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

Holiday events in Pittsfield, MA

Search for something you love or check out popular events in your area.

Tipsy Carol McBoozle's Holiday Sing-Along
Thu, Dec 12, 7:00 PM
The Foundry West Stockbridge
Tipsy Carol McBoozle's Holiday Sing-Along
Thu, Dec 12, 7:00 PM
The Foundry West Stockbridge
Brunch with the Grinch
Sun, Dec 22, 8:00 AM
American Legion
Brunch with the Grinch
Sun, Dec 22, 8:00 AM
American Legion
New Years at The Ostrich Room
Tue, Dec 31, 6:00 PM
Apple Tree Inn
New Years at The Ostrich Room
Tue, Dec 31, 6:00 PM
Apple Tree Inn
Going fast
Wreath and Cork - Wreath decorating and wine sampling at the Farm
Friday at 6:30 PM + 1 more
Whitney's Farm Market & Garden Center
Going fast
Wreath and Cork - Wreath decorating and wine sampling at the Farm
Friday at 6:30 PM + 1 more
Whitney's Farm Market & Garden Center
2nd Annual Cookies & Cocoa with the Clauses
Sun, Dec 8, 10:00 AM
Crissey Farm, Stockbridge Road, Great Barrington, MA, USA
2nd Annual Cookies & Cocoa with the Clauses
Sun, Dec 8, 10:00 AM
Crissey Farm, Stockbridge Road, Great Barrington, MA, USA
Bluestone Manor Christmas Tea - AFTERNOON SESSION
Saturday at 2:00 PM
Great Barrington
Bluestone Manor Christmas Tea - AFTERNOON SESSION
Saturday at 2:00 PM
Great Barrington
Nutcracker Paint & Sip
Sat, Dec 7, 6:00 PM
The Goldenrod Country Inn
Nutcracker Paint & Sip
Sat, Dec 7, 6:00 PM
The Goldenrod Country Inn
Going fast
Isola Holiday Party
Wednesday at 6:00 PM
16 Hudson St
Going fast
Isola Holiday Party
Wednesday at 6:00 PM
16 Hudson St
Almost full
BREAKAST WITH SANTA AND MRS CLAUS
Sun, Dec 15, 9:00 AM
Windy Hill Orchard
Almost full
BREAKAST WITH SANTA AND MRS CLAUS
Sun, Dec 15, 9:00 AM
Windy Hill Orchard
Santa's Sip 'N Stroll
Sat, Dec 7, 3:00 PM
Broadway
Santa's Sip 'N Stroll
Sat, Dec 7, 3:00 PM
Broadway
HUNG with Care: A Queer Holiday Burlesque Spectacular!
Today at 7:00 PM
Lark Hall
HUNG with Care: A Queer Holiday Burlesque Spectacular!
Today at 7:00 PM
Lark Hall
Albany Ugly Sweater Bar Crawl
Sat, Dec 7, 4:00 PM
Bar Vegan (Old Lax on Lark) + Various Venues
Albany Ugly Sweater Bar Crawl
Sat, Dec 7, 4:00 PM
Bar Vegan (Old Lax on Lark) + Various Venues
A Pristine New Year @ Dove and Deer
Tue, Dec 31, 8:00 PM
Dove + Deer
A Pristine New Year @ Dove and Deer
Tue, Dec 31, 8:00 PM
Dove + Deer
Community First Look - Victorian Christmas at Paine Castle Troy
Sat, Dec 7, 7:00 PM
Paine Castle Troy
Community First Look - Victorian Christmas at Paine Castle Troy
Sat, Dec 7, 7:00 PM
Paine Castle Troy
Cookies & Cocktails
Saturday at 2:00 PM
Veterans of Foreign Wars
Cookies & Cocktails
Saturday at 2:00 PM
Veterans of Foreign Wars
Sales end soon
Miracle on Washington Ave.- A Holiday Soiree
Friday at 7:00 PM
Albany Black Chamber of Chamber of Commerce & Social Club
Sales end soon
Miracle on Washington Ave.- A Holiday Soiree
Friday at 7:00 PM
Albany Black Chamber of Chamber of Commerce & Social Club
CAPB Starlight Winter Masquerade
Fri, Jan 31, 6:00 PM
Brown's Brewing Company's Troy Taproom and Brewery
CAPB Starlight Winter Masquerade
Fri, Jan 31, 6:00 PM
Brown's Brewing Company's Troy Taproom and Brewery
Albany Cinco De Mayo Bar Crawl
Sat, May 3, 4:00 PM
Albany
Albany Cinco De Mayo Bar Crawl
Sat, May 3, 4:00 PM
Albany
The Official Lucky's St Patrick's Day Bar Crawl - Albany
Sat, Mar 15, 4:00 PM
Bar Vegan
The Official Lucky's St Patrick's Day Bar Crawl - Albany
Sat, Mar 15, 4:00 PM
Bar Vegan
Albany St Patrick's Day Bar Crawl All Access
Sat, Mar 15, 1:00 PM + 1 more
Bar Vegan (Old Lax on Lark) + Various Venues
Albany St Patrick's Day Bar Crawl All Access
Sat, Mar 15, 1:00 PM + 1 more
Bar Vegan (Old Lax on Lark) + Various Venues

Trends in Pittsfield

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Frequently asked questions about Pittsfield

What are the best party events to attend?

According to Eventbrite, the best party events are:

Tipsy Carol McBoozle's Holiday Sing-Along

Brunch with the Grinch

New Years at The Ostrich Room

2nd Annual Cookies & Cocoa with the Clauses

Which events are currently trending in Pittsfield?

The trending searches this month in Pittsfield are:

stand up comedy

new years eve parties

Which party events are coming up?

Discover the best party events happening soon – you don’t want to miss them:

HUNG with Care: A Queer Holiday Burlesque Spectacular!

Isola Holiday Party

Wreath and Cork - Wreath decorating and wine sampling at the Farm

Miracle on Washington Ave.- A Holiday Soiree