The snow is perfectly packed for a day of sledding. Head for the hills before the winter season ends. Here is out list of sledding destinations:
Have a sledding destination that we missed? Email info@iberkshires.com and we will add it.
Clapp Park
Pittsfield
Every year Berkshire County residents can be seen flocking to Clapp Park, sleds in hand, to experience the thrill of sliding down the hill.
It’s no surprise children drift to this park in the winter. Many can be seen sliding down the hill with cardboard during the other seasons.
The packing snow adds the perfect amount of slippery to slide down the bumpy hill and the right amount of soft to catch riders when they inevitably roll into the snow.
The hill has a few sliding areas varying in bumpiness and height, so it is a great destination for parents looking for a place to take their youngsters.
Don't have a sled? No worries, the park has a sled library so visitors can borrow one.
After spending an hour or so sledding, warm up and have a cup of hot chocolate at one of the money restaurants in downtown Pittsfield.
Sheep's Hill
Williamstown
Enjoy a ride down a hill while overlooking Mount Greylock. Sheep's Hill at Williamstown Rural Lands is one of Williamstown's most spectacular properties open for passive recreation and has community programming on natural history and rural heritage.
The entrance is on Cold Spring Road, about 1.2 miles south of Williamstown center. Parking is available off Route 7.
Monument Mountain Regional High School
Great Barrington
Berkshire County has many mountains and hills, it is no surprise that even our schools have magnificent hills to sled down. One of the most noteworthy hills is Monument Mountain Regional High School.
Trails made by eager children and teens can be seen in the hill in front of the schools and as soon as those schools bells ring students can be seen racing for a chance to experience the hill's thrill.
Reid Middle School
Pittsfield
Reid Middle School mimics this joyous scene with the tracks from the sleds being seen on the side of the school greeting the children.
The hill is mildly steep and open making it an amazing sledding destination. Students bundle up head to toe and release their stress with joyful screams as they speed down the hill.
Osceola Park
Pittsfield
The weather is lovely for a sleigh ride together through the steep hill at Osceola Park, located at 41 Osceola St. Children can be heard yelling woohoo as they zoom down with their friends and family.
Wahconah Country Club
Dalton
Wahconah Country Club is used for golf in the spring and fall but in the winter the landscape is perfect for sledding.
The bright screen grass becomes a winter wonderland filled with screams and laughter as kids and their families slide down the hills, some brave enough to make jumps.
Bas Ridge Golf Course is a family run public golf course in the heart of the Berkshires with some of the best views of the Berkshire Mountains.
In the winter the 18-hole course becomes a winter wonderland of snow. The hills of the grounds makes it one of the best destinations in the area to make lasting memories with your family this winter season.
Forest Park Country Club is yet another golf course that is transformed into a land of joyous screams and snowy trails for the excited children eager for a thrill.
The nine hole golf course is located at the base of Mount Greylock provides a scenic view of the mountains as you bolt down the hill.
The county also has commercial tubing options at local ski resorts including Bousquet Mountain and Ski Butternut.
Bousquet Mountain
Pittsfield
Bousquet has a dedicated tubing hill for ages 5 and up with a magic carpet, making your thrill seeking a little easier. Tickets are $30 each for an hour and a half of tubing. More information here.
Ski Butternut
Great Barrington
Ski Butternut features a 7-lane tubing park for family fun. The Tubing Center is located on the far-left side of its main parking lot with its own ticketing building. It now offers hundreds of tubes, and a magic carpet lift,
Tickets are $30 each for an hour and a half of tubing. Children must be able to ride in tube alone. More information here.
Honorable Mention Outside the County:
William Cullen Bryant Homestead
Cummington
The Trustees of Reservations serene vista William Cullen Bryant Homestead is a wonderful sledding destination that has pastures, fields, and woodlands to explore.
The two-story-farmhouse-turned-three-story Victorian cottage served as lifelong inspiration for editor and publisher of the New York Evening Post William Cullen Bryant who summered there during his childhood.
From its iconic red barn to an elegant allée of maples, this lovely home is testament to the celebrated poet's ideal of living mindfully on the land.
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Gov. Maura Healey's State of the Commonwealth 2026
Gov. Maura Healey's State of the Commonwealth address as prepared for delivery on Jan. 22, 2026, at the State House.
Good evening, Massachusetts! Senate President Spilka, Speaker Mariano, who I know is watching from home, Leader Tarr, Leader Jones, and everyone in the Legislature: Thank you for our work together.
We also have empty seats in the Chamber tonight, members of this body who we lost this year. Senator Edward Kennedy and Representative Ann-Margaret Ferrante: Great public servants who served with passion and dedication and will be deeply missed.
Thank you to our Constitutional officers, members of the judiciary, and Governor's Councilors. Thank you to the former governors joining us tonight, Governor Bill Weld and Governor Mike Dukakis. Mayor Wu, and all our mayors and local officials: You'll always have a partner in the Healey-Driscoll administration.
And speaking of Driscoll, let's hear it for our lieutenant governor. Kim, you're the best teammate in government and on the pickleball court, too.
Let's hear it for our friends from labor and all the workers who keep Massachusetts running every single day. Let's hear it for members of the business community, the innovators, researchers, and entrepreneurs who are creating those jobs. Thank you to our faith community who offer support and guidance in a time when people are feeling a lot of anxiety, fear, and uncertainty. Joanna, and our families, thank you for your love and support. Members of our military, veterans and Gold Star Families: everything we have, we owe to you. Thank you.
This year, America celebrates a milestone: 250 years since our founding. Massachusetts, that story began here. That's because people of Massachusetts put everything on the line to fight for what they believed in. Farmers, carpenters, shopkeepers, tavern owners — they stood up with fear and uncertainty, but also with courage and resolve. They set in motion a Revolution that gave us our country and changed the world.
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