This past fall, Downtown Pittsfield, Inc. held a photo challenge to find the photo that best captures why downtown Pittsfield is the "Heart of the Berkshires".

Entrants were encouraged to capture photos that showcased the beauty and personality of downtown Pittsfield, keeping in mind the theme “Heart of the Berkshires”.

The first-place winner, as determined by a panel of local judges, is Susan Geller of Lenox. Her photo of this summer’s Tanglewood in the City at the Pittsfield Common has won her a prize package donated by local downtown businesses, and her photo will be featured in Pittsfield’s 2020 Downtown Guide and a Downtown Pittsfield, Inc. social marketing campaign.

Susan Geller Tanglewood in the City

The second-place winner, Terry Holland, will also take home a prize package donated by local downtown businesses. The winning photo is an aerial view of North Street.

Terry Holland

Honorable Mentions are by Shaun Muldowney, Gary Pratt, Maz Ghani, Elena V. Nuciforo, Meredyth Banahan, Lewis Reed, and Christy Butler. The winners and honorable mentions can all be viewed at

The winners of the Pittsfield Photo Challenge were decided by an esteemed panel of Pittsfield judges: Alex Reczkowski, Director, Berkshire Athenaeum; Cheryl Mirer, Executive Director, Downtown Pittsfield, Inc.; Gary R. Levante, SVP, Corporate Responsibility & Culture, Berkshire Bank and First Vice President, Downtown Pittsfield, Inc.; Jesse Cook-Dubin, Partner, Cohen Kinne Valicenti & Cook and President, Downtown Pittsfield, Inc.; Pittsfield Mayor Linda Tyer; Lindsey Schmid, 1Berkshire VP of Tourism & Marketing and DPI Board Member; Kimberly Gritman, Downtown Pittsfield, Inc. Marketing Coordinator; Michael J. Wynn, Chief of Police, Pittsfield Police Department; Representative Tricia Farley-Bouvier; and Ty Allan Jackson, Founder – Big Head Books Read or Else


  1. Susan Geller, Tanglewood in the City
  2. Terry Holland, aerial view of North Street

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