If Wednesday was about protecting our homes from the snow, Friday is about stepping out into the vibrant, artistic soul of our community. In Fairfield County, "winter" doesn't mean hibernation, it means the peak of the indoor arts season. As we look toward the final weekend of February 2026, our calendar is packed with events that remind us why the 3 Ws remain a top destination for those seeking a sophisticated New England life.
1. The Cultural Heavyweight: "Art, Jazz + The Blues" at MoCA Westport
The big news this week is the opening of "Art, Jazz + The Blues" (Feb 26 – June 7), a landmark collaboration between MoCA Westport and the Westport Public Art Collections (WestPAC).
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The Draw: The exhibition is centered on Giants of the Blues, a sweeping series by Westport native Eric von Schmidt.
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Don't Miss: Saturday (Feb 28) features a special screening of Gordon Parks’ film Leadbelly (4:00 PM – 7:00 PM), followed by a Q&A with Professor Sheila Curran Bernard.
2. The Theater Event: Laura & Linda Benanti at the Playhouse
Tomorrow night, Saturday, Feb 28th, the Westport Country Playhouse welcomes Tony Award® winner Laura Benanti for an intimate performance alongside her mother, Linda Benanti.
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The Vibe: Their show, Mothers Know Best, is a touchingly humorous look at mother-daughter relationships through song.
3. The Historic Party: "Taste in Time" in Wilton
For those who prefer their history with a side of fine cuisine, the Wilton Historical Society is hosting "Taste in Time" on Saturday from 6:00 PM to 9:00 PM.
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The Experience: Wander through three centuries of Wilton’s history across three historic buildings, experiencing the cocktails and cuisine of Colonial America, a 1950s Sock Hop, and a 1970s Disco.