Community Hillsdale ArtsWalk Celebrates Local Creativity Throughout the Hamlet Hillsdale ArtsWalk returns with dozens of artists, artisans, musicians, and local businesses transforming the hamlet into a daylong celebration of regional creativity. By Jamie Larson •
Food 10 New (and Newish) Local Cafes, Markets, and Spots for a Quick Bite A round-up of the coffee shops, bakeries, delis, and small markets that have opened across the region over the past two years. By Jamie Larson •
Arts PS21's Late Summer Lineup Celebrates Art in Place and Place as Art The Chatham performance center closes out its 2026 summer season with a run of premieres built around a common thread: art made from the specific, close-up texture of a place. By Jamie Larson •
Real Estate A Wooden Mountaintop Castle on 62 Acres in Sharon Seven thousand square feet on a private ridgeline, surrounded by conservancy land, with two ponds and subdivision drawings available. By Jamie Larson •
Arts “I’m Almost There” at Ancram Center for the Arts Presents “The Odyssey” as an Immigrant Story Todd Almond reimagines the epic poem into a one-man musical show at Ancram Center for the Arts from August 7 to 16. By Sparrow •
Food Roe Jan SummerFest Pours the Best of Columbia County Dozens of wine, beer, spirits, and cider producers converge on Hillsdale, with proceeds supporting the Harlem Valley Rail Trail and two local nonprofits. By Jamie Larson •
Arts Lala Tamar and Yacouba Sissoko Bring Morocco and Mali to the Indigo Room Moroccan soul singer Lala Tamar and master kora player Yacouba Sissoko share a bill at two shows in Great Barrington. By Jamie Larson •
Arts The John Stey Band Plays the Activity Shed at White Memorial Old country music, bluegrass, and rockabilly on picnic tables in Connecticut's largest wildlife sanctuary—bring your own dinner and drinks. By Jamie Larson •
Community The Berkshire Mushroom Festival Spreads Knowledge of Foraging, Wellness, Psychedelics, and All-Ages Mycology in Sheffield Now in its third year, the festival moves to Sheffield's Dewey Hall for two days of events on foraging, functional mushrooms, and psychedelic integration. By Jamie Larson •
Arts Dan Kitrosser Brings "Queer Window" to The Foundry in West Stockbridge A solo musical thriller that "puts the cock back in Hitchcock," produced with Spin Cycle NYC. By Jamie Larson •
Real Estate Hammertown: The 1774 Colonial Compound Where Joan Osofsky Started It All, For Sale in Pine Plains Five bedrooms in the main house, a 2-bedroom guest cottage, and the barn that housed circus elephants, then 40 years of one of the region's most beloved design stores. By Jamie Larson •
Arts Kaatsbaan Festival Ignites Tivoli with Dance, Theater, and Music Set across three separate Saturdays, on August 29, September 5, and September 12, Kaatsbaan’s Annual Festival returns. By Brian K. Mahoney •
