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Weekend Outlook: Holiday Happenings
By Breanna Steele, iBerkshires Staff
02:32PM / Friday, December 19, 2025
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Check out the events happening this weekend, including holiday-themed parties and events. Find all the craft fairs and bazaars happening here.
 
Editor's Pick
 
Adams Holiday Light Parade
Downtown Adams
Sunday at 6 p.m.
 
Santa is visiting Adams before his big night. Join the first responders, police department, and more as they escort Santa around town. The parade will start at Liberty Street and end at Hoosac Street. More information and route here.
 
Friday 
 
Family Movie Night 'Harry Potter and the Sorcerer's Stone'
BArT Charter Public School, Adams
Time: 6 to 9 p.m.
 
Bring the family to see the first Harry Potter film. It's $5 per person and snacks and drinks will also be available for purchase. 
 
RSVP is required to attend as there is limited capacity. Fill out the Google Form or email your reservation request. 
 
More information here.
 
Benefit Karaoke Night
Methselah Bar and Lounge, Pittsfield
Time: 8 to 11 p.m.
 
Raise funds for the Berkshire Carousel while singing your heart out. Spend the night enjoying food, and a night out with your friends or family to help raise money. There is a $5 cover to help keep the carousel spinning.
 
More information here.
 
Holiday Party
15 Crissey Rd, Great Barrington
Time: 5 to 8 p.m.
 
Southern Berkshire Community, Advocacy and Resources for Everyone is having its 9th annual holiday party providing a sensory friendly atmosphere to meet Santa. 
 
There will be snacks, drinks, arts and crafts, Christmas movies, photos, and more. More information here
 
Saturday 
 
Stockbridge Christmas Concert
Stockbridge Congregational Church, Main Street 
Time: 4 p.m. 
 
There will be a concert of traditional and contemporary carols sung by the 85 voice Berkshire Lyric joined by young women's ensemble Melodious Accord and by Lyric's Resident Vocal Artist John Demler. 
 
The Lyric Children's Chorus will receive a visit from Santa Claus during the event. Ticket are $20 and will be sold at the door. Admission is free for children and students 18 and under. 
 
More information here
 
Annual Winter Solstice
Berkshire Botanical Gardens, Stockbridge
Time: 4 to 5 p.m 
 
Enjoy a mindful meditation with Sandrine Harris during which you will learn to slow down and tune into the seasonal shift. Tickets are $20 for members and $30 for nonmembers. More information and tickets here.
 
Mrs. Claus Cookie Express
3 Hoosac St., Adams
Time: 1:30 or 3:30 p.m.
 
During this one day event, meet Mrs. Claus while enjoying a festive ride on the train featuring holiday music and a warm cookie. More information and tickets here
 
Gingerbread House Decorating
Red Lion Inn, Stockbridge
Time: 11 a.m. to 1 p.m.
 
Get into the holiday spirit in the historically decorated holiday town of Stockbridge and create a gingerbread house to take home and display. There will also be delicious snacks. More information and tickets here
 
Sunday
 
Holiday Dessert Tea Party
76 Spring St, Williamstown
Time: 12 to 2 p.m.
 
Enjoy a tea party with cucumber sandwiches and more treats with tea. Tickets are $35 per person with an add on if you want to decorate a sugar cookie. 
 
Reservations are required by calling (413) 884-6006. More information here.
 
Festival of Lights Walk
Mount Greylock Visitor Center, Lanesborough
Time: 3 to 5 p.m.
 
Celebrate Winter Solstice and enjoy the traditional Festival of Lights. There will be activities, a sunset walk, hot cocoa and more. Registration is required by calling (413) 499-4262.
 
More information here.
 
Holiday Cabaret 
Ventfort Hall and Mansion, Lenox
Time: 3:30 p.m.
 
Enjoy a holiday cabaret with Bob Shephard and Sherri James Buxton. The performance concludes with a sing along and a rousing reprise of a Ventfort Hall favorite, The Twelve Days of Christmas. 
 
There will also be tea served after the concert. Tickets are $45. More information and tickets here.
 
Multiple Days
 
Nightwood
The Mount, Lenox
Dec. 18-23, 26-31
 
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.
 
Berkshire Grown Winter Farmers Markets
Housy Dome, Great Barrington, Saturday, Dec. 20
GreylockWorks, North Adams, Sunday, Dec. 21
 
Times are 10 to 1 both days. Flowers, produce, baked goods, herbs, teas, seasonings, dairy, jams and jellies, artwork, crafters, jewelry and more. 
 
More information and list of vendors here.
 
'A Christmas Story' Screening 
Beacon Cinema, Pittsfield
Dec. 12 through the 18
 
Enjoy the Christmas classic movie for only $1, bring your family and enjoy the holiday classic to get in the Christmas spirit.
 
More information and tickets here
 
Festival of Trees
Hancock Shaker Village, Pittsfield
Every Friday Through Sunday until Dec. 28
 
The historic Hancock Shaker Village will welcome visitors to gaze at more than 75 trees throughout the museum grounds,  culminating in a magical display at the iconic Round Stone Barn.
 
Tickets are $20. Children 12 and younger are always free. Berkshire Museum and Hancock Shaker Village members are free. More information here
 
Cheshire Festival of Trees
Community House, Cheshire
Now through Dec. 31.
 
The town's festival of trees will be on display Monday through Thursday from 10 to 4, Friday and Saturday from 10 to 8, and Sunday from 10 to 5 until Dec. 31. The building will be closed Dec. 24 and 25. Free and open to the public. 
 
More information here

 

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