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

Santa events in Pittsfield, MA

3x Grammy Nominee Adam Blackstone presents The Legacy Christmas Concert
Sun, Dec 29, 5:00 PM
Jazzy's Cabaret
3x Grammy Nominee Adam Blackstone presents The Legacy Christmas Concert
Sun, Dec 29, 5:00 PM
Jazzy's Cabaret
Just added!
Christmas Bar Crawl (SantaCon Edition)
Sat, Dec 21, 4:00 PM
Rum and Tequilla Fusion
Just added!
Christmas Bar Crawl (SantaCon Edition)
Sat, Dec 21, 4:00 PM
Rum and Tequilla Fusion
Sales end soon
The Pepperell Santa Experience
Tomorrow at 9:00 AM + 26 more
Veterans of Foreign Wars
Sales end soon
The Pepperell Santa Experience
Tomorrow at 9:00 AM + 26 more
Veterans of Foreign Wars
Going fast
Holiday Lights on the Farm
Fri, Dec 6, 5:00 PM + 5 more
Muscoot Farm
Going fast
Holiday Lights on the Farm
Fri, Dec 6, 5:00 PM + 5 more
Muscoot Farm
Just added!
A Very Merry Gingerbread Workshop
Sun, Dec 15, 11:00 AM
Killington Distillery - Still on the Mountain
Just added!
A Very Merry Gingerbread Workshop
Sun, Dec 15, 11:00 AM
Killington Distillery - Still on the Mountain
Liliac
Tue, Feb 25, 7:00 PM
Space Ballroom
Liliac
Tue, Feb 25, 7:00 PM
Space Ballroom
Going fast
Brunch & Dance Party w Santa
Sun, Dec 8, 11:00 AM
South Bay - Fairfield
Going fast
Brunch & Dance Party w Santa
Sun, Dec 8, 11:00 AM
South Bay - Fairfield
Santa’s Open Jam
Thu, Dec 12, 7:30 PM
Strange Brew Pub
Santa’s Open Jam
Thu, Dec 12, 7:30 PM
Strange Brew Pub
Sales end soon
New Haven Leadership: How to Overcome Employee's Resistance To Change?
Tomorrow at 9:00 AM + 77 more
Coach Michael Lin
Sales end soon
New Haven Leadership: How to Overcome Employee's Resistance To Change?
Tomorrow at 9:00 AM + 77 more
Coach Michael Lin
Photos With Krampus & Holiday Market at The Arcade Mall
Sat, Dec 14, 12:00 PM
1042 Broad St
Photos With Krampus & Holiday Market at The Arcade Mall
Sat, Dec 14, 12:00 PM
1042 Broad St
Christmas Festival
Fri, Dec 13, 4:30 PM
Fulchino Vineyard
Christmas Festival
Fri, Dec 13, 4:30 PM
Fulchino Vineyard
A visit with Santa Claus and his Loyal Elves
Thursday at 4:00 PM
City of Norwalk, Connecticut
A visit with Santa Claus and his Loyal Elves
Thursday at 4:00 PM
City of Norwalk, Connecticut
The Fright Before Christmas with Jeff Belanger at the Singh Performance Center
Sat, Dec 7, 7:00 PM
Singh Performance Center
The Fright Before Christmas with Jeff Belanger at the Singh Performance Center
Sat, Dec 7, 7:00 PM
Singh Performance Center
Going fast
Breakfast With Santa and Stew's Costumed Characters
Sat, Dec 14, 9:30 AM + 1 more
Stew Leonard's 100 Westport Ave
Going fast
Breakfast With Santa and Stew's Costumed Characters
Sat, Dec 14, 9:30 AM + 1 more
Stew Leonard's 100 Westport Ave
Santa's Suite
Sat, Dec 7, 7:00 PM + 29 more
DoubleTree by Hilton Hotel Boston - Milford
Santa's Suite
Sat, Dec 7, 7:00 PM + 29 more
DoubleTree by Hilton Hotel Boston - Milford
Santa Photos at Framebridge Westport
Sun, Dec 8, 11:00 AM
Framebridge
Santa Photos at Framebridge Westport
Sun, Dec 8, 11:00 AM
Framebridge
Almost full
Elf the Musical Jr
Fri, Dec 6, 7:30 PM
Saxe Middle School
Almost full
Elf the Musical Jr
Fri, Dec 6, 7:30 PM
Saxe Middle School
Santa Photos at Framebridge New Canaan
Sat, Dec 7, 11:00 AM
134 Elm St
Santa Photos at Framebridge New Canaan
Sat, Dec 7, 11:00 AM
134 Elm St
Photos with Santa!!
Sun, Dec 8, 9:00 AM
Keller Williams Gateway Realty
Photos with Santa!!
Sun, Dec 8, 9:00 AM
Keller Williams Gateway Realty
Going fast
Farm Festival of Light
Tomorrow at 3:00 PM
Good Pickin' Farm
Going fast
Farm Festival of Light
Tomorrow at 3:00 PM
Good Pickin' Farm

Trends in Pittsfield

Explore more trends

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

3x Grammy Nominee Adam Blackstone presents The Legacy Christmas Concert

3x Grammy Nominee Adam Blackstone presents The Legacy Christmas Concert

Christmas Bar Crawl (SantaCon Edition)

Christmas Bar Crawl (SantaCon Edition)

The Pepperell Santa Experience

The Pepperell Santa Experience

Holiday Lights on the Farm

Holiday Lights on the Farm

A Very Merry Gingerbread Workshop

A Very Merry Gingerbread Workshop

Liliac

Liliac

Brunch & Dance Party w Santa

Brunch & Dance Party w Santa

Santa’s Open Jam

Santa’s Open Jam

New Haven Leadership: How to Overcome Employee's Resistance To Change?

New Haven Leadership: How to Overcome Employee's Resistance To Change?

Photos With Krampus & Holiday Market at The Arcade Mall

Photos With Krampus & Holiday Market at The Arcade Mall

Christmas Festival

Christmas Festival

A visit with Santa Claus and his Loyal Elves

A visit with Santa Claus and his Loyal Elves

The Fright Before Christmas with Jeff Belanger at the Singh Performance Center

The Fright Before Christmas with Jeff Belanger at the Singh Performance Center

Breakfast With Santa and Stew's Costumed Characters

Breakfast With Santa and Stew's Costumed Characters

Santa's Suite

Santa's Suite

Santa Photos at Framebridge Westport

Santa Photos at Framebridge Westport

Elf the Musical Jr

Elf the Musical Jr

Santa Photos at Framebridge New Canaan

Santa Photos at Framebridge New Canaan

Photos with Santa!!

Photos with Santa!!

Farm Festival of Light

Farm Festival of Light

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