Berkshire County is hosting a wide range events during the last week of the spooky season, including parades, pumpkin carving, and more
Pittsfield Halloween Parade
Tyler Street, Pittsfield
Tyler Street will be a haunting ground for ghosts and ghouls once more this year.
The city's annual Halloween parade returns on Friday, Oct. 28, at 7 p.m. after a two-year absence due to the COVID-19 pandemic. The last parade was in 2019.
This will be the 76th Halloween parade in the city. It was originally held on North Street and was moved to Tyler Street in 2011.
The parade route will begin on Tyler Street at the corner of Tyler and Smith streets and end at Woodlawn Avenue.
The following roads will be closed beginning at 5 p.m.:
Tyler Street from First to Pine streets.
Smith Street from Tyler to Burbank streets.
Burbank Street from First Street to Morningside School.
Second Street from Orchard to Burbank streets.
The parade will also be broadcast on Pittsfield Community Television.
The Stockbridge Halloween Parade and Pumpkin Walk is happening this Friday, Oct. 28, starting at 6 p.m.
Children and their families can meet at the corner of Main and Pine Streets and march up Main Street to the front lawn of the Stockbridge Library for cider and doughnuts.
The library will be hosting a storytime at 6:30, a children's craft table, and the pumpkin walk-about.
The Pumpkin Walk is a free event sponsored by Mill City Productions, in collaboration with the Adams Council on Aging and the Adams Events Committee. The public is invited to stroll around an outdoor display of jack-o'-lanterns and enjoy free cider and doughnuts. Treats have been donated by Shire Cottage Bakery, Mill City Productions, Shire Donuts, and the Adams Events Committee.
The walk will be held on Saturday, Oct. 29, and Sunday, Oct. 30, from 5:30 to 7:30 p.m. All children must be accompanied by an adult.
A pumpkin carving session at the Visitors Center on Friday from 5 to 7 pm. Tools, cleanup, and snacks will be provided. Bring your own pumpkin (a limited number will be available on a first-come, first-serve basis) or drop off a carved pumpkin during that time.
Tamarack Hollow's is hosting a haunted hollow hike this Friday, Oct. 28 from 7 p.m. until 9 p.m.
There will be a short guided night hike of the cultural center's woodland trails to learn about the boreal trees. They will conclude with a campfire where they will tell seasonal stories and have marshmallows and hot cider.
Registration is required and it costs $20 per person. Email aimee@gaiaroots.com to register. It is recommended participants be over the age of 10 and up.
A flashlight and chair for the campfire is not provided. More information here.
13 Nights at Jiminy
Jiminy Peak Mountain Resort, Hancock
Jiminy Peak's 13 Nights concludes this weekend.
People from around the region head to Jiminy Peak Mountain Resort for its "13 Nights Haunted House" to be scared out of their wits.
The resort's grounds and buildings are decorated to instill terror as hidden actors give the willing participants a fright every Friday through Sunday from 6:30 to 10:30 p.m. throughout October.
The age recommendation is age 10 and older. Haunted House admission costs $27.
Participants are also welcome to ride through the darkness with the resorts Mountain Coaster for $15 a ride.
The Scream and Scare Package includes one trip through "13 Nights" and two rides on the coaster for $44.
The Christiansen's Tavern will be open to purchase drinks, dinner, or a snack Friday through Sunday from 5 until 10:30 throughout "13 Nights."
The North Adams's farmers market will conclude its season this Saturday from 9 until 1 p.m. into October in the parking lot across from St. Elizabeth's Church.
The Williamstown Farmers Market will also conclude its season this Saturday from 9 a.m. until 1 p.m. in the parking lot at the bottom of Spring Street.
This year the market features a fishmonger, knife sharpener, baker, chef, and much more.
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Pittsfield Man Pleads Guilty to 2025 Assault, Firearm Charges
Staff ReportsiBerkshires
PITTSFIELD, Mass. — A city man is facing up to nine years in prison after pleading guilty to multiple assault and firearm charges from last year.
The Berkshire District Attorney's Office has reported that on Thursday, Oct. 15, Jarvis L. Chadwell Jr., 20, pleaded guilty to 10 charges and was sentenced to 7 to 9 years in state prison following an incident on Oct. 18, 2025.
Police say that he fired a gun multiple times in a vehicle over an argument, striking the car and nearby home.
"This incident was not just alarming because there was gun violence, but also because it occurred in such close proximity to a school. I will not waver on my stance towards gun violence in our community — gun violence must be prosecuted to the fullest extent of the law," District Attorney Timothy Shugrue said.
"While I am committed to supporting those who need our help with recovery options and courts of hope, we must also protect our children and communities from the threat of violence that can claim lives in an instant. I commend the Pittsfield Police for their response and dedication to quickly solving this crime."
This occurred near Morningside Community School, which was retired at the end of the last academic year.
Charges:
armed assault with intent to murder
attempted assault & battery by discharging a firearm
witness intimidation
malicious destruction of property
resisting arrest
assault and battery on a police officer
illegal possession of a firearm
illegal possession of a large capacity feeding device
possession of ammunition without a firearm identification card
possession of a firearm during the commission of a felony
Probation conditions include a mental health evaluation and aftercare; sign any releases required by probation; and refrain from abuse of the named victim, including threats of violence.
Pittsfield Police responded to a ShotSpotter activation at 65 Cherry St. just before 1 a.m. on that day in 2025. Upon arrival, police say witnesses confirmed hearing a gunshot and observing a man fleeing the area.
"While outside the 65 Cherry Street residence, officers observed a vehicle parked near the neighboring residence with a bullet hole in the windshield and an additional bullet hole in the side of 67 Cherry Street. Based on witness descriptions at the scene, law enforcement was able to quickly locate the Defendant within 30 minutes of the incident," a press release from the DA reads.
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