Downtown Pittsfield, Inc.

Downtown Pittsfield, Inc. Heart of the Berkshires
Phone 4134436501
Website https://downtownpittsfield.com

Since 1983, Downtown Pittsfield, Inc. (DPI) has been the recognized leader, facilitator and principal advocate for downtown. DPI has developed strategies and programs, mobilizing resources resulting in a creative, lively, sustainable environment.

DPI is a membership organization consisting of property owners, businesses, residents, cultural & entertainment venues, restaurants, and non-profit organizations who have joined forces to increase economic activity by promoting downtown as a great place to live, work, and play. DPI works in partnership with the various city departments which has led to major streetscape projects, parking improvements, and marketing initiatives.

The mission of Downtown Pittsfield, Inc. is to strengthen and promote Downtown Pittsfield, Inc.’s membership through advocacy, collaboration, and celebration.

Downtown Pittsfield, Inc. and its members welcome people, businesses, and events to join our diverse, vibrant, and bustling district.

Events from this organizer

Today

  • DPI Community Coffee Chat

    1Berkshire 137 North Street, Suite 200, Pittsfield, United States

    DPI Community Coffee Chat Wednesday, May 20, 8 to 9:30 am 1Berkshire Boardroom at 137 North Street, Suite 200 Topic: Insurance 101 for Small Businesses Hosts: Rebecca Brien, DPI Kevin Pink, 1Berkshire Maru Dominguez, TDI Speaker: Thomas Nowlan Commercial Lines Coverage Specialist MountainOne Insurance Open to small businesses located in or looking for space in…

  • June 5 First Fridays Artswalk

    June 5 First Fridays Artswalk

    Downtown Pittsfield Pittsfield, MA, United States

    The First Fridays Artswalk in downtown Pittsfield continues its 5-month season (May through September) on Friday, June 5 from 5 to 8 pm as part of the City of Pittsfield’s First Fridays…

  • First Fridays at Five: The Housie Shakers

    First Fridays at Five: The Housie Shakers

    Persip Park 175 North Street, Pittsfield, MA, United States

    Persip Park, 175 North Street, will feature a live performance by The Housie Shakers from 5 to 8 pm. Enjoy a beer garden from Hot Plate Brewing Co. and local food vendors within the vicinity. The Housie Shakers bring a variety of styles to the mix, with wide-ranging covers and original music spanning rock, blues,…

  • First Fridays at Five: Busker Robin O'Herin

    First Fridays at Five: Busker Robin O’Herin

    Palace Park 116 North Street, Pittsfield, MA, United States

    Busker Robin O'Herin will be popped up in Palace Park (near 122 North Street) from 5 to 8 pm. A three-time Boston Blues Finalist, and 2023 Albany Blues Challenge Finalist, Robin O'Herin, specializes in historically rich, often interactive concerts that include original and traditional American music, for small listening rooms, libraries, festivals, schools and more.…

  • Family Fun Zone at First Fridays at Five

    Family Fun Zone at First Fridays at Five

    Downtown Pittsfield Pittsfield, MA, United States

    The Family Fun Zone at First Fridays at Five will feature free, interactive activities from local non-profit organizations including arts & crafts, games, and more.   Participating organizations include 914 LOCK INC, ALZ.0rg, Barrington Stage Company, BART Charter Public School, Berkshire Art Center, Berkshire Athenaeum, Berkshire Coalition for Suicide Prevention, Berkshire County Football Officials Association,…

  • Makers Market at First Fridays at Five

    Makers Market at First Fridays at Five

    Downtown Pittsfield Pittsfield, MA, United States

    The Makers Market at First Fridays at Five will feature over a dozen local vendors selling handmade products such as crafts, clothing and accessories, candles, art, custom gift items, self-care items, and packaged foods and sweets.

  • June 2026 First Fridays at Five

    June First Fridays at Five

    Downtown Pittsfield Pittsfield, MA, United States

    The City of Pittsfield, Downtown Pittsfield, Inc. (DPI), and the Downtown Pittsfield Cultural Association (DPCA) have announced details for the second First Fridays at Five of the 2026 season. The event on Friday, June 5 presented by MountainOne, will feature live music and dance, art, family fun, shopping, food, and entertainment throughout downtown Pittsfield. Attendees…

  • Bowey the Clown First Fridays at Five

    First Fridays at Five: Bowey the Clown

    Downtown Pittsfield Pittsfield, MA, United States

    Bowey the Clown will be crafting free balloon creations in front of Crawford Square at 137 North Street.

  • Dance and Drum with the Berkshire Rhythm Keepers

    Dance and Drum with the Berkshire Rhythm Keepers

    Downtown Pittsfield Pittsfield, MA, United States

    On North Street at the South end of the road closure will be “Dance and Drum with the Berkshire Rhythm Keepers.” There will be a free Berkshire Rhythm Keepers performance from 5:45 to 6:30 pm, followed by a free dance class with Noel Staples-Freeman featuring live drumming by Aimée Gelinas, Dan Cohen, and the Berkshire Rhythm…