What are the top free Events in January happening in Pittsfield?

Here are the top free Events in January in Pittsfield: Queer Crafting @WANDER hosted by Rainbow Seniors is happening on Sat 14 Feb 2026 from 12:00 PM onwards at WANDER Berkshires, Pittsfield

What are the Events in January happening in Pittsfield This Weekend January 16-18 2026?

Here are the Events in January happening this weekend January 16-18 2026 in Pittsfield: Benefit Fundraiser for Sally Tiska Rice is happening on Sun 18 Jan 2026 from 3:00 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield DJ on the Deck Après Ski Party is happening on Sun 18 Jan 2026 from 12:00 PM onwards at 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

What Events in January are happening in Pittsfield Today January 18 2026?

Here are the Events in January happening today January 18 2026 in Pittsfield: Benefit Fundraiser for Sally Tiska Rice is happening on Sun 18 Jan 2026 from 3:00 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield DJ on the Deck Après Ski Party is happening on Sun 18 Jan 2026 from 12:00 PM onwards at 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

What are the top Events in January happening in Pittsfield?

Here are the top Events in January in Pittsfield: Orleans in Pittsfield is happening on Fri 11 Sep 2026 from 7:30 PM onwards at The Colonial Theatre, Pittsfield Magic Tree House: Showtime with Shakespeare is happening on Sat 14 Feb 2026 from 2:00 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 ‘90s Nation: Alternative Rock is happening on Sat 21 Feb 2026 from 7:30 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 Aquanett LIVE at Proprietor's Lodge is happening on Sat 14 Mar 2026 from 8:00 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield Rev Tor’s 14th Annual Dead of Winter Jam is happening on Sat 07 Feb 2026 from 7:30 PM onwards at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 The Lovin' Spoonful in Pittsfield is happening on Sat 09 May 2026 from 7:00 PM onwards at The Colonial Theatre, Pittsfield Benefit Fundraiser for Sally Tiska Rice is happening on Sun 18 Jan 2026 from 3:00 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield Shredfest Rewind: 80's Day + Bank Slalom is happening on Sat 07 Mar 2026 from 12:00 PM onwards at 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 Bianchi/Barbarotta Foundation 12th Annual Beer Tasting is happening on Sat 28 Feb 2026 from 6:00 PM onwards at Berkshire Hills Country Club, Pittsfield 3rd Annual Night of Dreams Gala 2026 is happening on Fri 08 May 2026 from 6:00 PM onwards at Berkshire Hills Country Club, Pittsfield

What are the Events in January happening in Pittsfield this January 2026?

Here are the Events in January happening in Pittsfield in January 2026 : Benefit Fundraiser for Sally Tiska Rice is happening on Sun 18 Jan 2026 from 3:00 PM onwards at The Proprietor's Lodge - Lakefront Events, Dining & Venue, Pittsfield Candlelight Yoga with Taylor is happening on Fri 23 Jan 2026 from 6:00 PM onwards at On Pointe Barre & Fitness Studio, Pittsfield Richmond Night at Balderdash is happening on Fri 30 Jan 2026 from 6:00 PM onwards at Balderdash Cellars, Pittsfield DJ on the Deck Après Ski Party is happening on Sun 18 Jan 2026 from 12:00 PM onwards at 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

Events & Things To Do in Pittsfield in January 2026

Events in January in Pittsfield

Fri, 11 Sep, 2026 - 07:30 PM

Orleans in Pittsfield

The Colonial Theatre
Sat, 14 Feb, 2026 - 02:00 PM

Magic Tree House: Showtime with Shakespeare

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

68+ Interested
Sat, 21 Feb, 2026 - 07:30 PM

‘90s Nation: Alternative Rock

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

29+ Interested
Sat, 14 Mar, 2026 - 08:00 PM

Aquanett LIVE at Proprietor's Lodge

The Proprietor's Lodge - Lakefront Events, Dining & Venue

94+ Interested
Sat, 07 Feb, 2026 - 07:30 PM

Rev Tor’s 14th Annual Dead of Winter Jam

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

155+ Interested
Sat, 09 May, 2026 - 07:00 PM

The Lovin' Spoonful in Pittsfield

The Colonial Theatre
Sun, 18 Jan, 2026 - 03:00 PM

Benefit Fundraiser for Sally Tiska Rice

The Proprietor's Lodge - Lakefront Events, Dining & Venue
Sat, 07 Mar, 2026 - 12:00 PM

Shredfest Rewind: 80's Day + Bank Slalom

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

23+ Interested
Sat, 28 Feb, 2026 - 06:00 PM

Bianchi/Barbarotta Foundation 12th Annual Beer Tasting

Berkshire Hills Country Club

62+ Interested
Fri, 08 May, 2026 - 06:00 PM

3rd Annual Night of Dreams Gala 2026

Berkshire Hills Country Club

67+ Interested
Fri, 23 Jan, 2026 - 06:00 PM

Candlelight Yoga with Taylor

On Pointe Barre & Fitness Studio

27+ Interested
Tue, 17 Feb, 2026 - 06:00 PM

The Art Switch Benefit Auction Party for Roots Rising (10x10 Arts Festival)

Clock Tower Artists' Studios and Gallery

USD 23
Sat, 28 Feb Onwards

Queer Crafting @WANDER hosted by Rainbow Seniors

WANDER Berkshires

Newly Added

|

Free
Fri, 30 Jan, 2026 - 06:00 PM

Richmond Night at Balderdash

Balderdash Cellars

25+ Interested
Sun, 18 Jan, 2026 - 12:00 PM

DJ on the Deck Après Ski Party

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

42+ Interested

Explore events by date

Custom Date

Pick Range

Events in January from nearby cities

Trending events from nearby cities

Upcoming Events in January in Pittsfield

Date	Event	Venue
21 Feb 2026	"STRIKING OUT CANCER IN THE BERKSHIRES " Joe Adee & The Lug Nuts	Proprietor's Lodge, Pittsfield
24 Jan 2026	Even It Up comes to The Parkside	Parkside Restaurant, Pittsfield
24 Jan 2026	2026 Freedom Fund Awards	Berkshire Hills Country Club, Pittsfield

Date

Event

Venue

21 Feb 2026

"STRIKING OUT CANCER IN THE BERKSHIRES " Joe Adee & The Lug Nuts

Proprietor's Lodge, Pittsfield

24 Jan 2026

Even It Up comes to The Parkside

Parkside Restaurant, Pittsfield

24 Jan 2026

2026 Freedom Fund Awards

Berkshire Hills Country Club, Pittsfield