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

Santa events in Pittsfield, MA

Selling quickly
Holiday Lights on the Farm
Friday at 5:00 PM + 5 more
Muscoot Farm
Selling quickly
Holiday Lights on the Farm
Friday at 5:00 PM + 5 more
Muscoot Farm
A Very Merry Gingerbread Workshop
Sun, Dec 15, 11:00 AM
Killington Distillery - Still on the Mountain
A Very Merry Gingerbread Workshop
Sun, Dec 15, 11:00 AM
Killington Distillery - Still on the Mountain
Nearly full
Brunch & Dance Party w Santa
Sunday at 11:00 AM
South Bay - Fairfield
Nearly full
Brunch & Dance Party w Santa
Sunday at 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
Just added!
Santa's Holly Jolly Breakfast Bash with The Grinch and Bluey!
Sat, Dec 14, 9:00 AM
DoubleTree Boston-Milford
Just added!
Santa's Holly Jolly Breakfast Bash with The Grinch and Bluey!
Sat, Dec 14, 9:00 AM
DoubleTree Boston-Milford
Sales end soon
New Haven Leadership: How to Overcome Employee's Resistance To Change?
Tomorrow at 9:00 AM + 72 more
Coach Michael Lin
Sales end soon
New Haven Leadership: How to Overcome Employee's Resistance To Change?
Tomorrow at 9:00 AM + 72 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 Bar Crawl (SantaCon Edition)
Sat, Dec 21, 4:00 PM
Rum and Tequilla Fusion
Christmas Bar Crawl (SantaCon Edition)
Sat, Dec 21, 4:00 PM
Rum and Tequilla Fusion
Christmas Festival
Fri, Dec 13, 4:30 PM
Fulchino Vineyard
Christmas Festival
Fri, Dec 13, 4:30 PM
Fulchino Vineyard
Nearly full
A visit with Santa Claus and his Loyal Elves
Tomorrow at 4:00 PM
City of Norwalk, Connecticut
Nearly full
A visit with Santa Claus and his Loyal Elves
Tomorrow at 4:00 PM
City of Norwalk, Connecticut
Sales end soon
The Fright Before Christmas with Jeff Belanger at the Singh Performance Center
Saturday at 7:00 PM
Singh Performance Center
Sales end soon
The Fright Before Christmas with Jeff Belanger at the Singh Performance Center
Saturday at 7:00 PM
Singh Performance Center
Selling quickly
Breakfast With Santa and Stew's Costumed Characters
Sat, Dec 14, 9:30 AM + 1 more
Stew Leonard's 100 Westport Ave
Selling quickly
Breakfast With Santa and Stew's Costumed Characters
Sat, Dec 14, 9:30 AM + 1 more
Stew Leonard's 100 Westport Ave
Sales end soon
Santa's Suite
Saturday at 7:00 PM + 29 more
DoubleTree by Hilton Hotel Boston - Milford
Sales end soon
Santa's Suite
Saturday at 7:00 PM + 29 more
DoubleTree by Hilton Hotel Boston - Milford
Sales end soon
Santa Photos at Framebridge Westport
Sunday at 10:00 AM
Framebridge
Sales end soon
Santa Photos at Framebridge Westport
Sunday at 10:00 AM
Framebridge
Nearly full
Elf the Musical Jr
Friday at 7:30 PM
Saxe Middle School
Nearly full
Elf the Musical Jr
Friday at 7:30 PM
Saxe Middle School
Sales end soon
Santa Photos at Framebridge New Canaan
Saturday at 11:00 AM
134 Elm St
Sales end soon
Santa Photos at Framebridge New Canaan
Saturday at 11:00 AM
134 Elm St
Sales end soon
Photos with Santa!!
Sunday at 9:00 AM
Keller Williams Gateway Realty
Sales end soon
Photos with Santa!!
Sunday at 9:00 AM
Keller Williams Gateway Realty
Sales end soon
Photos with Santa-To Benefit Operation Delta Dog
Sunday at 9:00 AM
Keller Williams Gateway Realty
Sales end soon
Photos with Santa-To Benefit Operation Delta Dog
Sunday at 9:00 AM
Keller Williams Gateway Realty
Sales end soon
Winter Farm Nights
Saturday at 3:00 PM + 2 more
Good Pickin' Farm
Sales end soon
Winter Farm Nights
Saturday at 3:00 PM + 2 more
Good Pickin' Farm
Sales end soon
Photos with Santa to Benefit Operation Delta Dog
Sunday at 9:00 AM
20 Trafalgar Square
Sales end soon
Photos with Santa to Benefit Operation Delta Dog
Sunday at 9:00 AM
20 Trafalgar Square

Trends in Pittsfield

Explore more trends

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

Holiday Lights on the Farm

Holiday Lights on the Farm

A Very Merry Gingerbread Workshop

A Very Merry Gingerbread Workshop

Brunch & Dance Party w Santa

Brunch & Dance Party w Santa

Santa’s Open Jam

Santa’s Open Jam

Santa's Holly Jolly Breakfast Bash with The Grinch and Bluey!

Santa's Holly Jolly Breakfast Bash with The Grinch and Bluey!

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 Bar Crawl (SantaCon Edition)

Christmas Bar Crawl (SantaCon Edition)

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!!

Photos with Santa-To Benefit Operation Delta Dog

Photos with Santa-To Benefit Operation Delta Dog

Winter Farm Nights

Winter Farm Nights

Photos with Santa to Benefit Operation Delta Dog

Photos with Santa to Benefit Operation Delta Dog

Things to do around Pittsfield

Trends in Pittsfield

1. Craft fairs

2. New years eve parties

3. Stand up comedy

4. Paint and sip

5. Live music

6. Wreath making

7. Thanksgiving 2024

8. Singles events

9. Speed dating

10. Cooking cla

11. Turkey trot

12. Thanksgiving dinner