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

Santa events in Pittsfield, MA

Reindeer 's are coming to Crystal Ridge Winery
Thu, Dec 19, 6:00 PM
257 Belltown Rd
Reindeer 's are coming to Crystal Ridge Winery
Thu, Dec 19, 6:00 PM
257 Belltown Rd
Almost full
Breakfast with Santa at Putnam County Golf Course - More Seatings Added
Sun, Dec 15, 10:30 AM
Putnam County Golf Course
Almost full
Breakfast with Santa at Putnam County Golf Course - More Seatings Added
Sun, Dec 15, 10:30 AM
Putnam County Golf Course
A Songwriter's Christmas w/ Jay Bragg and the Reindeer Band
Sat, Dec 14, 6:30 PM
The Barn at Blackstone National
A Songwriter's Christmas w/ Jay Bragg and the Reindeer Band
Sat, Dec 14, 6:30 PM
The Barn at Blackstone National
La Canchita PERREO GLOW - Latin & Reggaeton Dance Party
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
La Canchita PERREO GLOW - Latin & Reggaeton Dance Party
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+
Sat, Dec 14, 8:00 PM
La Canchita Restaurant & Bar
PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+
Sat, Dec 14, 8:00 PM
La Canchita Restaurant & Bar
Jolly Peekaboo Santa - Paint and Sip by Classpop!™
Tomorrow at 4:00 PM
Pinot's Palette Fishkill
Jolly Peekaboo Santa - Paint and Sip by Classpop!™
Tomorrow at 4:00 PM
Pinot's Palette Fishkill
Pine Tree Ornaments | Savannah Horan, instructor
Mon, Dec 9, 6:00 PM
Paul Nigra Center For Creative Arts
Pine Tree Ornaments | Savannah Horan, instructor
Mon, Dec 9, 6:00 PM
Paul Nigra Center For Creative Arts
Sip & Sleigh SantaCon
Sun, Dec 8, 12:00 PM
Aquila's Nest Vineyards
Sip & Sleigh SantaCon
Sun, Dec 8, 12:00 PM
Aquila's Nest Vineyards
Just added!
Cocoa & Cookies with Santa
Fri, Dec 20, 7:00 PM
Goldfish Swim School - Hamden - COMING SOON!
Just added!
Cocoa & Cookies with Santa
Fri, Dec 20, 7:00 PM
Goldfish Swim School - Hamden - COMING SOON!
PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+
Sat, Dec 14, 8:00 PM
La Canchita
PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+
Sat, Dec 14, 8:00 PM
La Canchita
Breakfast with Santa in the Barn at Tilly's Table
Sat, Dec 21, 10:00 AM
Tilly's Table
Breakfast with Santa in the Barn at Tilly's Table
Sat, Dec 21, 10:00 AM
Tilly's Table
PERREO GLOW - Latin & Reggaeton Dance Party
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
PERREO GLOW - Latin & Reggaeton Dance Party
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
12/14 PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
12/14 PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
PERREO GLOW - Latin & Reggaeton Dance Party
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
PERREO GLOW - Latin & Reggaeton Dance Party
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
PERREO GLOW - Latin & Reggaeton Dance Party
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
PERREO GLOW - Latin & Reggaeton Dance Party
Sat, Dec 14, 10:00 PM
La Canchita Restaurant & Bar
The Best Christmas Pageant Ever
Sat, Dec 14, 2:00 PM
Devonshire
The Best Christmas Pageant Ever
Sat, Dec 14, 2:00 PM
Devonshire
Cookies With Santa
Sat, Dec 7, 12:00 PM
75 Washington Ave
Cookies With Santa
Sat, Dec 7, 12:00 PM
75 Washington Ave
Worcester SantaCon 2024
Sat, Dec 14, 1:00 PM
Worcester
Worcester SantaCon 2024
Sat, Dec 14, 1:00 PM
Worcester
Brunch with SANTA!!!
Sun, Dec 15, 10:30 AM + 3 more
Hudson House River Inn, Main Street, Cold Spring, NY, USA
Brunch with SANTA!!!
Sun, Dec 15, 10:30 AM + 3 more
Hudson House River Inn, Main Street, Cold Spring, NY, USA
Funk Junkies Christmas Show
Fri, Dec 20, 6:00 PM
Silk Factory
Funk Junkies Christmas Show
Fri, Dec 20, 6:00 PM
Silk Factory

Trends in Pittsfield

Explore more trends

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

Reindeer 's are coming to Crystal Ridge Winery

Reindeer 's are coming to Crystal Ridge Winery

Breakfast with Santa at Putnam County Golf Course - More Seatings Added

Breakfast with Santa at Putnam County Golf Course - More Seatings Added

A Songwriter's Christmas w/ Jay Bragg and the Reindeer Band

A Songwriter's Christmas w/ Jay Bragg and the Reindeer Band

La Canchita PERREO GLOW - Latin & Reggaeton Dance Party

La Canchita PERREO GLOW - Latin & Reggaeton Dance Party

PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+

PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+

Jolly Peekaboo Santa - Paint and Sip by Classpop!™

Jolly Peekaboo Santa - Paint and Sip by Classpop!™

Pine Tree Ornaments | Savannah Horan, instructor

Pine Tree Ornaments | Savannah Horan, instructor

Sip & Sleigh SantaCon

Sip & Sleigh SantaCon

Cocoa & Cookies with Santa

Cocoa & Cookies with Santa

PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+

PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+

Breakfast with Santa in the Barn at Tilly's Table

Breakfast with Santa in the Barn at Tilly's Table

PERREO GLOW - Latin & Reggaeton Dance Party

PERREO GLOW - Latin & Reggaeton Dance Party

12/14 PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+

12/14 PERREO GLOW @ La Canchita - Latin & Reggaeton Dance Party, 18+

PERREO GLOW - Latin & Reggaeton Dance Party

PERREO GLOW - Latin & Reggaeton Dance Party

PERREO GLOW - Latin & Reggaeton Dance Party

PERREO GLOW - Latin & Reggaeton Dance Party

The Best Christmas Pageant Ever

The Best Christmas Pageant Ever

Cookies With Santa

Cookies With Santa

Worcester SantaCon 2024

Worcester SantaCon 2024

Brunch with SANTA!!!

Brunch with SANTA!!!

Funk Junkies Christmas Show

Funk Junkies Christmas Show

Things to do around Pittsfield

Trends in Pittsfield

1. Craft fairs

2. Halloween events

3. New years eve parties

4. Stand up comedy

5. Singles events

6. Wreath making

7. Paint and sip

8. Thanksgiving 2024

9. Halloween party

10. Live music

11. Speed dating

12. Halloween costume party