All year long Halloween enthusiasts hide away their pointed hats and pause their D Minor music awaiting their beloved holiday's return. What better way to celebrate its return than by visiting a few of Berkshire County's Halloween activities; here are our must-do Halloween activities in Berkshire County.
13 Nights at Jiminy
Jiminy Peak Mountain Resort, Hancock
Many locals fly 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."
Take a breath from fright and relax at Naumkeag for its pumpkin show.
The museum decorates the gardens with more than 1,500 jack-o'-lanterns, hundreds of mums, pumpkins, and countless gourds – most of which were grown at Naumkeag.
Hot cider and fall treats will be available for sale on-site.
Tickets must be purchased online in advance. Ticket time represents your arrival window.
No parking is available onsite with this general admission ticket but designated parking spaces are available on both sides of Town Hall located at 50 Main St., along Main Street, or Elm Street.
The first shuttle will leave downtown Stockbridge at 5 p.m. and run every 5 to 10 minutes through the run of the show, the last shuttle will depart no later than 8 p.m.
Throughout October, Hancock Shaker Village opens its doors at night for a "spine-chilling evening of Shaker ghosts and mystery."
Participants will walk the dark paths of the village and venture into the dimly-lit halls of the Brick Dwelling to hear stories of ghost sightings, and learn about the Shakers' role in the spiritualist movement.
The recommended age for this spooky experience is age 12 and older. Tickets for this 90-minute adventure are limited and can be purchased here.
Purgatory Road
Dalton CRA, Dalton
The long-standing spooky event that raises money for suicide prevention, "Purgatory Road" returns this year on Friday and Saturday, Oct. 14-15, and, Friday, Oct. 21, from 7 to 10 p.m. to raise funds for the Berkshire Coalition for Suicide Prevention.
This year attendees will be taken through a "cursed haunted mansion" themed trail in the woods behind the Dalton CRA.
Tickets are $15 and are sold at the door. Check out our last article on the spooky hike.
Ghost Tours with Robert Oakes
Ventfort Hall, Lenox
Ventfort Hall hosts ghost tours with "Ghosts of the Berkshires" author Robert Oakes during which he will lead guests through the rooms and halls of the estate sharing tales of its hauntings.
"Stand in the places where the encounters occurred, listen to the firsthand accounts of those who experienced them, and maybe even experience something unusual yourself. This is not an active investigation," according to Ventfort Hall.
Admission is $27 and the minimum age to attend is age 12. Reservations are required. To purchase tickets call 413-637-3206.
Tickets are non-refundable and non-exchangeable. Payment is required to make a reservation for an event. Masks are required.
The Mount holds untold stories of its former dwellers that will be revealed during tours of the Edith Wharton's home this month.
During the two-hour long ghost tour, participants will be guided by veteran tour guides, including Robert Oakes, through the darkened halls of the turn-of-the-century home.
The tour contains adult content that is not appropriate for children under 12. Children under age 12 will not be admitted.
For those looking more for more of a fun rather than scary time, Proprietor's Lodge is hosting a costume party on Friday, Oct. 28.
Come dressed for the occasion. There will be plenty of music, dancing, food and a costume contest with cash prizes.
The fun starts at 7 p.m. Tickets are $25 per person; adults only.
Park Square Hauntings
Park Square, Pittsfield
Join local haunting expert Joe Durwin in exploring ghoulish legends of the historic Park Square District in this easy stroll around several iconic houses, venues, and other iconic buildings of downtown.
Held on Saturdays and Mondays, Oct. 15, 17, 29 and 31. Cost is $6 per person. Email berkshirehomehistorian@gmail.com to reserve your place.
Honorable Mentions Outside the County:
Field of Horrors
100 Farrell Road, Troy, N.Y.
Approximately 45 minutes from Central Berkshire County, "Field of Horrors" provides its guests with a scare in the all-new "Walking Trail of Terror."
"With acres and acres of carnage, there's plenty of room for everyone to get their fill of screams," its website states.
This year, participants will explore the the sadistic slaughterhouse of a deranged madman but are led out deeper into the field where they may encounter vicious killers or even his victims.
This chilling experience is not recommended for children under 10 years old. There will be strobe lights in use throughout the premises.
Approximately 50 minutes from Southern Berkshire County, "DementedFX," located at 530 Main St. in Holyoke provides a scary experience to its guests as soon as you enter the waiting area.
The waiting area was "transformed into an immersive theatrical experience" with characters roaming throughout and sound and lighting effects.
This haunting attraction was listed as the No. 1 Haunted Attraction in Massachusetts on TheScareFactor.com in 2018.
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Pittsfield 2025 Year in Review
By Brittany PolitoiBerkshires Staff
PITTSFIELD, Mass. — The city continued to grapple with homelessness in 2025 while seeing a glimmer of hope in upcoming supportive housing projects.
Founders James Shulman and his wife, Jackie, offered it to the city through a conveyance and donation of property, which was met with some hesitation before it was withdrawn.
Now, a group of more than 50 volunteers learned everything from running the ride to detailing the horses, and it is run by nonprofit Berkshire Carousel Inc., with the Shulmans supporting operating costs.
Median and Camping Petitions
Conversations about homelessness resumed in Council Chambers when Mayor Peter Marchetti proposed a median standing and public camping ban to curb negative behaviors in the downtown area. Neither of the ordinances reached the finish line, and community members swarmed the public comment podium to urge the city to lead with compassion and housing-first solutions.
"If you look at this as a public safety issue, which I will grant that this is entirely put forward as a public safety issue, there are other issues that might rate higher that need our attention more with limited resources," said former Ward 7 councilor Rhonda Serre.
Protesters and public commenters said the ordinance may be framed as a public safety ordinance, but actually targets poor and vulnerable community members, and that criminalizing activities such as panhandling and protesting infringes on First Amendment rights and freedom of speech.
Some housing solutions came online in 2025 amidst the discourse about housing insecurity in Pittsfield.
The city celebrated nearly 40 new supportive units earlier in December. This includes nine units at "The First" located within the Zion Lutheran Church, and 28 on West Housatonic Street. A ceremony was held in the new Housing Resource Center on First Street, which was funded by the American Rescue Plan Act.
These units are permanent supportive housing, a model that combines affordable housing with voluntary social services.
Pittsfield supported the effort with $750,000 in American Rescue Plan Act funds and some Community Development Block Grant funds. Hearthway, formerly Berkshire Housing Development Corp., is managing the apartments and currently accepting applications.
After the Wahconah Park Restoration Committee completed its work with a formal recommendation in 2024, news about the park was quiet while the city planned its next move.
The ice rink was originally proposed for Clapp Park, but when the project was put out to bid, the system came back $75,000 higher than the cost estimate, and the cost estimates for temporary utilities were over budget. The city received a total of $200,000 in donations from five local organizations for the effort.
Last year, there was $18 million committed between grant funding and capital borrowing.
The Parks Commission recently accepted a negotiating rights agreement between the city and longtime summer collegiate baseball team, the Pittsfield Suns, that solidifies that the two will work together when the historic ballpark is renovated.
It remains in effect until the end of 2027, or when a license or lease agreement is signed. Terms will be automatically extended to the end of 2028 if it appears the facility won't be complete by then.
William Stanley Business Park
Site 9, the William Stanley Business Park parcel, formerly described to have looked like the face of the moon, was finished in early 2025, and the Pittsfield Economic Development Authority continues to prepare for new tenants.
Mill Town Capital is planning to develop a mixed-use building on the 16.5-acre site, and housing across Woodlawn Avenue on an empty parcel. About 25,000 cubic yards of concrete slabs, foundations, and pavements had to be removed and greened over.
There is also movement at the Berkshire Innovation Center as it begins a 7,000-square-foot expansion to add an Advanced Manufacturing for Advanced Optics Tech Hub and bring a new company, Myrias, to Pittsfield.
Voters chose new City Council members and a largely new School Committee during the municipal election in November. The council will be largely the same, as only two councilors will be new.
Earl Persip III, Peter White, Alisa Costa, and Kathleen Amuso held their seats as councilors at large. There were no races for wards 1, 3, and 4. Patrick Kavey was re-elected to Ward 5 after winning the race against Michael Grady, and Lampiasi was re-elected to Ward 6 after winning the race against Walter Powell.
Nine candidates ran to fill the six-seat committee. Ciara Batory, Sarah Muil, Daniel Elias, Katherine Yon, Heather McNeice, and Carolyn Barry were elected for two-year terms.
Katherine Nagy Moody secured representation of Ward 7 over Anthony Maffuccio, and Cameron Cunningham won the Ward 2 seat over Corey Walker. Both are new to the council.
In October, Ward 7 Councilor Rhonda Serre stepped down to work for the Pittsfield Public Schools.
In 2025, the city remained challenged by the homelessness crisis, though the development of new supportive housing offered a promising outlook. click for more
The ribbon was cut on Thursday Dec. 19, on nearly 40 supportive permanent housing units; nine at The First, located within the Zion Lutheran Church, and 28 on West Housatonic Street. click for more
Disrepaired houses at 154 Francis Ave. and 224 Fourth St. will be demolished as part of the city's yearly efforts to address condemned properties. click for more
Our Friday Front Porch is a weekly feature spotlighting attractive homes for sale in Berkshire County. This week, we are showcasing 100 Northumberland Road.
click for more