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What's Happening · September 28, 2026

What's Happening in the Berkshires: Music, Burlesque & Local News

Make room for burlesque and chamber music this week, meet the people behind local businesses, and catch up on community conversations across the Berkshires.

Events this week

Looking for a midweek night out? Pretty Smart Burlesque returns to the Buttonball Barn on Wednesday, Sept. 30. The Berkshire Edge’s preview introduces Olivia Sblendorio, the performer behind Ms. Pretty Smart, and explores burlesque and breaking barriers.

Arts, music & culture

Round out the week with the Viano Quartet at South Mountain on Sunday, Oct. 4. The program features Haydn, Janáček, Dvořák, and Mendelssohn, offering a musical journey from Classical precision to Romantic lyricism and twentieth-century intensity.

Food, drink & new businesses

This week’s business reading shines a light on established local names. Berkshire Mountain Inn in Great Barrington is the BerkShares Business of the Month, with a profile exploring the historic building, owners Reilly and Currie DeBow’s plans, and their embrace of BerkShares.

Another spotlight follows Barbato Disposal & Excavating, where Mark and Carmen Jr. Barbato are carrying forward the family business while their dad remains hands-on. And the Southern Berkshire Chamber of Commerce has honored Greenagers founder Will Conklin as its Business Person of the Year.

Community news to know

In Lenox, the Select Board has sent the question of becoming a “seasonal community” to a townwide vote. At the state level, a starter-home building rules initiative has Governor Healey’s backing but faces opposition from the municipal association—housing conversations worth following.

Environmental oversight remains in focus, too. Reporting from the EPA’s Sept. 22 office hours in Lee covers GE truck travel violations, Housatonic Rest of River remediation updates, a vernal pool study, and dust-control efforts.

Relocation tip from the team

Moving to or from the Berkshires? Use local real estate sales reports as a starting point for a conversation, not a price estimate for your own move. Ask your agent to compare homes that closely match your property or search, then coordinate financing, closing dates, and moving arrangements across both locations. Our Real Harmony & Associates team recommends planning the sale and purchase together rather than as separate projects.

Thinking about a move in the Berkshires?

Talk with our team

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Harmony Edwards

Team Lead, REALTOR®, Real Harmony & Associates

This weekly events roundup was written with AI assistance from the linked local news sources. Visit each source for full details.