Upcoming Halloween Events in Western Massachusetts

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Halloween 2023 falls on Tuesday, October 31st, promising a lively celebration throughout Western Massachusetts.

Halloween in Numbers

Halloween festivities will span several days, with a wide array of events scheduled for the community’s enjoyment.

(Insert table or infographic to illustrate the number of events and their distribution across different dates)

Community Celebrations and Events


  • October 29th: Trunk or Treat at Agawam Congregational Church (4 p.m. – 6 p.m.)


  • October 29th: Trick or Treating Downtown (12 p.m. – 1 p.m.), followed by Halloween Spooktacular at Bangs Community Center (1 p.m. – 3 p.m.)


  • October 19th: Trunk or Treat at Bowie Elementary (5 p.m.)
  • October 26th: Chicopee Spooktacular at Szot Park (4 p.m. – 7 p.m.)
  • October 29th: Trunk or Treat at Faded Barber Lounge (4 p.m.)
  • October 30th: Trunk or Treat at Valley Opportunity Council (4 p.m. – 6 p.m.)


  • October 29th: Halloween Hayride at Deerfield Elementary School (5:45 p.m.)


  • October 13th: Costume Swap and Trunk or Treat at Mountain View School (5:30 p.m.)


  • October 31st: Halloween celebration in Downtown Greenfield (4 p.m.)


  • October 27th: Trunk or Treat at the police station (5 p.m. – 8 p.m.)
  • October 31st: Mall-O-Ween at Hampshire Mall (4 p. m.)


  • October 13th: Harper’s Haven Halloween Festival at Community Field (5 p.m.)
  • October 25th: Trunk or Treat at Holyoke High School (6 p.m. – 7 p.m.)
  • October 27th: Trunk or Treat at Holyoke Community College (5 p.m.)


  • October 27th: Rag Shag Parade at Ludlow Town Hall and Trunk or Treat at Ludlow Boys & Girls Club (6 p.m. – 8:30 p.m.)
  • October 29th: Aura Day Spa Trunk or Treat (11 a.m. – 1 p.m.) for the benefit of George, a paralyzed bulldog.


  • October 21st: KID’S ZONE Block Party (1 p.m. – 5 p.m.) at McKay St. Parking deck


  • October 28th: Haunted Strathmore at Strathmore Park (4 p. m.)

South Hadley

  • October 27th: Trunk or Treat at Beers and Story (5:30 p.m. – 7:30 p.m.)


  • October 22nd: Boo Bash by United Way of Pioneer Valley (11 a.m.) in Tower Square Park
  • October 28th: AIC Trunk or Treat Event (1:30 p.m. – 3:45 p.m.) at AIC’s athletics complex on 125 Cortland Street


  • October 28th: Fall Public Safety Festival (3 p.m.) at the elementary school.

West Springfield

  • October 27th: Trunk or Treat at Central Chevrolet (5:30 p.m.)

West Stockbridge

  • October 31st: Trick or Treating (4 p.m.) with a party following in the Town Hall gym.


  • October 27th: Annual Downtown Trick or Treating (4 p. m. – 5 p. m.)


  • October 30th: Rag Shag Parade at 6:00 pm from Joe’s Garage on South Main Street

Community Involvement

Western Massachusetts communities are actively encouraged to participate by submitting details of their Halloween events via email to [email protected].


Western Massachusetts is anticipating an exciting Halloween season with a diverse range of events catering to all ages. Community involvement and participation will enhance the festivities, creating memorable experiences as the region celebrates this iconic holiday.

Credit and Rights: OMG I Yoga

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