2026 Halloween Happenings

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
- Saturday, October 31: 8:30 a.m. - Center School’s Halloween Hustle 5k Run and Walk, 837 Longmeadow Street
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
- Saturday, October 17: 4 p.m. to 6 p.m. - Central Chevrolet Trunk or Treat, 675 Memorial Avenue
- Saturday, October 24: 1 p.m. to 4 p.m. - West Springfield Parks and Recreation Trick or Treat Trail, 459 Morgan Road (West Springfield residents only, registration required, $10 per child)
- Sunday, October 25: 3:30 p.m. to 4 p.m. - First Church West Springfield Trunk or Treat, 108 Park Street (admission fee is donation of canned or boxed food for parish cupboard)
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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