Berkshire County Sees a Flock of Thanksgiving Eve Events

By Brittany PolitoiBerkshires Staff
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PITTSFIELD, Mass. — While some may be busy preparing turkeys and sides for Thursday's big feast, others may want to go out on the town and connect with old friends the night before.

The night before Thanksgiving, has become a popular bar night for adults largely because people are home for the holiday.

Last year, BeerBoard reported an more than 62 percent rise in on-premise alcohol sales the night before Thanksgiving compared to the previous Wednesday.

Urban Dictionary describes the unofficial holiday as "one of the biggest party nights of the year since this is the start of Thanksgiving weekend and most people are home for the holidays at this time."

Berkshire County is no exception, with multiple events on Wednesday night at bars and eateries and a lot of live music. For those who are willing to cross a state border, there are also a few events happening just outside of the county.

iBerkshires reminds those going out on Thanksgiving Eve to drink responsibly and have a happy holiday. 

Thanksgiving Eve 2022 Events:

Balderdash Thanksgiving Eve
Balderdash Cellars, 81 State Road, Richmond

Local musician Mike Duffy will be playing from 5 to 8 p.m. and the winery's hours are noon to 8 p.m.  Customers can bring their own food.

Thanksgiving Eve Music and Dancing
Great Barrington VFW, 800 Main St.

Pick-Up Line, a Berkshire County-based cover band, will be performing at the VFW from 8 to 11.  There is a $5 cover charge.


Thanksgiving Eve Karaoke Party


Bogies Steak and Ale, 935 S Main St., Great Barrington

Karaoke and dance music begins at 9 p.m. The restaurant is normally open until 11 p.m.

Thanksgiving Eve Wobble
VFW Post 996, 573 Mohawk Trail, North Adams

From 9 p.m. to midnight, DJ 2BigMan will be playing music. The event promises "cheap drinks, good friends, and great tunes."

Thanksgiving Eve with All Over the Map- 8 p.m. to 11 p.m. at 
M&M's Tap and Tavern, New Lebanon, N.Y.

All Over the Map, which features Brad Licht and Zoltan Nemeth from the band SHYNE, will be playing cover tunes from musicians such as Bon Jovi, Scorpions, Jimmy Buffet, Creedence Clearwater Revival, Supertramp, Bryan Adams, and AC/DC from 8 to 11 p.m.

Patrons can go early and have dinner; kitchen closes at 9 p.m.  The restaurant also has an axe-throwing bar attached to it that features six axe-throwing lanes, pool tables, and darts.

New Saviors Thanksgiving Eve Bash 8 p.m. to 10 p.m. at
The Avocado Pit, 201 South St., Bennington, Vt.

Southern Vermont/Upstate New York hard rock band New Saviors will be performing with Peach Misfits and Bove from 8 to 10 p.m. with no cover charge. 

 


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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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