Community Pittsfield's Holiday Shindy One big green flag when it comes to holiday markets: Longevity. Pittsfield's Holiday Shindy has been around for 18 seasons now. By Francesca Olsen •
Arts Work-in-Progress: Short-sighted by Deborah Hay Known for her radical approach to undoing learned movement and expanding perception, Hay brings her signature mix of rigor, humor, and the unexpected to this evolving piece. By Francesca Olsen •
Community Wonderland of Lights at the Dutchess County Fairgrounds Featuring hundreds of illuminated displays and glowing tableaus spread across the fairgrounds. By Francesca Olsen •
Events Tangent Theatre Company Reads "Almost, Maine" John Cariani’s beloved winter-themed classic set beneath the northern lights. By Francesca Olsen •
Community Village of Chatham Winterfest A long-running tradition that decks out Main Street with family activities and festive surprises. By Francesca Olsen •
Arts Isaiah J. Thompson Quartet: A Guaraldi Holiday Isaiah J. Thompson, a Steinway Artist and Cole Porter Fellowship recipient, brings his quartet to the Indigo Room for an intimate concert celebrating the iconic holiday music of Vince Guaraldi. By Francesca Olsen •
Food Millbrook Vineyards & Winery Grand Portfolio Tasting This once-a-year event invites guests to sample every wine in Millbrook’s cellar, offering a way to explore the full breadth of the winery’s craftsmanship in one shot. By Francesca Olsen •
Arts WERQshires Holiday Drag Show at The Foundry Local queens Bella Santarella, Poppy DaBubbly, and Vuronika Baked put a glittery new twist on "A Christmas Story." By Francesca Olsen •
Community Downtown Pittsfield Festive Frolic Two days of holiday activities, local shopping, family fun, and community traditions, hot chocolate, ice sculptures, and more. By Francesca Olsen •
Marsha Altemus, "Lunaria" Arts David M. Hunt Library Benefit 12x12 Art Sale More than 60 regional artists, each contributing a work that measures 12 by 12 inches. All pieces are priced at $150, with a portion of each sale supporting the library’s programs and operations. By Francesca Olsen •
Community Free Rides at Berkshire Carousel The nonprofit that operates the merry-go-round also sells a passport book, which can be stamped after a ride on each unique horse and/or carriage. By Francesca Olsen •
Community Nature Journaling with Nanci Worthington A peaceful morning of nature journaling at Bartholomew’s Cobble, guiding participants in observing the landscape and translating what they see, hear, and feel onto the page. By Francesca Olsen •
