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This holiday, we’ve got just the thing. 🎄

Santa events in Pittsfield, MA

Cookies with Santa with Broadway Coffee Co & Flour Child Bakery
Sun, Dec 15, 3:00 PM
Broadway Coffee Co.
Cookies with Santa with Broadway Coffee Co & Flour Child Bakery
Sun, Dec 15, 3:00 PM
Broadway Coffee Co.
Guided Tours at Paine Castle Troy - Victorian Stroll Dec 8th, 11-4
Sun, Dec 8, 11:00 AM
Paine Castle Troy
Guided Tours at Paine Castle Troy - Victorian Stroll Dec 8th, 11-4
Sun, Dec 8, 11:00 AM
Paine Castle Troy
Santa's Worshop for Kids, Meet and Greet
Sun, Dec 15, 11:00 AM
D'n'A Art and Event Studio
Santa's Worshop for Kids, Meet and Greet
Sun, Dec 15, 11:00 AM
D'n'A Art and Event Studio
Sales end soon
Cookies And Milk With Santa & Mrs. Claus
Saturday at 12:00 PM + 1 more
Pete's Sweets
Sales end soon
Cookies And Milk With Santa & Mrs. Claus
Saturday at 12:00 PM + 1 more
Pete's Sweets
Ugly Sweater Santa Con
Thu, Dec 12, 5:30 PM
Wahlburgers
Ugly Sweater Santa Con
Thu, Dec 12, 5:30 PM
Wahlburgers
Chuckling Charlie's Polar express 2
Sat, Dec 14, 4:30 PM
JJ's Tavern
Chuckling Charlie's Polar express 2
Sat, Dec 14, 4:30 PM
JJ's Tavern
Almost full
Santa's Workshop: Breakfast and Vendor Fair
Sun, Dec 8, 9:30 AM
German Club
Almost full
Santa's Workshop: Breakfast and Vendor Fair
Sun, Dec 8, 9:30 AM
German Club
Just added
Meet Santa in the Taproom (Free)
Sun, Dec 22, 1:00 PM
Great Awakening Brewing Co
Just added
Meet Santa in the Taproom (Free)
Sun, Dec 22, 1:00 PM
Great Awakening Brewing Co
Christmas at the Inn: A Vintage Prix Fixe Dining Experience
Sat, Dec 14, 7:00 PM
The Goldenrod Country Inn
Christmas at the Inn: A Vintage Prix Fixe Dining Experience
Sat, Dec 14, 7:00 PM
The Goldenrod Country Inn
SANTA PAINTING WORKSHOP
Sun, Dec 15, 4:00 PM
Ole Savannah Southern Table and Bar
SANTA PAINTING WORKSHOP
Sun, Dec 15, 4:00 PM
Ole Savannah Southern Table and Bar
3rd Annual Our Day Gala
Saturday at 7:00 PM
Crowne Plaza Albany - the Desmond Hotel, an IHG Hotel
3rd Annual Our Day Gala
Saturday at 7:00 PM
Crowne Plaza Albany - the Desmond Hotel, an IHG Hotel
Sales end soon
Christinkdlemarkt at Stable Gate Farm and Winery
Saturday at 11:00 AM + 3 more
Stable Gate Farm and Winery
Sales end soon
Christinkdlemarkt at Stable Gate Farm and Winery
Saturday at 11:00 AM + 3 more
Stable Gate Farm and Winery
Sales end soon
Santa is Coming to Town!
Saturday at 10:30 AM
Congregational Church of Burlington
Sales end soon
Santa is Coming to Town!
Saturday at 10:30 AM
Congregational Church of Burlington
HOLIDATING - Unhinged Dating Upstate - Speed Dating in Hudson NY
Thu, Dec 19, 6:30 PM
BackBar
HOLIDATING - Unhinged Dating Upstate - Speed Dating in Hudson NY
Thu, Dec 19, 6:30 PM
BackBar
Sales end soon
Santa Cookies & Cocoa Experience
Saturday at 8:30 AM + 11 more
Bob's Trees
Sales end soon
Santa Cookies & Cocoa Experience
Saturday at 8:30 AM + 11 more
Bob's Trees
Cast your 2025 Spell: Daylong vision board workshop
Sat, Dec 28, 10:00 AM
Refuge Event Space
Cast your 2025 Spell: Daylong vision board workshop
Sat, Dec 28, 10:00 AM
Refuge Event Space
Just added
Santa Paws at Zoom Room!
Sun, Dec 15, 3:00 PM
Zoom Room Dog Training
Just added
Santa Paws at Zoom Room!
Sun, Dec 15, 3:00 PM
Zoom Room Dog Training
Just added
SANTA CLAUS IS REAL: A LECTURE FOR ADULTS w/ Dustin Pari
Thu, Dec 18, 6:00 PM
Torrington Library
Just added
SANTA CLAUS IS REAL: A LECTURE FOR ADULTS w/ Dustin Pari
Thu, Dec 18, 6:00 PM
Torrington Library
A Very Very Cassie and Maggie Christmas
Mon, Dec 16, 7:30 PM
The Foundry West Stockbridge
A Very Very Cassie and Maggie Christmas
Mon, Dec 16, 7:30 PM
The Foundry West Stockbridge
Almost full
Bethlehem Police Departments 5th Annual Holiday Lights in the Park
Saturday at 5:00 PM
261 Elm Ave
Almost full
Bethlehem Police Departments 5th Annual Holiday Lights in the Park
Saturday at 5:00 PM
261 Elm Ave

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