Happening this Year
It has been my privilege to write this column for almost 10 years now. To me, it is a celebration of the area we live inand a testament to the musical, culinary, literary, artistic, and myriad other contributions our community members provide. I will be forever grateful to our publisher Toni Tucker for giving me the opportunity to write for this publication. I hope everyone continues to attend these events and support the organizations and individuals who embody in ‘Berkshire Style. -CHP
BERKSHIRE INTERNATIONAL FILM FESTIVAL: 20TH SEASON
May 28th - 31st, Thursday - Sunday, times vary
The Berkshire Film Festival returns bigger and better than ever for its 20th season! While the lineup is yet to be announced, BIFF is sure to once again select films of the highest quality—highlighting new and renowned filmmakers and actors. Events include the Opening Night Party & Film, Tribute Night Party, Tea Talks, Panel Discussions and of course, a weekend full of films. Passes are available for sale now from $100 - $650 and individual tickets will be for sale soon.
Locations throughout Berkshire County MA.
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HUDSON-BERKSHIRE EXPERIENCE: SPRING WINE AND FOOD FESTIVAL
May 23rd & 24th, Saturday & Sunday, 11AM - 6PM
Named one of the Top 5 Beverage Trails by Paste Magazine, the Hudson-Berkshire Beverage Trail is the premiere beverage trail in New York State's Hudson Valley and the Berkshires of Massachusetts. The Spring Wine and Food Festival features beverage trail members along with other regional wineries, distilleries and cideries. You can also enjoy wonderful farm producers sampling and selling their delicious gourmet cheeses, baked goods, jams, jellies and so much more! Throughout the weekend there will be special seminars by some of the region’s foremost experts in the craft beverage industry. $20 - $40.
Columbia County Fairgrounds. 182 Hudson Avenue. Chatham NY. 518.396.9959.
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LITCHFIELD WELLNESS FESTIVAL: HEALTHY & HAPPY
June 27th, Saturday, 9:30AM - 4:30PM
From sunrise yoga and mindful movement to holistic workshops, local vendors, and inspiring conversations, the festival brings together people and practitioners who share a passion for well-being in all its forms. With over 80 thoughtfully curated exhibitors; live music from West Hill Groove that will keep the good vibes going; an impressive lineup of free workshops and classes; food trucks, nutritious snacks; and arts and hands-on activities for kids, there is something for everyone at this event. Prices vary.
Community Field. 58 N Lake Street. Litchfield CT.
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CIRCUS & THE BARD: THE NEXT CHAPTER
July 16th - 26th, days and times vary
Shakespeare & Company and Spirit of the Circus reunite for a playful mash-up of jaw-dropping circus acts paired with Shakespeare’s beloved characters. When high-flying feats meet the Bard’s words, sparks fly, laughs abound, and something truly magical happens. With rave reviews from the 2025 premiere season, the show is back by popular demand and ready to once again spin a physical Shakespeare show. $15 - $35.
Shakespeare & Co. 70 Kemble Street. Lenox MA. 413.637.3353.
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MAHAIWE 2026 GALA: ANTHONY ROTH COSTANZO
August 2nd, Sunday, 8PM
The 2026 Gala brings Grammy Award-winning countertenor Anthony Roth Costanzo to the Mahaiwe Theatre in Great Barrington. The prodigy Costanzo began performing professionally at the age of 11, and has since appeared in opera, concert, recital, film, and on Broadway—all of which are the most venerated opera companies, orchestras, concert halls, and festivals in the world. He is the General Director and President of Opera Philadelphia, and the Artistic Director of SongStudio at Carnegie Hall, and is working on a new solo album and a book. Superfluous adjectives and a lengthy bio hardly do him justice—you must see him in person to experience his brilliance. $75 - $100.
The Mahaiwe Performing Arts Center. 14 Castle Street. Great Barrington MA. 413.528.0100.
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