Berkshire Spotlight

Weekend Outlook: Winter Festivities
Check out the events happening this weekend like karaoke, bingo, snow tubing, and more.   Friday   Story Songs of the 70’s  Stationary Factory, Dalton Time: 7:30 to 9:30 p.m.   Enjoy a night of iconic songs from the 70’s performed by Tim Dimenna. All ages are welcome to enjoy a night jamming out to your favorites. There will be a full bar as well. Tickets $25 to $30 More information and tickets here.    Musical Bingo Bluebird & Co., Hancock  Time: 8 p.m.    DJ Pup Daddy will be spinning tunes for this musical b...
North Adams WinterFest Returns Feb 14.
North Adams annual Winterfest will return February 14th, 2026 from 9 to 3 p.m. Last year's event featured a clam chowder contest, street hockey, craft fair, s'mores and more. Check out our photos....
Thunderfest Returns March 21
Thunderfest returns to the Adams Visitor Center on March 21, 2026. Last year, hundreds attended for the music, food and more. Check out our photos from last year...
Hiking Mount Greylock in the Winter
ADAMS, Mass.— Mount Greylock is a place of mystique, rich in history and natural beauty. Its breathtaking vistas have inspired world-renowned authors and artists for generations. Mount Greylock is the highest point in Massachusetts, being 3,489 feet, covering 12,000 acres, has over 70 miles of trails and is a stop along the Appalachian Trail. Atop the mountain, the Massachusetts Veterans War Memorial can be seen from several angles in surrounding towns and cities. This 93-foot tower honors the veterans who fought in World War 1. Even in the winter, when the road to the summit is close...
Sledding Destinations in Berkshire County
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 sno...
Ice Skating Destinations in the Berkshires
Every year several towns and cities in the Berkshires create outdoor skating rinks or open their doors to the numerous indoor ice skating venues.  So, dust off your ice skates, lace up, and glide the winter away at these ice skating destinations.  All outdoor rinks and natural skating destinations are weather dependent and do not have skate rentals unless noted otherwise. Have a skating destination you want included on our list–email info@iberskhires.com Outdoor Rinks  Wahconah Park Rink  Pittsfield  The city will soon open its rink outside of its historic b...
Weekend Outlook: Fresh Start
Check out the events happening this weekend, including hiking, volunteering, fundraisers, and more. Editor's Pick First Friday Downtown North Adams Time: 5 to 9 p.m. The new year is here so kick it off with music, art, and games that will fill downtown North Adams for its First Friday event, themed "Fresh Start."  Participating businesses will have extended hours and many galleries will host openings, closings, and other special events. More information and event line-up here. Friday Discover Greylock Hike Mount Greylock Visitor Center, Lanesborough Time: 1 p.m.  Cel...
Can't Miss Winter Events 2026
In winter, the Berkshires settle into a peaceful hush as some animals hibernate and birds migrate south to escape the cold. Yet, the community embraces the frosty season, infusing the region with vitality through lively events featuring campfires, sled contests, and much more. Here is a list of events to make your visit to the Berkshire truly unforgettable. North Adams WinterFest Downtown North Adams Saturday Feb. 16 from 9 a.m. to 3 p.m.  Downtown North Adams transforms into a winter wonderland with  a variety of activities for you and your family to enjoy.  Explore the cit...
Williamstown Reindog Parade 2025
One of the more popular local holiday traditions is the annual Reindog Parade, held on Saturday during Williamstown's Holiday Walk...
Weekend Outlook: Jolly Holiday
Check out the activities happening this weekend around the county including many holiday-themed events like Santa meet and greets, and some Christmas tree lightings. Find all the craft fairs and bazaars happening here.  Editor's Pick Holly Jolly Holiday Holiday Brook Farm, Dalton Time: Saturday, 11 a.m. to 3 p.m. Visit the farm for hot chocolate, wreath decorating, kids crafts, animals, wagon rides, and local gifts. Families will also have the opportunity to meet Santa and Mrs. Claus and take a photo. More information here. Multiple Days Downtown Pittsfield Festive ...
Festival of Trees at Hancock Shaker Village
HANCOCK, Mass. — The origins of the Berkshire Museum's Festival of Trees event was founded on collaboration, and this year, thanks to a partnership with Hancock Shaker Village, this sentiment has come full circle.    Every Friday, Saturday, and Sunday until Dec. 28, the historic Hancock Shaker Village will welcome visitors to gaze at more than 75 trees throughout the museum, culminating in a magical display in the Round Stone Barn.   The village is a living history museum, which includes raising animals like the Shakers did. Above, some goats get a treat of leftover...
Weekend Outlook: Holiday Cheer
Berkshire County is hosting a variety of events this weekend including holiday concerts, Santa meet and greets, and some Chritsmas tree lightings. Find all the craft fairs and bazaars happening here.    Editors Pick   Festival of Trees Hancock Shaker Village, Pittsfield  Every Friday, Saturday, and Sunday until Dec. 28   The historic Hancock Shaker Village will welcome visitors to gaze at more than 75 trees throughout the museum, culminating in a magical display at the iconic roundstone barn.   Tickets are $20. Children 12 and under are alw...
Sledding in the Berkshires Photos
The snow is perfectly packed for a day of sledding. Head for the hills before the winter season ends....
Weekend Outlook: The Play's the Thing
Check out all the events happening this weekend, including plays, pancakes and great music. Find all the craft fairs and bazaars happening here.  Editor's Pick The 37th Fall Festival of Shakespeare 70 Kemple St., Lenox Time: 6 to 9 p.m., Nov. 20 to 23 Join Shakespeare and Company's annual Fall Festival of Shakespeare. Bring your family and enjoy Tina Packer's Playhouse that comes to life on the stage. More information and tickets here. Multiple Days  Oldies but Goodies Show Wahconah High School, Dalton Time: 7 p.m. Friday and Saturday Enjoy music from then to now a...
Hancock Shaker Village 'The Big Chill' 2025 Photos
Community members turned up to Hancock Shaker Village's The Big Chill event in 2025...
Weekend Outlook: Festival and Fair Season
There are a  range of events in and around Berkshire County this weekend including fairs, festivals, and more.   Editor's Pick   Adams Street Fair Adams Visitor Center, Adams Time: Saturday from 2 to 9 p.m.   The 5th annual Adams Street Fair organizers are not holding back on the fun this year. Enjoy a day of local food vendors, live music and entertainment, and fireworks to end the night. All of the proceeds from the fair go to benefit the first responders. Bring your family and friends and check out this year's fair. The event kicks off with a first respond...
Weekend Outlook: Country Fairs, Pumpkin Fests, Latino Celebrations
There are a variety of events this weekend, including a country fair, live music, and more.    See a list of Farmer's Markets here.   Editor's Pick    Country Fair  Hancock Shaker Village Sept. 28 and 29, 10 a.m. to 5 p.m.    The village is hosting its annual county fair, which will feature live music, horse-drawn carriage rides, workshops, demonstrations, an antique quilt show, a farmer's market, an antique car show, a timber framing workshop, face painting, and craft vendors.    There will also be freshly made cider donuts an...
3 Must-See Destinations in Northern Berkshire County
Berkshire County unites the natural environment with the industrialized world. Its distinct area combines art, culture, technology, and nature, creating an eclectic range of activities for residents and visitors.   Berkshire County is generally divided into three sections: Northern, Central, and Southern. The Northern Berkshires comprise Williamstown, North Adams, Adams, Cheshire, New Ashford, Clarksburg, Florida, Hancock, Savoy and Windsor. Each community has a unique history and offers explorers a variety of activities.   Deciding where to go for the first trip to Northern Be...
3 Must See Places in Central Berkshires
Wahconah Falls State Park Dalton, Mass.   Wahconah Falls is a must see when coming to Central Berkshire County. It is a world of its own that stands alone from other sites in the area, especially in the Fall. To many people, Fall is seen as the saddest season.   It is the season that warns us of the oncoming dreadful bone chilling winter. The season of death from the dying vegetation. But to me Fall is seen as the last moments of happiness before the oncoming storms. The kind mother lulling the vegetation to sleep with her lullaby and bright colors of orange and red as they mix ...
Weekend Outlook: Halloween!
Berkshire County is hosting a wide range events during the last week of the spooky season, including parades, pumpkin carving, and more    Pittsfield Halloween Parade Tyler Street, Pittsfield    Tyler Street will be a haunting ground for ghosts and ghouls once more this year.   The city's annual Halloween parade returns on Friday, Oct. 28, at 7 p.m. after a two-year absence due to the COVID-19 pandemic. The last parade was in 2019.   This will be the 76th Halloween parade in the city. It was originally held on North Street and was moved to Tyler Street in 2011. &n...
Weekend Outlook: Cider Tastings, Comedy Nights, and More
Berkshire County has a variety of events this cool fall weekend including cider tastings, comedy nights, and more.    Transformer Comedy Festival The Transformer Comedy Fest will feature three days of comedians from across the nation at Flat Burger Society and Dottie's Coffee Lounge.   The event runs from Thursday to Saturday at 8 p.m. with headliners Caitlin Cook, Anthony DeVito, and Josh Gondelman. On Thursday, Oct. 13, Caitlin Cook kicks off the festival at the Comedy Grotto at Flatburger. On Friday, Oct. 14, writer and comedian Anthony DeVito takes the stage of Dott...
Weekend Outlook: Festivals, Concerts, and More
Berkshire County has a variety of events this weekend including festivals, car shows, concerts, and more.   Lenox Apple Squeeze  Downtown Lenox   Lenox Apple Squeeze returns this Saturday, Sept. 24, from 10 until 5 p.m. throughout downtown Lenox.    This free event will feature live music, magic, kids carnival with hayrides, and more.    Complete line up of events and locations found here.      Freshgrass Festival 2022 Mass MoCA, North Adams   The Massachusetts Museum of Contemporary Art will be hosting its annual F...
Weekend Outlook: Art Festivals, Comedy Nights, and More!
Berkshire County is hosting a variety of events this weekend including Art Festivals, Comedy Nights, and Jazz Performances.    Lenox Jazz Stroll Lilac Park, Lenox   The third annual Lenox Jazz Stroll will be taking place this weekend throughout Lenox providing free jazz programming for through Sept. 17.    The programming starts this Thursday, Sept. 15, at Lenox Library with the documentary "The Modern Jazz Quartet: From Residency to Legacy” by George Schuller.    The rest of the week will feature a variety of jazz performances including the Te...
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