Every Year On The
Saturday Before Memorial Day
9AM - 4PM | Rain or Shine

Our Massive Parade Begins at 10AM
Events All Day At Multiple Locations

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
  • High 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.


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

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
  • Baptist Church Info
  • Music by Just Us (on the porch of Chester Inn)

Maple Street

  • Classic Cars
  • Antique Tractors

Riverfront Street

  • JLBA Home Show
  • Antique Fire Truck
  • Chester Fire Department

Chester Ball Field - The Fun Spot

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
Site Map

Mass Appeal’s 2023 Chester On Track Segment

A Fun Time Every Year

previous arrow
next arrow