Obituary of Anthony “Tony” Pericolosi

Tony Pericolosi (2)

Anthony “Tony” Pericolosi, 50, passed away on Wednesday, September 9, 2020 in Boston, MA. He was born in Pittsfield, MA on July 1,1970 to Donald Pericolosi and Judith Pericolosi Barry. Tony knew how to put a smile on everyone’s face and we know he’s made a difference in so many others’ lives.

             After living in Pittsfield for twelve years, Tony and his sister moved to West Stockbridge with their father and resided with their grandparents, Rose and Donato Pericolosi. Upon their father’s death in 1985, Tony and his sister remained living with their grandparents.

           When Tony was young his first job was at the Queensboro Package Store in West Stockbridge. He then worked as a waiter at the Shaker Mill Tavern in town for many years. Tony graduated from Monument Mountain Regional High School in 1989, received his Bachelors degree from American International College, and his Masters of Social Work LCSW from Simmons Graduate School of Social Work in 1998. Upon moving to the south end of Boston, Tony worked as a Clinical Liaison at CareOne and later at Essex Management Group until being laid off due to the Covid 19 pandemic. He was dedicated, knowledgeable and successful in his field.  Tony’s  passion was to work with the elderly.

            Anyone who knew Tony knows how he loved the finer things in life. He loved dining out at exclusive restaurants with his friends (and missed his calling as a food columnist!) He would anonymously buy strangers dinner and make contributions to the less fortunate and homeless in Boston. Tony was a huge fan of music and concerts and you were sure to see him enjoying front row seats! Movies at the cinema were a must, especially the classics. He frequently visited Cape Cod, Maine and Palm Springs . Tony was an avid reader and intrigued in politics   Tony was very generous, so full of life and he had an amazing sense of humor. He never held back his thoughts; sometimes you were at the edge of your seat waiting to see what he was going to say next. Tony certainly was the life of the party and sure to steal the show at any family occasion. Tony loved coming home to his dog Lola who he adored for 17 years.

            Tony Pericolosi was predeceased by his father Donald Pericolosi, his brother Donald Anthony Pericolosi, Jr. who died in infancy, his grandparents Rose and Donato Pericolosi, Madonna and Elliot Webster and just recently his beloved dog, Lola.

            Tony is survived by his mother, Judith Pericolosi Barry, husband Peter Barry, of Pittsfield, MA. Tony is also survived by his sister Nancy Konisky, husband Anthony and two precious nieces Gianna and Julea of Millbury, MA. He leaves two aunts who he loved dearly, Louise Faggioni (Paul), Patricia Sinico (Robert) both of West Stockbridge, MA. Tony is also survived by his loving cousins Brian & Tracey Faggioni, Paul & Cindy Faggioni, Robert & Amy Sinico, Brian Sinico, Ryan & Sarah Sawyer, Cathy Faggioni and many more cousins and friends.

            The disease of addiction had its way and silenced Tony’s laugh forever last week robbing those of us who loved him any hope of seeing recovery and feeling the warmth of his huge heart. He loved the Virgin Mary; now she has Tony embraced in her arms with Lola. We love you dearly, Tony and we will carry forth your beautiful spirit.

            Services:  A Memorial Mass will be celebrated outdoors at St. Patrick’s Church, West Stockbridge on Wednesday, September 23rd at 11:00 am. Everyone attending must wear a mask, and social distancing will be followed. Anyone who would like to bring their own chairs to the mass and cemetery is welcome to do so.  Burial will follow at St. Patrick’s cemetery in West Stockbridge. There will be no calling hours.  In lieu of flowers, expressions of sympathy in Tony’s memory may be made to the Pine Tree Inn (homeless service in Boston) or Berkshire Humane Society c/o Birches-Roy Funeral Home, 33 South Street, Great Barrington, Ma. Condolences may be made through

9 Responses to Obituary of Anthony “Tony” Pericolosi

  1. May you Rest In Peace our friend. We are heartbroken over this. And can only hope you are in a happier place.
    We love you Tony!
    Bobby & Riky

  2. My sincere sympathies to everyone in Anthony’s family. No doubt we all have many OUTRAGEOUS and HILARIOUS memories–I proudly have twenty years of them. Tony and I share an irreplaceable sort of humor that will be sorely missed. In fact, all we ever did was tease each other and snicker uncontrollably. I never thought about how distinct and unique of a character my boy was or how much I took that for granted. He is one of my best friends and I love him. I hope to see you all after covid. –Troy

  3. Tony was a wonderful person who had the biggest heart, and always made me laugh. He will be missed.

  4. Growing up with Tony was fun. All my love to his wonderful family. Tony’s laugh and energy will live on in our hearts.

  5. I didnt know him but sounds like someone I would have liked to know. I normally don’t comment strangers posts,but I wanted to let you know i thought was really brave to mention addiction. Most people don’t. It is honoring everything about him both the good and unfortunate. May you find peace.

  6. Thank you to whoever wrote this beautiful remembrance of Tony!

    All through this primary season right up to when they called the congressional race for Markey, Tony and I were going back and forth about the virtues of ‘our’ candidates. Once they called the race for Markey, he reminded me that we both won, since they were both Democrats with very little policy differences between them. He made politics fun, even in these times. And he was very proud of his Biden mask!

    One time, we had driven down to Providence to fight for his rights. As we got out of the car in the parking garage, I suggested we say three Hail Marys together. We did, out loud, right there in the parking lot. Against huge odds, Our Blessed Mother came through for us in a big way that day. He was Her son too.

    Tony held on to Lola until it would have been cruel to, but it broke his heart to let her go. A few days after he put her down, he called to let me know that, when he went to pay the bill for Lola, the vet told him it had been taken care by an anonymous donor. Whoever you are, you need to know how much that act of kindness eased his loss!

    To the guy who made me laugh even in moments I didn’t want to, who loved restaurants and politics as much as I did, whose generous heart is how I will best remember you, my own heart is broken, Tony. But I believe that you and your Lola are in the Blessed Mother’s embrace now, as your obit so gracefully reminds each of us.

    Rest in Peace, sweet man, dear friend!

  7. I am beyond devastated to hear this news. I have never met anyone with a personality like Tony. He loved his job, he cared about the people.
    He was so funny! We still laugh thinking of him. After he was layed off he still called us, and checked in weekly. He spoke of his sister and nieces often.
    May he rest in peace.
    Love you Tony

  8. I can still hear his voice on the other end of the phone. The laughs were endless! I have never read an obituary that described someone so perfectly. Beautifully written. May you rest easy my friend.

  9. Absolutely beautifully written. Tony was one of a kind. Not only did Tony have a smile on his face all the time, but he made everyone around him smile. Will never forget his laugh. It was just like his Dads. He will be sorely missed at all family functions. Rest in Peace Dear Tony

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