2026 Halloween Happenings

As spooky season begins, it’s crucial to know when to break out those costumes and candy buckets.
As spooky season begins, it’s crucial to know when to break out those costumes and candy buckets.(MGN (Custom credit) | MGN Image (Credit))
Published: Sep. 24, 2026 at 2:59 PM EDT|Updated: Oct. 19, 2026 at 11:28 AM EDT

(WGGB/WSHM) - As spooky season begins, it’s crucial to know when to break out those costumes and candy buckets.

Check out the following list of family-friendly and trunk-or-treat events planned for this October:

AMHERST

  • Wednesday, October 28: 4:30 p.m. to 6:30 p.m. - The Mill District Trunk or Treat, 91 Cowls Road

BELCHERTOWN

  • Saturday, October 17: 4 p.m. to 7 p.m. - Belchertown 4-H Trunk or Treat, Belchertown Common ($3 per child, benefits the 4-H)
  • Wednesday, October 28: 5:30 p.m. to 7 p.m. - Swift River Elementary School Trunk or Treat, 57 State Street

CHARLEMONT

  • Saturday, October 31, 5 p.m. to 7 p.m. - Berkshire East Trunk or Treat

CHICOPEE

  • Thursday, October 22: 4 p.m. to 7 p.m. - City of Chicopee’s Spooktacular at Sarah Jane Park, 21 Vivian Street

EASTHAMPTON

  • Saturday, October 31: 5 p.m. to 8 p.m. - Pulaski Club Trunk or Treat, 79 Maple Street

EAST LONGMEADOW

  • Thursday, October 29: 4:30 p.m. to 6:30 p.m. - Pleasant View Senior Center Trunk or Treat, 328 North Main Street

GRANBY

  • Thursday, October 22: 6 p.m. - Granby Free Public Library Halloween Bingo for Books

GREENFIELD

  • Friday, October 30: 4 p.m. to 7:30 p.m. - Downtown Greenfield Rag Shag Parade, Trick or Treat, and Costume Contest

HAMPDEN

  • Saturday, October 24: 4:30 p.m. to 6 p.m. - Haunted Trunk or Treat at Town Hall, 85 Wilbraham Road
  • Sunday, October 25: 8 a.m. to 10 a.m. - Halloween Hustle Costume Fun Run, 146 Western Avenue

HOLYOKE

  • Friday, October 2: 5:30 p.m. to 7 p.m. - Holyoke Parks and Recreation’s annual Harper’s Haven Halloween Event, Community Field
  • Friday, October 9: 4 p.m. to 8 p.m. - Enlace de Familias Trunk or Treat at The Armour Yard, 164 Race Street
  • Saturday, October 24: 1 p.m. to 3 p.m. - St Paul’s Episcopal Church Trunk or Treat, 485 Appleton Street
  • Sunday, October 25: 1 p.m. to 3 p.m. - Wistariahurst Museum’s Sensory Friendly Trick or Treat (sign-ups required)
  • Thursday, October 26: 5 p.m. to 7 p.m. - Holyoke Mall Mall-O-Ween Trick or Treat

LONGMEADOW

SHELBURNE FALLS

  • Saturday, October 31, 5 p.m. - Rag Shag Parade, Depot Street

SOMERS

  • Sunday, October 25: 12 p.m. to 4 p.m. - Sonny’s Place Trunk or Treat, 349 Main Street

SOUTH DEERFIELD

  • Saturday, October 24: 12 p.m. to 4 p.m. - Yankee Candle Village Halloween Celebration
  • Sunday, October 25: 12 p.m. to 4 p.m. - Yankee Candle Village Halloween Celebration

SPRINGFIELD

  • Saturday, October 24: 10 a.m. to 5 p.m. - Halloween at the Museums at Springfield Museums, 21 Edwards Street (event free with museum admission)
  • Thursday, October 29: 5 p.m. to 7 p.m. - Shriners Children’s Trunk or Treat, 516 Carew Street
  • Friday, October 30: 4 p.m. to 7 p.m. - Community Halloween Party, Indian Orchard Citizens Council, 117 Main Street

WESTFIELD

  • Friday, October 30: 4 p.m. to 5 p.m. - Downtown Westfield Trick-or-Treating, Elm Street

WEST SPRINGFIELD

WILBRAHAM

  • Sunday, October 25: 4 p.m. to 6 p.m. - All American Gymnastic and Dance Academy Trunk or Treat, 65 Post Office Park (note: some vendors may require payment from some products for services)

List current as of October 19 and subject to change

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