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Downtown Pittsfield Passport: Nov. 29 – Dec. 24

Downtown Pittsfield Pittsfield

Your Downtown Pittsfield Passport Shop Small Friday, November 29 through Tuesday, December 24 for a chance to win 1 of 3 prize packages valued at $500, $300 and $200!  …

Festive Frolic in Downtown Pittsfield

Downtown Pittsfield Pittsfield

  Downtown Pittsfield, Inc. (DPI) will host the Downtown Pittsfield Festive Frolic on Friday and Saturday, December 6 and 7. Activities on Friday include the City of Pittsfield’s Park Square…

Play Where’s Winston?

Downtown Pittsfield Pittsfield

Play Where’s Winston? Saturday, December 7, 2024 through Friday, January 3, 2025! How to play: Go to the Children’s Library at the Berkshire Athenaeum to pick up your Game Card. Then go…

Oral History Event at the Berkshire Athenaeum

Berkshire Athenaeum 1 Wendell Avenue, Pittsfield

The Berkshire Athenaeum in partnership with the Berkshire County Historical Society (BCHS) will present a free Oral History Event on Saturday, December 7 from 10 am to 2 pm. In celebration of the 100th anniversary of the publication of Herman Melville’s Billy Budd, the Berkshire Athenaeum and BCHS will collect and record stories of grandparents and…

Holiday Bazaar hosted by Thistle ‘n Thorn Floral

The Holiday Inn & Suites 1 West Street, Pittsfield

There will be a Holiday Bazaar hosted by Thistle ‘n Thorn Floral on Saturday, December 7, 11 am to 5 pm, at The Holiday Inn & Suites, 1 West Street, featuring about 50 local vendors selling an array of holiday gifts and special events including a DIY Candle Class with Berkshire Candle; 20-minute sessions with…

Build your own Cotton Ball Snowman (Festive Frolic Junior)

Marie's North Street Eatery and Gallery 146 North Street, Pittsfield

Marie's North Street Eatery and Gallery, 146 North Street, will host a free “Build your own Cotton Ball Snowman” activity on Saturday, December 7 from 11:30 am to 2:30 pm.

Free Kids’ Paint & Sip (Festive Frolic Junior)

St. Stephen’s Episcopal Church 67 East Street, Pittsfield

Downtown Pittsfield, Inc. and St. Stephen’s Episcopal Church will host a Free Kids’ Paint & Sip on Saturday, December 7, 12 to 2:30 pm, in the auditorium at St. Stephen’s…

Photo Ops with Santa (Festive Frolic Junior)

The Beacon Cinema 57 North Street, Pittsfield

Downtown Pittsfield, Inc. will host Photo Ops with Santa on Saturday, December 7, 12 to 3 pm, in the Lowest Level of the Beacon Cinema/ Kinnell-Kresge Building. Enter from McKay…

Berkshire Art Center Free Drop-In Art Making (Festive Frolic Junior)

Berkshire Art Center 141 North Street, Pittsfield

Join Berkshire Art Center for a Free Drop-In Art Making event at their Brothership Building location, 141 North Street, as part of Downtown Pittsfield’s Festive Frolic Junior on Saturday, December 7, from 12 to 3 pm. A BAC Faculty Artist will be leading a creative snowflake wall hanging project, appropriate for a multigenerational audience —…

European Holiday Market

The Beacon Cinema 57 North Street, Pittsfield

Downtown Pittsfield, Inc. will host a European Holiday Market on Saturday, December 7, 12 to 3 pm, in the Lowest Level of the Beacon Cinema/ Kinnell-Kresge Building. Enter from McKay Street. Free parking in the McKay Street Parking Lots/Garage. Vendors include Baked Pastries & More, Birdseye Woodcrafts, Holmes Candle Co., Maria Ortiz, MasonAiry Craft Co.,…

Holiday Card Making Drop-in at the Berkshire Athenaeum (Festive Frolic Junior)

Berkshire Athenaeum 1 Wendell Avenue, Pittsfield

The Berkshire Athenaeum, 1 Wendell Avenue, will host a Holiday Card Making Drop-in on Saturday, December 7 from 12 to 3 pm in the Children’s Library. Kids can make holiday cards for nursing home residents as well as holiday cards for them to take home, while supplies last.

“Create your own star ornament” at Peace Train Tees (Festive Frolic Junior)

Peace Train Tees 2 South Street, Pittsfield

Peace Train Tees, 2 South Street, will host a free “Create your own star ornament” event on Saturday, December 7 from 12 to 3 pm. Coloring sheets with special markers will be provided, and finished designs will be used to create a completed ornament. The child's design will be on the front, with the event…

Festive Bookmark Making Drop-in for Adults

Berkshire Athenaeum 1 Wendell Avenue, Pittsfield

The Berkshire Athenaeum’s Adult Services Department will host a Festive Bookmark Making Drop-in for Adults on Saturday, December 7 from 12 to 3 pm in the Blake Room on the main floor back by the Reference Desk.

Free Holiday Pot Decorating Drop-in at The Plant Connector

The Plant Connector 46 West Street, Pittsfield

The Plant Connector, 46 West Street, will host a free holiday pot decorating drop-in on Saturday, December 7 from 12 to 3 pm and will offer kids’ mini winter-themed terrariums for $12.

Balloon Twist for Beginners

Nene's Deco 144 South Street, Pittsfield

Nene's Deco, 144 South Street, will host a free “Balloon twist for beginners” class on Saturday, December 7 from 1 to 2 pm.

Clock Tower Artist’s Tinsel and Bling Holiday Art Opening

Clock Tower Artists 75 South Church Street, 3rd Floor, Pittsfield

Add a little sparkle to your season! Stop by the Clock Tower Artists at the Clock Tower Business Center on Saturday, December 7th, for a festive showcase of unique local art. Discover a dazzling variety of works, including watercolor, oil paintings, abstract art, paint pouring, sculptures, and even one-of-a-kind repurposed clothing. You’ll also find small…