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

Santa events in Pittsfield, MA

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
Sales end soon
Pine Tree Ornaments | Savannah Horan, instructor
Monday at 6:00 PM
Paul Nigra Center For Creative Arts
Sales end soon
Pine Tree Ornaments | Savannah Horan, instructor
Monday at 6:00 PM
Paul Nigra Center For Creative Arts
Sales end soon
Sip & Sleigh SantaCon
Sunday at 12:00 PM
Aquila's Nest Vineyards
Sales end soon
Sip & Sleigh SantaCon
Sunday at 12:00 PM
Aquila's Nest Vineyards
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
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
Worcester SantaCon 2024
Sat, Dec 14, 1:00 PM
Worcester
Worcester SantaCon 2024
Sat, Dec 14, 1:00 PM
Worcester
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
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
Nearly full
Cookies With Santa
Saturday at 12:00 PM
75 Washington Ave
Nearly full
Cookies With Santa
Saturday at 12:00 PM
75 Washington Ave
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
Selling quickly
Paws & Claus 2024 Photos with Santa
Sunday at 9:00 AM
Yankee Golden Retriever Rescue, Chapin Road, Hudson, MA, USA
Selling quickly
Paws & Claus 2024 Photos with Santa
Sunday at 9:00 AM
Yankee Golden Retriever Rescue, Chapin Road, Hudson, MA, 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
Breakfast with Santa at Madison Beach Hotel, Sunday, Dec 15
Sun, Dec 15, 9:00 AM
Madison Beach Hotel, Curio Collection by Hilton
Breakfast with Santa at Madison Beach Hotel, Sunday, Dec 15
Sun, Dec 15, 9:00 AM
Madison Beach Hotel, Curio Collection by Hilton
Sales end soon
Bad Santa Bar Crawl: Connecticut's #1 Holiday Party
Saturday at 12:00 PM
10 Exclusive Bars & Clubs - Downtown New Haven
Sales end soon
Bad Santa Bar Crawl: Connecticut's #1 Holiday Party
Saturday at 12:00 PM
10 Exclusive Bars & Clubs - Downtown New Haven
Meet Mrs. Claus and Decorate Sugar Cookies
Tomorrow at 4:00 PM
Stew Leonard's
Meet Mrs. Claus and Decorate Sugar Cookies
Tomorrow at 4:00 PM
Stew Leonard's
Nearly full
Cornwall on Hudson Sensitive Santa Experience
Sunday at 4:40 PM
Storm King Theater Vestibule
Nearly full
Cornwall on Hudson Sensitive Santa Experience
Sunday at 4:40 PM
Storm King Theater Vestibule
Breakfast with Santa at Putnam County Golf Course
Sun, Dec 22, 10:00 AM
Putnam County Golf Course
Breakfast with Santa at Putnam County Golf Course
Sun, Dec 22, 10:00 AM
Putnam County Golf Course

Trends in Pittsfield

Explore more trends

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

Breakfast with Santa in the Barn at Tilly's Table

Breakfast with Santa in the Barn at Tilly's Table

Pine Tree Ornaments | Savannah Horan, instructor

Pine Tree Ornaments | Savannah Horan, instructor

Sip & Sleigh SantaCon

Sip & Sleigh SantaCon

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

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

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

Worcester SantaCon 2024

Worcester SantaCon 2024

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

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

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

Brunch with SANTA!!!

Brunch with SANTA!!!

Paws & Claus 2024 Photos with Santa

Paws & Claus 2024 Photos with Santa

Funk Junkies Christmas Show

Funk Junkies Christmas Show

Breakfast with Santa at Madison Beach Hotel, Sunday, Dec 15

Breakfast with Santa at Madison Beach Hotel, Sunday, Dec 15

Bad Santa Bar Crawl: Connecticut's #1 Holiday Party

Bad Santa Bar Crawl: Connecticut's #1 Holiday Party

Meet Mrs. Claus and Decorate Sugar Cookies

Meet Mrs. Claus and Decorate Sugar Cookies

Cornwall on Hudson Sensitive Santa Experience

Cornwall on Hudson Sensitive Santa Experience

Breakfast with Santa at Putnam County Golf Course

Breakfast with Santa at Putnam County Golf Course

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. Bingo

11. Turkey trot

12. Thanksgiving dinner