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.

St. Mary's Guild Holiday Craft Fair
Sat, Dec 7, 9:00 AM
56 Hopkins Pl
St. Mary's Guild Holiday Craft Fair
Sat, Dec 7, 9:00 AM
56 Hopkins Pl
Santa is Coming to Town!
Sat, Dec 7, 10:30 AM
Congregational Church of Burlington
Santa is Coming to Town!
Sat, Dec 7, 10:30 AM
Congregational Church of Burlington
Savor The Season Stroll
Sat, Dec 7, 11:00 AM
Main Street South
Savor The Season Stroll
Sat, Dec 7, 11:00 AM
Main Street South
Santa's Little Workshop
Sat, Dec 14, 10:00 AM + 3 more
Little Things Farm
Santa's Little Workshop
Sat, Dec 14, 10:00 AM + 3 more
Little Things Farm
West Bristol School PTO Annual Craft & Vendor Fair
Sat, Dec 14, 10:00 AM
West Bristol School
West Bristol School PTO Annual Craft & Vendor Fair
Sat, Dec 14, 10:00 AM
West Bristol School
Shop Local Holiday Market @ Parkville Market
Sat, Dec 14, 11:00 AM + 1 more
Parkville Market
Shop Local Holiday Market @ Parkville Market
Sat, Dec 14, 11:00 AM + 1 more
Parkville Market
Going fast
Bethlehem Christmas Town Festival
Fri, Dec 6, 5:00 PM
Bethlehem
Going fast
Bethlehem Christmas Town Festival
Fri, Dec 6, 5:00 PM
Bethlehem
Annual Keene Holiday Craft Show
Today at 9:00 AM
Keene High School
Annual Keene Holiday Craft Show
Today at 9:00 AM
Keene High School
Winter Solstice Circle
Sat, Dec 21, 6:30 PM
T.A.J Tropicals & Trinkets Inc.
Winter Solstice Circle
Sat, Dec 21, 6:30 PM
T.A.J Tropicals & Trinkets Inc.
Bubbles Spring Eggstravaganza
Sun, Apr 13, 10:00 AM
181 Shunpike Rd
Bubbles Spring Eggstravaganza
Sun, Apr 13, 10:00 AM
181 Shunpike Rd
Holiday Craft Fair
Today at 10:00 AM
Hopewell Hose Co
Holiday Craft Fair
Today at 10:00 AM
Hopewell Hose Co
Going fast
FREE Holiday Open House at Mesier Homestead in Wappingers Falls
Wed, Dec 11, 11:00 AM + 4 more
Mesier Homestead and Museum
Going fast
FREE Holiday Open House at Mesier Homestead in Wappingers Falls
Wed, Dec 11, 11:00 AM + 4 more
Mesier Homestead and Museum
Yule Log Folk Craft
Mon, Dec 16, 6:30 PM
Running Brook Farms
Yule Log Folk Craft
Mon, Dec 16, 6:30 PM
Running Brook Farms
Vermont Holiday Festival 2024
Thursday at 5:30 PM
Killington Grand Hotel, Killington Resort
Vermont Holiday Festival 2024
Thursday at 5:30 PM
Killington Grand Hotel, Killington Resort
Sales end soon
Stew Leonard's Danbury 30th Annual Christmas Tree Lighting Celebration
Thursday at 4:30 PM
Stew Leonard's
Sales end soon
Stew Leonard's Danbury 30th Annual Christmas Tree Lighting Celebration
Thursday at 4:30 PM
Stew Leonard's
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
Candles for Christmas
Thu, Dec 12, 5:30 PM
50 Pleasant St suite 8
Candles for Christmas
Thu, Dec 12, 5:30 PM
50 Pleasant St suite 8
Holiday Fair
Sat, Dec 7, 9:00 AM
199 Valley St
Holiday Fair
Sat, Dec 7, 9:00 AM
199 Valley St
Almost full
A Leffingwell Christmas in the Colonies
Sun, Dec 8, 11:00 AM + 6 more
Leffingwell House Museum
Almost full
A Leffingwell Christmas in the Colonies
Sun, Dec 8, 11:00 AM + 6 more
Leffingwell House Museum
Winter Fest on the North Haven Fairgrounds
Today at 10:00 AM
North Haven Fairgrounds
Winter Fest on the North Haven Fairgrounds
Today at 10:00 AM
North Haven Fairgrounds

Trends in Pittsfield

Explore more trends

Frequently asked questions about Pittsfield

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

St. Mary's Guild Holiday Craft Fair

Santa is Coming to Town!

Savor The Season Stroll

Santa's Little Workshop

Which events are currently trending in Pittsfield?

The trending searches this month in Pittsfield are:

craft fairs

halloween events

new years eve parties

stand up comedy

Which festival events are coming up?

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

Annual Keene Holiday Craft Show

Holiday Craft Fair

Winter Fest on the North Haven Fairgrounds

Stew Leonard's Danbury 30th Annual Christmas Tree Lighting Celebration

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

St. Mary's Guild Holiday Craft Fair

St. Mary's Guild Holiday Craft Fair

Santa is Coming to Town!

Santa is Coming to Town!

Savor The Season Stroll

Savor The Season Stroll

Santa's Little Workshop

Santa's Little Workshop

West Bristol School PTO Annual Craft & Vendor Fair

West Bristol School PTO Annual Craft & Vendor Fair

Shop Local Holiday Market @ Parkville Market

Shop Local Holiday Market @ Parkville Market

Bethlehem Christmas Town Festival

Bethlehem Christmas Town Festival

Annual Keene Holiday Craft Show

Annual Keene Holiday Craft Show

Winter Solstice Circle

Winter Solstice Circle

Bubbles Spring Eggstravaganza

Bubbles Spring Eggstravaganza

Holiday Craft Fair

Holiday Craft Fair

FREE Holiday Open House at Mesier Homestead in Wappingers Falls

FREE Holiday Open House at Mesier Homestead in Wappingers Falls

Yule Log Folk Craft

Yule Log Folk Craft

Vermont Holiday Festival 2024

Vermont Holiday Festival 2024

Stew Leonard's Danbury 30th Annual Christmas Tree Lighting Celebration

Stew Leonard's Danbury 30th Annual Christmas Tree Lighting Celebration

Holiday Lights on the Farm

Holiday Lights on the Farm

Candles for Christmas

Candles for Christmas

Holiday Fair

Holiday Fair

A Leffingwell Christmas in the Colonies

A Leffingwell Christmas in the Colonies

Winter Fest on the North Haven Fairgrounds

Winter Fest on the North Haven Fairgrounds

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. Live music

10. Halloween party

11. Speed dating

12. Bingo