Collection Open for Tours

    Old Jail House and Chester Historical Museum

    • Open for tours

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