There are several events this weekend, including a country festival fundraiser, Halloween-themed activities, and more.
Editor's Pick
Dalton Lions Club Country Festival
Stationary Factory, Dalton
Time: 6 to 10:30 p.m.
Grab your dancing shoes and get gussied up for Dalton Lions Club's inaugural Country Fest fundraiser.
The event will feature live performances from Hotshot Hillbillies, Whiskey Sour, and Kollin Kozlowski. Dust off your dancing shoes and learn to square dance with Cliff Brodeur and Terry Hall.
All the dancing is sure to tire you out, but the Lion's Club has that covered, too. Local restaurant Biggins Diggins will be on site to sell its homemade brisket, pulled pork, pulled chicken sandwiches, ribs, mac and cheese, cornbread, and other food.
Tickets are currently being sold. The first 100 tickets are only $25, and after that, they will be sold for $30.
Friday
Trick-or-Treat Bag Decorating
Berkshire Athenaeum, Pittsfield
Time: 1:30 p.m.
Get ready to go trick-or-treating this Halloween by decorating a bag for all your candy. After the half-day of school, the children’s library will help visitors decorate a bag to take trick-or-treating. More information is here.
North Adams Downtown Trick or Treat
Downtown Businesses
Time: 4:30 p.m. to 6 p.m.
Grab your costume and Halloween buckets or bags to get candy from participating businesses in downtown North Adams.
North Adams Police's Haunted Theater
Mohawk Theater, North Adams
Time: Friday, Oct. 25, at 6 pm
The North Adams Police Department is hosting a haunted theater at the Mohawk Theater from 6 to 9 pm. Entry is free. Children under 12 should be accompanied by an adult.
Pittsfield Halloween Parade
Tyler Street
Time: Friday, Oct. 25, 7 p.m.
The frighteningly popular parade returns with the theme of "Spooky Hollywood." Participants are encouraged to plan costumes and floats around their favorite Halloween movie. Register by Oct. 11 with the city's Parks & Recreation Department to participate or watch the magic along Tyler Street that night.
Premier of 'El Viaje: A Celebration af Stories Without Borders'
34 Depot St., Suite 101, Pittsfield,
Time: 7 to 9 p.m.
Premiere of the video podcast that explores diverse stories of immigrants in the Berkshires; in Spanish with English subtitles. The event is free. More information
here.
Saturday
Art Exhibit Closing Party
43 Eagle St., North Adams
Time: 6 to 8 p.m.
There will be a party to conclude the exhibit "Shadows Take Form" which features work by artists Carissa Toomey and Robert Patterson.
Family Pumpkin Carving Event
Berkshire Athenaeum, Pittsfield
Time: 10:30 a.m. to 1 p.m.
Join the library for pumpkin carving. The library will provide pumpkins, carving tools, and decorating supplies. There will also be craft-making, snacks, and more. Costumes are encouraged. The last pumpkin carving of the afternoon will begin at 1 p.m.
Hoosac Harvest Vendor & Craft Fair
Hoosac Valley Middle & High School
Time: 9 to 3
The Hoosac Harvest vendor and craft fair will feature more than 60 local vendors selling handmade crafts, jewelry, home decor, and more. Breakfast and goodies will be served throughout the event in the cafeteria; lunch starts at 11.
Halloween BOO Bash
Studio North Dance Arts, North Adams
Time: 5 to 7 p.m.
This family-friendly, spooky dance party features crafts, a snack table, and a costume contest. Tickets are $10. More information
here.
High Lawn Farm Halloween
535 Summer St., Lee
Time: 11 a.m. to 2 p.m.
This free event features a kids' and family costume contest, pumpkin painting, games and activities, music, raffle prizes, candy, ice cream, cider, donuts, and more.
Costume contest participants should arrive before 11:30 for registration.
Pumpkins for painting are available for purchase at the farm store. Dogs are allowed on leashes, and pup costumes are encouraged.
Berkshire Humane Society 'Choose Your Subaru' Raffle Drawing
Haddad Subaru, Pittsfield
Time: 8:30 a.m.
There will be a raffle drawing for a 2025 Subaru Crosstrek, Forester, or Outback.
The event also features a range of activities, including a free rabies and microchip clinic, a 1.2-mile fundraiser walk, a Family Dog School training demonstration, a dog Halloween costume contest, and more.
There will also be a "Second Chance" raffle for anyone who has purchased a Subaru raffle ticket to win donated raffle items. Although you do not have to be present for the raffle drawing for the car, participants must be present to win second-chance raffle items.
Tickets are $40 for one or three for $100. Tickets may be purchased until 15 minutes before the drawing of the raffle.
Pittsfield-Adams Elks Fall Craft Fair
27 Union St., Pittsfield
Time: 9 a.m. to 2 p.m.
The craft fair features baked goods, raffles, and handcrafted items. Entry is free. Information
here.
Haunted Family Hike
Old Mill Trail, Hinsdale
Time: 4 to 5:30 p.m.
There will be a spooky hike geared toward younger children led by Taylor Staubach
Berkshire Natural Resources Council Community Conservation Senior Manager. Costumes are encouraged.
BOOSQUET Halloween Party
Bousquet, Pittsfield
Time: 7 to 11 p.m.
This 21-plus event takes over two floors of the resort and features music, dancing, fiery cocktails and snacks, live performances, a Bonfire lounge, and more.
There will also be a costume contest. The first-place winners receive a swag bag from event sponsors, plus Bousquet Mountain Lift Tickets for the winter 24/25 season.
Tickets are $39. More information
here.
3rd Annual Fall Festival
Whitman's Feed Store, North Bennington, Vt.
Time: 11 a.m.
This free family and pet-friendly community event features local vendors on-site to inform visitors about their business and products.
There will also be local food vendors selling food, ranging from sweet treats to Hound Dogs specialties.
Bark or Treat
Roxie's Barkery, North Adams
Time: 11a.m. to 4 p.m.
Celebrate Halloween with your pup by visiting Roxie's Barkery for its 3rd annual Bark or Treat–The only doggie trick-or-treating party in town.
The event features a costume contest with six winners, one from each category. The categories are the scariest costume, best costume overall, best matching costume, matching dogs, or matching with you, best food costume, cutest costume, and most creative.
There will also be complimentary doggie trick-or-treat bags, a photo booth, howl-o-ween-themed baked goods, and a local small business bakery popped up with baked goods.
The pop-up GoodLife Sweets & Treats will be on site from 11 a.m. to 2 p.m.
Fall Foliage Train Rides
Hoosac Valley Train Ride, Adams
The Berkshire Scenic Railway Museum will conclude its Fall Foliage Train Ride this Saturday.
Gaze at Berkshire County's fall foliage durng a hour-long train ride on the museum’s fully restored, 100-hundred-year-old coaches.
The rides will take place on the museum's newly acquired, carefully restored mid-century modern railcars. A ride on one of these cars almost feels like being taken back in time.
This year, there is a seat selection with optional first-class seating, with comfortable long-distance seats unique to the Baltimore and Ohio Railroad 1960. Limited table seating is limited.
Tickets are $28 for first-class adults, $20 for children, and $120 for a table. Tickets in coach are $24 for adults and $13 for children.
Sunday
Adams Lions Children's Halloween Parade
Adams Community Bank parking lot
Time: 3 p.m.
Children and families should gather at 2:30 p.m. in the Adams Community Bank parking lot on Center Street. Wearing costumes is encouraged. The parade steps off at 3 p.m. and will march to the Visitors' Center.
Following the parade, the Adams Lions Club will provide hot dogs and water to the marchers. Trick-or-treat candy will also be distributed to children at the Visitors Center.
Family Forest Walk
Mount Greylock Visitor Center, Lanesborough
Time: 1 to 3 p.m.
There will be a "peaceful," family-friendly fall walk led by guides Sandy Wilson and Vicki Zacharewicz.
The mindfulness outdoor experience is a slow, intentional journey to de-stress while connecting with nature. It incorporates mindful breathing, nature connection, and meditation skills and culminates in a group session for sharing and reflection.
Community Access to the Arts 5K Fundraiser
Red Lion Inn, Stockbridge
Time: 9:30 a.m.
Wear your costume and race to raise funds for CATA, an organization that works to provide artistic opportunities for people with disabilities.
There will be a race group photo on the Red Lion Inn Porch at 8:50 a.m. The registration fee is $35. Day of registration starts at 7 a.m. until 8:30 a.m. at the Red Lion Inn. The race will also include post-race beverages, an oatmeal bar for participants, and a raffle with prizes from local businesses and organizations.
Halloween Party
Barnes & Noble, Berkshire Crossing, Pittsfield
Time: Sunday, Oct. 27, 2 to 4 p.m.
Berkshire Talking Chronicle's WRRS 104.3 LPFM is collaborating with Barnes and Noble for two hours of spooky and fun Halloween stories and storewide trick-or-treating. Children can dress up in costumes for a chance to win a raffle prize.
Share a favorite Halloween book by reading it aloud for everyone; these will be recorded for broadcast Halloween afternoon on WRRS 104.3 LPFM.
More information: Liz Irwin at WRRS 104.3 LPFM, at 413-442-1562, Ext. 122, or Barnes & Noble at 413-496-9051.
Multiple Days
Whitney's Farm Pumpkin Fest
Whitney's Farm, Cheshire
Sept. 23 until Oct. 29 – Friday, 2 to 5:30 p.m., Saturday and Sunday, 11 a.m. to 5:30 p.m.
One of the many ways Berkshire County residents know that Halloween is looming is the return of Whitney's Farm Pumpkin Festival.
The event has many activities, including hay wagon rides, glitter tattoos, a corn maze, and more every weekend through Halloween. It also features a new scarecrow shooting gallery, a giant slide, jumpin' pumpkin, a bounce house pumpkin, a new playground and a petting zoo.
The Incredible Naumkeag Pumpkin Show
Naumkeag, Stockbridge
Sept. 27 through Oct. 27
Take a breath from fright and relax at Naumkeag's 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 are available for sale.
Tickets must be purchased online in advance. Ticket time represents your arrival window.
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.
13 Nights at Jiminy
Jiminy Peak Mountain Resort, Hancock
Terror begins Friday, September 27th and runs through Oct. 31
Be prepared to be scared out of your wits at Jiminy Peak Mountain Resort's "13 Nights Haunted House."
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. Christiansen's Tavern will be open from 5 until 10:30 throughout "13 Nights."
The age recommendation is age 10 and older. Admission is $29; ride through the darkness on the resort's Mountain Coaster for $15.
The Scream and Scare Package includes one trip through "13 Nights" and two rides on the coaster for $49.
