Pittsfield Announces 3rd Annual Winter Festival at Clapp Park

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PITTSFIELD, Mass. — Pittsfield's Department of Community Development Recreation Program has announced its third annual Winter Festival for Monday, Feb. 16, from 10 a.m. to 1 p.m. at Clapp Park.
 
As a kickoff to winter break for local Pittsfield schools, this year's festival will include a variety of outdoor activities for children and their families including:
 
Cardboard Sled Design Contest & Races
Prior to the day of Winter Festival, all children and families are asked to construct their own cardboard sled at home using glue, tape, paint, and decorations. No plastic or purchased sleds are allowed. Awards will be given for Best Use of Materials, Most Creative Sled and Largest Sled Design.
 
In preparation for the contest, RSI Signs is offering a free Cardboard Sled Building Workshop on Saturday, Feb. 7, from 1-3 p.m. at their sign shop located at 20 Yorkshire Ave, Pittsfield.
 
Basic supplies, including cardboard, will be provided and kids of all ages are welcome to attend. Parents or guardians must be present at the workshop to assist their child(ren) with building. Families must also take their sleds home after the workshop and bring them to Clapp Park on Monday, February 16, to participate in the contest at Winter Festival. Interested families can sign up for the workshop by emailing orders@rsi-signs.com.
 
On the day of Winter Festival, all participants for the Cardboard Sled Design Contest must register at the Pittsfield Parks & Recreation table in the back parking lot of Clapp Park by 10:30 a.m. Awards will be announced at 11 a.m. and contestants will then take part in cardboard sled races at the sledding hill.
 
Group Led Activities
  • Snowshoeing with Mass Audubon
  • Winter Basketball Foul Shooting Contest with 18 Degrees' Youth Development Team
  • Winter-themed Carnival Games with 18 Degrees' Family Resource Center
Snow Building Sculpture Contest
For beginners to professional artists, create a snow sculpture of any form to be entered into the contest. Weather permitting and with enough snow, sculptors are asked to bring their own snow carving and building tools. Artists can begin their work at the start of the festival and judging will take place by the end of the day. This contest is open to participants of all ages, including children.
 
Touch-A-Truck
Families are invited to get up close with big vehicles that keep the city moving during the winter season from the Department of Public Works, Fire Department, Parks Department and the Pittsfield Municipal Airport. Pending no city emergencies, vehicles, trucks and other equipment will be stationed in the back parking lot of the park for families to interact with alongside staff who operate them.
 
Face Painting
Face painting by RSI Signs will be available during this year's Winter Festival. This activity will feature festive, winter-inspired designs for children of all ages.
 
All activities at the Winter Festival are free to the community. A small campfire, managed by Park Maintenance staff, will be available to stay warm. In addition to the lineup of activities, Gateway Fiber will be giving away free winter gloves to the first 150 attendees at the event. Berkshire Kettle Creations & Lemonade will also be providing free samples of kettle corn for children at the event.
 
The Recreation Program's Winter Festival event is taking place during the City of Pittsfield's 15th annual 10x10 Upstreet Arts Festival hosted by the Cultural Development Office from February 12-22, 2026. To check out more events scheduled during the 10x10 Festival visit: www.lovepittsfield.com/10x10/
If you would like to contribute information on this article, contact us at info@iberkshires.com.

NAMI Raises Sugar With 10th Annual Cupcake Wars

By Breanna SteeleiBerkshires Staff

The National Suicide Prevention Lifeline is 1-800-273-8255. To contact the Crisis Text Line, text HELLO to 741741. More information on crisis hotlines in Massachusetts can be found here


Whitney's Farm baker Jenn Carchedi holds her awards for People's Choice and Best Tasting.

PITTSFIELD, Mass. — The National Alliance on Mental Illness (NAMI) of Berkshire County held its 10th annual cupcake wars fundraiser Thursday night at the Country Club of Pittsfield.

The event brought local bakeries and others together to raise money for the organization while enjoying a friendly competition of cupcake tasting.

Local bakeries Odd Bird Farm, Canyon Ranch, Whitney's Farm and Garden, and Monarch butterfly bakery each created a certain flavor of cupcake and presented their goods to the theme of "Backyard Barbecue." When Sweet Confections bakery had to drop out because to health reasons, NAMI introduced a mystery baker which turned out to be Big Y supermarket.

The funds raised Thursday night through auctions of donated items, the cupcakes, raffles, and more will go toward the youth mental health wellness fair, peer and family support groups, and more. 

During the event, the board members mentioned the many ways the funds have been used, stating that they were able to host their first wellness fair that brought in more than 250 people because of the funds raised from last year and plan to again this year on July 11. 

"We're really trying to gear towards the teen community, because there's such a stigma with mental illness, and they sometimes are hesitant to come forward and admit they have a problem, so they try to self medicate and then get themselves into a worse situation," said NAMI President Ruth Healy.

"We're really trying to focus on that group, and that's going to be the focus of our youth mental health wellness fair is more the teen community. So every penny that we raise helps us to do more programming, and the more we can do, the more people recognize that we're there to help and that there is hope."

They mentioned they are now able to host twice monthly peer and family support groups at no cost for individuals and families with local training facilitators. They also are now able to partner with Berkshire Medical Center to perform citizenship monitoring where they have volunteers go to different behavioral mental health units to listen to patients and staff to provide service suggestions to help make the unit more effective. Lastly, they also spoke of how they now have a physical office space, and that they were able to attend the Berkshire Coalition for Suicide Prevention as part of the panel discussion to help offer resources and have also been able to have gift bags for patients at BMC Jones 2 and 3.

Healy said they are also hoping to expand into the schools in the county and bring programming and resources to them.

She said the programs they raise money for are important in reaching someone with mental issues sooner.

"To share the importance of recognizing, maybe an emerging diagnosis of a mental health condition in their family member or themselves, that maybe they could get help before the situation becomes so dire that they're thinking about suicide as a solution, the sooner we can reach somebody, the better the outcome," she said.

The cupcakes were judged by Downtown Pittsfield Inc. Managing Director Rebecca Brien, Pittsfield High culinary teacher Todd Eddy, and Lindsay Cornwell, executive director Second Street Second Chances.

The 100 guests got miniature versions of the cupcakes to decide the Peoples' Choice award.

The winners were:

  • Best Tasting: Whitney's Farm (Honey buttermilk cornbread cupcakes)
  • Best Presentation: Odd Bird Farm Bakery (Blueberry lemon cupcakes)
  • Best Presentation of Theme: Canyon Ranch (Strawberry shortcake)
  • People's Choice: Whitney's Farm

Jenn Carchedi has been the baker at Whitney's for six years and this was her third time participating in an event she cares deeply about.

"It meant a lot. Because personally, for me, mental health awareness is really important. I feel like coming together as a community, and Whitney's Farm is more like a community kind of place," she said

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