Robert ‘Bob’ Drucker


GREAT BARRINGTON —On Thursday, March 19, 2020, Robert “Bob” Drucker, loving husband, father and grandfather, passed away at the age of 78 after a long and valiant battle with Parkinson’s disease.
Born on Nov. 29, 1941, in Brooklyn, N.Y., to the late Ida (Penziner) and Herbert Drucker, Bob was raised in Brooklyn but spent significant parts of his childhood in Sheffield and Great Barrington, where he had extensive family.
At age 19 he moved permanently to the Berkshires to open the Canaan Army and Navy Store in North Canaan with his relatives, eventually growing the business to Bob’s Clothing and Shoes, which he ran until his retirement in 2008.
In 1994, with his eldest son, Peter, he opened Barrington Outfitters in Great Barrington, and it gave him great pride to have his youngest son, Richard, join the family business a few years later.
Bob had a social nature and an affinity for meeting new people. He was known as a kind-hearted person with a keen sense of humor and an infectious laugh, who always had a great story to tell. He clothed generations of families and built lifelong friendships with his customers. For many, a trip through North Canaan wasn’t complete until you stopped in to see Bob.
In the early 1970s Bob became an EMT and was one of the first volunteers to work on the Southern Berkshire Ambulance Squad. He was proud to have served on the Board of Directors of the Canaan National Bank for many years, as well as on the Board of the Salisbury Bank and Trust, where he served until 2017.
Bob was deeply committed to his family, and leaves behind his devoted wife of 55 years, Karen (Meirowitz) Drucker; and their children, Debbie Drucker and Larry Ring, Peter and Kristin (Soule) Drucker and Richard and Hilary (Tzelis) Drucker; his brother, Dr. Barry Drucker and his wife, Susan; his brother-in law, Mark Meirowitz and his wife, Judy Ring; his nieces and nephews; and his six grandchildren, Haley and Alex Ring, Anna and Sarah Drucker and Sam and Ian Drucker, who adored their Poppy almost as much as he adored them.
In light of the current situation, there will be a summertime celebration of Bob’s life at his family’s cottage on Twin Lakes in Salisbury, where he spent many joyous summers with friends, family and happy dogs.
In lieu of flowers, contributions in memory of Robert Drucker may be made to support Arrhythmogenic Right Ventricular Cardiomyopathy (ARVC) research by Dr. Jeffrey Saffitz at Beth Israel Deaconess Medical Center by visiting www.bidmc.org/giving or by check made payable to “Beth Israel Deaconess Medical Center” with “Drucker/Dr. Jeffrey Saffitz Research Lab” in the memo line. Contributions can be mailed to: Beth Israel Deaconess Medical Center, Office of Development, 330 Brookline Ave. (OV), Boston, MA 02215.
To send remembrances to his family go to www.finnertyandstevens.com.
The Salisbury Winter Sports Association (SWSA) will host its annual Junior Jump Camp, a two-day introduction to ski jumping, on Saturday and Sunday, Dec. 27 and 28, from 9 a.m. to 2 p.m. at Satre Hill in Salisbury.
The camp is open to children ages 7 and up and focuses on teaching the basics of ski jumping, with an emphasis on safety, balance and control, using SWSA’s smallest hill. No prior experience is required.
The cost is $50 per child and includes instruction and lunch on both days. For more information or to register, visit www.skireg.com/swsa-camp or email info@jumpfest.org
Jesse Bunce, first selectman of North Canaan.
LITCHFIELD — The Northwest Hills Council of Governments welcomed six newly elected municipal leaders Thursday, Dec. 11, at its first meeting following the 2025 municipal elections.
The council — a regional planning body representing 21 towns in northwest Connecticut — coordinates transportation, emergency planning, housing, economic development and other shared municipal services.
Barkhamsted First Selectman Meaghan Cook, Goshen First Selectman Seth Breakell, Kent First Selectman Eric Epstein, Norfolk First Selectman Henry Tirrell, North Canaan First Selectman Jesse Bunce and Torrington Mayor Molly Spino were each elected to their post in November.
They filled the seats of their predecessors on the COG, who were each given a toast of appreciation: Nick Lukiwsky (Barkhamsted), Todd Carusillo (Goshen), Marty Lindenmeyer (Kent), Matt Riiska (Norfolk), Brian Ohler (North Canaan) and Elinor Carbone (Torrington).
COG Executive Director Rob Phillips said the outgoing members were given a going away mug that read “You’re living the dream still.” Members voted to appoint Warren First Selectman Greg LaCava to fill a vacancy on the Council’s Executive Committee. COG members voted by paper ballot, and LaCava defeated Burlington First Selectman Doug Thompson for the vacant seat.
Ryan Segalla takes a fadeaway shot over a defender.
FALLS VILLAGE — Housatonic Valley Regional High School’s boys basketball team defeated Pine Plains High School 60-22 in a scrimmage Tuesday, Dec. 9. The non-league preseason game gave both sides an opportunity to run the court ahead of the 2025-26 varsity season.
HVRHS’s senior-heavy roster played with power and poise. The boys pulled ahead early and kept their foot on the gas through to the end.
By halftime the score was 33-8. Junior varsity players subbed in for the second half, but not before the starters got some in-game dunk practice. By the end Housatonic totaled 60 points to Pine Plains’ 22.

Nick Crodelle led the Mountaineers offensively with 13 points. Anthony Labbadia and Wyatt Bayer scored nine points each. Anthony Foley scored eight points. Owen Riemer and Ryan Segalla each scored seven points. Peyton Bushnell hit a three-pointer. Jaxon Visockis and Henry Berry each scored two points.
HVRHS begins Berkshire League competition on the road at Nonnewaug High School Tuesday, Dec. 16, with a 6 p.m. tip off.


Katie Moore delivers toys to the Stuff a Truck campaign held by the Kent Volunteer Fire Department last weekend. Donated toys are collected so that parents, who need some assistance, may provide their children with gifts this Christmas. Accepting the donation are elves Fran Goodsell and Karen Iannucci
KENT — Santa’s elves were toasty warm as they collected toys for the children of Kent.
Keeping with annual tradition, Fran Goodsell and Karen Iannucci manned the Stuff a Truck campaign sponsored by the Kent Volunteer Fire Department on Saturday, Dec. 6, and Sunday, Dec. 7. Sitting in front of a fire pit in the firehouse parking lot between donations from residents, they spoke of the incredible generosity displayed every season. That spirit of giving was clear from the piles of toys heaped on a table.
“This is always so gratifying,” said Goodsell, noting that certain businesses, including High Watch Recovery Center, Wilson’s, and Kent and South Kent schools needed a “shout out” for all they’ve done. She said South Kent School focuses on gifts for older children, which is a group that often is overlooked.
Unwrapped contributions are sought for children 1 to 15 years old who might otherwise find little or nothing from Santa, they said. The bounty will be set up at the Community House on Thursday, allowing parents to come and take what they want. If there are still items left, grandparents are invited to “shop.”
The atmosphere was festive Saturday, as a stuffed dog began barking a Christmas tune whenever someone walked in front of it. A large decked-out bear posted at the parking lot entrance reminded passersby of the event. Visiting children were able to get a close-up look at the fire truck and walk through the firehouse if they wished.
Goodsell and Iannucci were very grateful to those who donated wood for the fire pit. “And so many asked if they could bring us coffee or hot chocolate,” said Iannucci.
Goodsell said many who came talked about having grown children who were recipients of the gifts when their families were struggling. “They are so glad to be able to give back,” she said.