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Weekend Outlook: Holiday Cheer
By Breanna Steele, iBerkshires Staff
12:00PM / Friday, November 28, 2025
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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 always free. Berkshire Museum and Hancock Shaker Village members are free. More information here
 
Multiple Days
 
Tinseliner Scenic Christmas Train
3 Hoosac Street, Adams
Nov 29 and 30
 
Meet Santa and Mrs. Claus while enjoying a festive ride on the train featuring holiday music and writing letters to Santa. More information and tickets here.
 
Nightwood at The Mount
The Mount, Lenox
Nov. 21, 22, 26, 28, 29
 
The Mount has decked out its grounds for the annual Nightwood installation with lights and music to provide an immersive experience to its visitors.
 
More information here.
 
Friday
 
Discover Greylock Go Green Hike
30 Rockwell Rd, Lanesborough
Time: 1 to 3 p.m.
 
Walk off the Thanksgiving feast with a free hike for all ages on the Bradley Interpretive Farm Trail. The trail is an easy 1.8-mile walk. Make sure to dress appropriately for the weather.
 
More information here.
 
Free Rides at Berkshire Carousel
50 Center St, Pittsfield
Time: 12 p.m.
Enjoy a free ride on the carousel thanks to Lipton Energy. More information here.
 
Eagle Brass and Trombone Eagle Concert
Adams Library
Time: 3 p.m.
 
There will be a free concert by the Eagles Band featuring holiday tunes. More information here.
 
Saturday
 
Santa Claus at Lanesborough Local
Lanesborough Local
Time: 10 a.m. to 1 p.m.
 
For the 5th year in a row, Santa will be visiting kids at Lanesborough Local. Enjoy hot chocolate and decorate cookies.
 
More information here.
 
The Whiskey Treaty Roadshow
The Stationary Factory
Time: 7:30 p.m.
 
Enjoy holiday music by The Whiskey Treaty Roadshow with special guest Billy Keane. Tickets range from $27.38 to $32.64. 
More information and tickets here
 
Sunday
 
Donuts with Santa
Shire Donuts, Dalton
Time: 8 a.m. to 12 p.m.
 
Help a Berkshire County teen fighting Stage 2 osteosarcoma by having a $5 cup of hot chocolate, getting a photo with Santa, and enjoying a holiday donut. All proceeds go directly to help the family.
 
More information here
 
Pancake Breakfast
Holiday Brook Farm, Dalton
Every Sunday in November from 8 a.m. to 1 p.m. 
 
Holiday Brook Farm serves its annual Sunday pancake breakfasts featuring pancakes, sausage, hash browns, and more. It's $17.95 for adults and kids 2 to 12 pay their age. 
 
More information here.
 
Riverwalk: Part 5
115 State St, North Adams
Time: 2 to 4 p.m.
 
Pick up a free sketchbook and walk along the river on the landform loop with the Hoosic River Revival. 
The journey will start at Berkshires' Academy for Advanced Musical Studies courtyard in Heritage State Park and will end at Hotel Downstreet with refreshments and you can learn more about their next project.
 
More information here
 
Brunch with Santa at Lanesborough Local
Lanesborough Local
Time: 9 a.m. to 1 p.m.
 
Enjoy a holiday-themed brunch with Santa by the fireplace, ask him what you want, and take photos.
More information here

 

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