3rd Annual Winter Festival at Clapp Park

Schedule

Mon Feb 16 2026 at 10:00 am to 01:00 pm

UTC-05:00

Location

Clapp Park | Pittsfield, MA

Advertisement
Join us for our 3rd annual Winter Festival at Clapp Park on Monday, February 16th, from 10am-1pm!
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, February 7th, 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 [email protected].
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.
Advertisement

Where is it happening?

Clapp Park, 215 W Housatonic St,Pittsfield, Massachusetts, United States

Event Location & Nearby Stays:

Icon
Know what’s Happening Next — before everyone else does.
Pittsfield Parks & Recreation

Host or Publisher Pittsfield Parks & Recreation

Ask AI if this event suits you:

Discover More Events in Pittsfield

Free President's Day Bubble Show at Berkshire Community College (11:00AM Show)
Mon, 16 Feb at 11:00 am Free President's Day Bubble Show at Berkshire Community College (11:00AM Show)

Berkshire Community College

ART COMEDY
Live Music with Jack Waldheim
Mon, 16 Feb at 12:00 pm Live Music with Jack Waldheim

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

MUSIC LIVE-MUSIC
Beaver Detectives at Canoe Meadows
Mon, 16 Feb at 04:00 pm Beaver Detectives at Canoe Meadows

Canoe Meadows Wildlife Sanctuary

SPORTS FESTIVALS
NEW Queer Live Jazz Valentine Mondays @ Methuselah (Pittsfield, MA)
Mon, 16 Feb at 06:00 pm NEW Queer Live Jazz Valentine Mondays @ Methuselah (Pittsfield, MA)

Methuselah Bar and Lounge

MUSIC ENTERTAINMENT
Bousquet Beach Party
Tue, 17 Feb at 09:00 am Bousquet Beach Party

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

PARTIES ENTERTAINMENT
Days of Play at Berkshire Community College
Tue, 17 Feb at 10:30 am Days of Play at Berkshire Community College

Berkshire Community College

TRIPS-ADVENTURES
10x10 Real Art Party (RAP) Call for Art and Drop-off
Sat, 07 Feb at 01:00 pm 10x10 Real Art Party (RAP) Call for Art and Drop-off

Clock Tower Business Park

ART NONPROFIT
10x10 Festival: Winter Tree Identification Walk at Springside Park
Sat, 14 Feb at 10:00 am 10x10 Festival: Winter Tree Identification Walk at Springside Park

Springside Park

FESTIVALS MEETUPS
3rd Annual Winter Festival at Clapp Park
Mon, 16 Feb at 10:00 am 3rd Annual Winter Festival at Clapp Park

Clapp Park

FESTIVALS CONTESTS
Beaver Detectives at Canoe Meadows
Mon, 16 Feb at 04:00 pm Beaver Detectives at Canoe Meadows

Canoe Meadows Wildlife Sanctuary

SPORTS FESTIVALS
The Art Switch Benefit Auction Party for Roots Rising (10x10 Arts Festival)
Tue, 17 Feb at 06:00 pm The Art Switch Benefit Auction Party for Roots Rising (10x10 Arts Festival)

Clock Tower Artists' Studios and Gallery

ART FESTIVALS
Vinyl Night w\/ DJ Pup Daddy - Mardi Gras 2026 @ 45 RPM
Tue, 17 Feb at 07:00 pm Vinyl Night w/ DJ Pup Daddy - Mardi Gras 2026 @ 45 RPM

Methuselah Bar and Lounge

MARDI-GRAS MUSIC
10 by Satch: The Music of Louis Armstrong
Fri, 20 Feb at 07:30 pm 10 by Satch: The Music of Louis Armstrong

The Proprietor's Lodge - Lakefront Events, Dining & Venue

ENTERTAINMENT MUSIC
Shredfest Rewind: 80's Day + Bank Slalom
Sat, 07 Mar at 12:00 pm Shredfest Rewind: 80's Day + Bank Slalom

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

SPORTS PARTIES
SKI-BR Day w\/ Pabst Blue Ribbon
Sat, 14 Mar at 12:00 pm SKI-BR Day w/ Pabst Blue Ribbon

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

PARTIES ENTERTAINMENT
Rev Tor\u2019s 30th Anniversary Jam
Sat, 28 Mar at 07:30 pm Rev Tor’s 30th Anniversary Jam

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

ENTERTAINMENT MUSIC
Berkshire Book Con: A Celebration of Reading & Writing
Sat, 18 Apr at 12:30 pm Berkshire Book Con: A Celebration of Reading & Writing

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201

CONTESTS ART
Hootenanny 2026
Sat, 25 Jul at 03:00 pm Hootenanny 2026

Noble's Farm Stand And Flower Shop

What's Happening Next in Pittsfield?

Discover Pittsfield Events