Weekend Outlook: A Haunting Time

By Breanna SteeleiBerkshires Staff
05:54PM / Thursday, October 16, 2025Print Story | Email Story

Check out the fun events happening this weekend in the Berkshire's including Halloween themed events and fall festivals.

Editor's Pick

The Vagabond Ball

The Colonial Theatre, Pittsfield

Friday, Oct. 17 at 7:30 p.m.

Enjoy a night of dancing and live music at the Colonial Theatre. Featuring artists Bella's Bartok, The Slambovian Circus of Dreams, and The Picky Bastards who will provide different types of music perfect for the fall season. Tickets are $30 each.

Multiple Days

Pumpkinfest 2025

Whitney's Farm & Market, Cheshire

Every Friday through Sunday until Halloween

Join the festivities at Whitney's Farm on Route 8 with hay rides, games, glitter tattoos, and more. Kids can venture off into the corn maze or make a new acquaintance at the petting zoo that includes a mini pony, baby goats, sheep, and a peacock.

Children can also scale different structures in the play yard and once they have worked up an appetite, pick up lunch in the farm market. Whitney's is located at 1775 South State Road in Cheshire and is open from 9 a.m. to 6 p.m. daily. More information here.

13 Nights Returns

Jiminy Peak Mountain Resort, Hancock

The terrifying favorite returns to provide a fright-filled weekend to participants brave enough to enter the haunted house.

Take a group of friends to participate in "13 Nights at Jiminy" every Friday through Sunday from 6:30 until 10:30 p.m. through the month of October.

The age recommendation is 10 and older. Tickets are $29.

You can also ride through the darkness with the resort's Mountain Coaster for $16; The Scream and Scare Package includes one trip through "13 Nights" and two rides on the coaster for $49.

The Christiansen's Tavern will be open to purchase drinks, dinner, or a snack Friday and Saturday.

More information and tickets here.

Fall Foliage Train Rides

Hoosac Valley Train Ride, Adams

Oct. 11 thru 13; Departure Times: 11:30 a.m., 1:30 p.m. and 3 p.m.

Gaze at Berkshire County's fall foliage on Berkshire Scenic Railway Museum's Speedliner featuring the two classic Budd Rail diesel cars, New Haven 41 and Baltimore and Ohio 1960.

Tickets range from $13 to $28. More information here.

Naumkeag Pumpkin Show

Naumkeag, Stockbridge

Oct. 1 to 31 on Wednesdays through Sundays from 5 to 9 p.m.

More than 1,500 jack-o'-lanterns will grin back at you.

Pumpkins, mums, and gourds decorate the mansion's grounds and are sure to be a spectacle the entire family will enjoy. Hot cider and fall treats will be available for sale on-site. Tickets can be purchased here.

Friday

The Vagabond Ball

The Colonial Theatre, Pittsfield

Time: 7:30 p.m.

Enjoy a night of dancing and live music at the Colonial Theatre. Featuring artists Bella's Bartok, The Slambovian Circus of Dreams, and The Picky Bastards who will bring you to your feet with all different types of music perfect for the holiday season. Tickets are $30 each.

More information and tickets here.

Saturday

Downtown Pittsfield Inc. its Alive: Kids Zone

St.Joseph's Church lawn, Pittsfield

Time: 10 a.m. to 1 p.m.

Kids are able to enjoy a bounce house, face painting, Halloween arts and crafts, giveaways, and more. Kids are encouraged to wear their Halloween costumes to enjoy a day of fun Halloween activities.

Downtown Pittsfield Inc. Its Alive: Night Circus

Dunham Mall, Pittsfield

Time: 3 to 6 p.m.

Bring the family and friends out to enjoy a variety of live music and performances hosted by Downtown Pittsfield Inc. Enjoy two fire performances by Jesse M. Thomas. Enjoy food and beverages from different businesses. Also enjoy a tarot reading by Emily Dunsay.

Downtown Pittsfield Inc. Its Alive: Teen Dance Party

Liberty Street, Pittsfield

Time: 7:30 to 9 p.m.

High School students can enjoy a night of dancing from a live DJ. Students are able to wear their Halloween costumes with no face masks if they want to. There will be a face painter who can do glitter and glow paint for free. There will be drinks for purchase from WANDER.

Open to current Berkshire County High School Students with their school ID only.

More information for all three of these events here

Downtown Bennington Harvest Festival

Main St, Bennington VT

Time: 10 a.m. to 5 p.m.

Bring the family to enjoy a free day of kids activities, live music, local vendors, and more.

More information here.

Berkshire County Walk to End Alzheimer's

Adams Visitor Center

Time: 8 a.m.

Join the walk or encourage those walking to end Alzheimer's this weekend.

More information here.

Murder Mystery: Midnight at the Masquerade

Milne Public Library, Williamstown

Time: 7 to 9 p.m.

Celebrate Halloween with a murder mystery at the library. Dress up to fit a character and determine who is the murderer. Enjoy adult beverages and snacks and solve the crime at hand.

More information here.

Clarksburg School's Annual Haunted Hayride

Clarksburg State Park, 1199 Middle Road

Time: 6 to 9 p.m.

Families can climb aboard hay-covered trailers for a ride down a glowing, pumpkin-lined road into the "haunted" camping area, where spooky scenes and decorations await.

Be sure to stop by the concession stand for delicious treats and warm drinks to keep you cozy while you enjoy the festivities.

This event is organized and staffed entirely by volunteers from Clarksburg School, the local community, and area businesses. All proceeds support Clarksburg School's eighth grade.

Admission: Ages 6 and up – $10; Ages 5 and under – $5, Cash only

Rain date: Saturday, Oct. 25

Sunday

Shadow Puppetry Workshop with Sandglass Theater

27 Park Street, Adams

Time: 11 a.m.

Bring the kids to learn about shadow puppetry. Using differents lights and shadows you will learn how to to tell and create a story using shadows. Tickets are $15 each.

More information and tickets here.

Fall Festival Craft Fair

Berkshire Hills Country Club, Pittsfield

Time: 10 a.m. to 3 p.m.

Enjoy local crafters with unique handmade items to choose from.

More information here.

Farmers Markets

Great Barrington
18 Church St.
Saturday: 9 a.m. to 1 p.m., through Nov. 8

The market is open every Saturday. Every week, locally grown food, flowers, and plants will be available, along with other local vendors. The market accepts and offers doubling SNAP, HIP, WIC, and Senior market coupons. More information is here.

Lee
The Town Park
Saturdays: 10 a.m. to 2 p.m., through Oct. 11

The market offers locally grown produce, prepared foods, locally created arts and crafts, and herbal products. YogaLee offers free community yoga from 9:30 to 10:30 on the first Saturday of each month.

The market accepts SNAP, HIP, Senior Coupons, and WIC Coupons and also offers Market Match. More information here.

New Marlborough

Village Green

Sunday: 10 a.m. to 1 p.m., until weather turns

The market has local vendors that offer a variety of goods from produce, eggs, baked goods, jams, hand-knit items, maple syrup, and more. More information here.

North Adams

Main Street

Saturdays: 9 a.m. to 1 p.m., through Oct. 25

The farmers market will set up on the south side of Main Street.

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Companion Corner: Buster at Berkshire Humane Society

By Breanna SteeleiBerkshires Staff
02:19PM / Wednesday, October 28, 2026

PITTSFIELD, Mass. – There is a fun and loving boy who is ready to get a fresh start with a new family who will take care of him.

iBerkshire's Companion Corner is a weekly series spotlighting an animal in our local shelters that is ready to find a home.

Buster is a one-year-old Husky mix who has been at the shelter for about two months.

Canine caregiver and adoption counselor Simone Olivieri introduced us to Buster.

"He is very sweet and social. He loves people. He likes kids. It does take him a little while to warm up to new people and build some trust. And then once you do build that trust with him, he's very goofy, and he likes to play and jump on you and mouth playfully and gently, and he does get really excited with his people that he has a strong connection with."

Olivieri said Buster was an unclaimed stray who fell on hard times before going to the shelter. Olivieri said they assume he is approximately one, but his exact age is unknown.

She said that they are unsure of his history, but he could have some kind of soft tissue damage. They conducted X-rays, but they came back inconclusive. There are no breaks in any of his bones, but he has some periodic lameness, and some further diagnostics would be something the shelter requires.

Furthermore, he does occasionally lift up one paw, but he does not show that he is in any pain.

"He came in pretty emaciated. We've gotten some weight on him. He's a little bit hunched in his spine. And again, the X-rays didn't show anything, but there could be something else going on that, like MRI, ultrasound could detect."

She said he needs a home and family that would be willing to keep him current with a veterinarian and able to address anything that comes up health-wise.

"He occasionally will show these symptoms, whether it was just from an old injury or something that possibly could still bother him. So right now he is on some restricted exercise. We're doing leash walks with him only," she said. "He can't really, at this point, run around freely because he could kind of further damage that leg if there's anything really really going on there, so he's a little bit of a puzzle. Like we said, we don't know exactly what happened to him in his past, and we are trying to keep him comfortable. He's not in any pain right now, but that lameness will crop up every once in a while with him."

But Buster can go to a home with cats and kids eight and up.

"He can go to a home with cats, and while he does like other dogs, we're saying he will do best as the only dog, just because he's got a couple medical issues going on and roughhousing with other dogs probably isn't best for him at this point. While he could have some doggy friends and go for some walks and gentle playdates with other dogs."

"He does like kids, but again, he is a little bit kind of sensitive to some body handling and being grabbed and that kind of thing. So we just want to keep him nice and comfortable with where he goes home," she said.

Buster loves to play and be pampered. He loves walks and being out in the woods and can be silly, especially with his picky eating.

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