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Trick-or-Treat, Halloween Events 2025

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Halloween falls on a Friday this year. Some communities may hold their trick-or-treating hours during the weekend, or hold events ahead of the holiday. Check back as the holiday approaches for what your town is doing. 

If you are going door-to-door, remember to dress appropriately, carry a flashlight and only visit homes with lights on in your neighborhood. 

Below is a list of towns holding trick-or-treat hours on Halloween, unless otherwise noted. Those towns that are crossed out are dates from last year that have not been updated. The towns with the asterisks are the same times every year.

If you don't see your town listed and you know the hours, let us know at info@iberkshires.com.

There are also plenty of other fun holiday-related events happening in the Berkshires, too! If your organization is holding something Halloween-related, let us know at info@iberkshires.com.

Trick-or-Treat hours on Halloween unless otherwise noted

Adams: 5:30 to 7:30 p.m. The Lion's Club annual Halloween Parade steps off from the Adams Community Bank parking lot at 3 p.m. on Sunday, Oct. 26, and marches down Park Street to the Visitors Center for hot dogs and candy. More information here.

Becket:  5 to 7 p.m. 

Cheshire: 5:30 to 7 p.m.; Costume parade Sunday, Oct. 27, starting at 1 p.m. from the Community House and ends at the Police Station and annex building for a haunted experience and refreshments. Sponsored by the Police Association and the Cheshire Recreation Committee. Dress in your best costume.

Clarksburg: 5 to 7 p.m.; the Volunteer Fire Company is hosting a trunk-or-treat at the fire station from 5:30 to 7; the PTG is hosting a movie night at the Town Field with "It's the Great Pumpkin Charlie Brown" and "Hotel Transylvania" on Saturday, Oct. 25, beginning at 6 p.m. (wear a costume, bring a chair.)

Dalton: 5:30 to 7 p.m.

*Florida: 5:30 to 7:30 p.m.; Florida Fire Department hosts a "Spooktacular" hay ride starting at Chilson's Pond at 6 p.m. on Saturday, Oct. 25, with a 50/50 raffle, bake sale and free refreshments. Cost $10 per person; ages 5 and younger free. 

Great Barrington: 5:30 to 7:30 p.m. 

Hancock: 5:30 to 7 p.m.; trunk-or-treat at the school, Saturday, Oct. 25, from 4:30 to 6 p.m.

Hinsdale: 5:30 to 7:30.

Lanesborough: 5 to 7 p.m.

Lee: 5 to 7.

Lenox: 5:30 to 7 p.m.; downtown trick or treat Friday, Oct. 25, from 5:30 to 7 (pumpkin in the window at participating stores).

Monterey: 5 to 7; trick-or-treat at the Community Center, Town Hall and the firehouse; Bowie the Clown will be at the library from 4:30 to 6.

*Mount Washington: No designated times

New Ashford: 5 to 7.

New Marlborough: 5 to 7:30.

North Adams: 5:30 to 7 p.m.; Friday, Oct. 24, NBCC Downtown Trick-or-Treat from 4:30 to 6, and "CarnEvil" haunted house in the Mohawk Theater from 6 to 10.

Otis: Trunk or Treat at Otis Ridge on Saturday, Nov. 1, from 5 to 7. Register to hand out candy at townofotisrec@gmail.com. More information here

*Peru: No posted hours

*Pownal, Vt.: No posted hours.

Pittsfield: 5:30 to 7 p.m.; Halloween parade returns this year on Friday, Oct. 24, and steps off from the corner of Tyler and Smith streets at 7 p.m. and ends at Woodlawn Avenue. 

Readsboro, Vt.: Halloween: haunted house at Historic Memorial Hall in Wilmington from 4 to 7; Pumpkin Festival at Whitingham Municipal Center from 5 to 7. 

Richmond: 5:30 to 7 p.m.; Trunk-or-Treat on Friday, Oct. 25, at the school from 5:30 to 7:30 p.m. 

*Sandisfield: No posted hours

Savoy: Savoy Fire Department hosts a trunk-or-treat on Saturday, Oct. 26, at from 1 to 2 at the town park, rain or shine.

Sheffield: Trunk-or-treat is Saturday, Nov. 1, from 5 to 7 in the Town Hall parking lot; contact UMEPTO1@gmail.com by Oct. 24 to reserve a spot.

Stamford, Vt.:  6 to 7:30 p.m.

Stockbridge: Trick-or-treat 5 to 7. Trunk-or-Treat, Halloween Parade and Pumpkin Walk will take place on Friday, Oct. 24, for area children; meet at the corner of Main and Pine Streets at 6 p.m. to march to the library for cider, doughnuts and drop-in crafts. More information here

West Stockbridge: 4:30 to 6:30 p.m.; Halloween party begins at 6:30 in the Town Hall pavilion; costume contest at 7.

Washington: Friday, Oct. 24, John FX Keator Memorial Pumpkin Walk begins at 6 at the town park with hay rides, bonfire, jack-o'-lanterns and refreshments. No pets.

Williamstown: 5:30 to 7:30 p.m.  

Windsor: Trunk or Treat at the town park, Saturday, Oct. 27, 3 to 5 p.m.?

 

Halloween Safety Tips from the state Department of Fire Services:

* Remind youngsters to cross at crosswalks or corners and not to dart out between parked cars. More children are hit by cars on Halloween than any other single day.

* Children should carry a flashlight or glow sticks; costumes should be bright-colored or have reflective tape to highlight them.



* Be sure all parts of costumes are labeled flame retardant.

* Costumes should not have trailing materials or tails long enough to cause falls.

* If a child is wearing a mask instead of make-up, make sure the eye holes are large enough to see through clearly.

* Make sure your home is well-lit inside and out and that there is a clear path to your door.

* Use a small flashlight or battery-operated tea light in pumpkins instead of a candle.

* Keep decorations like cornstalks and leaves away from heat sources and lit candles.

* Children under 12 should always be with an adult. It’s best to take little ones out early. If older children are going out without you, go over the ground rules first and set a curfew. Have them travel in a group and with a cell phone and flashlight.

* Fireworks are dangerous and illegal in Massachusetts. The ban includes firecrackers, cherry bombs and party poppers.


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If you would like to contribute information on this article, contact us at info@iberkshires.com.

Veteran Spotlight: Marine Corp. Tim Woodward

By Wayne SoaresSpecial to iBerkshires
FALMOUTH, Mass. — Tim Woodward served his country in the Marine Corps as a corporal from 1983 to 1987. 
 
Having grown up with Tim, you knew he was the type of person who would succeed at whatever he attempted. His drive and discipline set him apart from his peers, even at a young age. He would have four college acceptances after graduating from Falmouth High School, but put them on hold to enlist in the Marines, where he did his basic training at Parris Island, S.C. 
 
"It was definitely an eye opener," he said. "I had some pretty good preparation as my father and uncle were Marines. It was a lot of work, more mental than physical, and a lot of people weren't prepared for that. 
 
"I wasn't fearful. It was about earning the title of U.S Marines. I'm proud of the fact that I was selected for just about every leadership position in my platoon, including Honor Man. I had a great time."
 
Woodward's first assignment would take him to the former Naval Air Station Memphis in Tennessee for aviation electronics training through a rolling admissions program. 
 
"Made it all the way through — I was pretty good at troubleshooting. I always wanted to fly jets but ended up working on them," he said. "After schooling, I was sent to Whidbey Island, north of Tacoma and Seattle, Wash., where I was attached to Navy Squadron VAQ-129, where I learned to test the electronics on the Grumman EA 6B Prowler.
 
"I also did five months with VAQ-29. I remember when you drove into the base the sign overhead said, 'EXCUSE OUR NOISE, IT'S THE SOUND OF FREEDOM,'" Woodward said. "I had a chance to climb on the jets, wash them like your car, walk on the wings — lots of good memories." 
 
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