CT River & Roots Series: Old Tom & The Lookouts

Sat May 30 2026 at 02:00 pm to 03:30 pm UTC-04:00

40 Mechanic Street, Windsor, CT, United States, Connecticut 06095 | Windsor

Windsor Art Center
Publisher/HostWindsor Art Center
CT River & Roots Series: Old Tom & The Lookouts
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As a part of our CT River & Roots Series, enjoy a free acoustic performance by Old Tom & The Lookouts, a Boston-based Folk-Rock band in our gallery at 2:00pm. Bring your family and friends–all are welcome!

ABOUT OLD TOM & THE LOOKOUTS
Led by Alex Calabrese, Old Tom & The Lookouts blend the introspective grit of Americana with the emotional rawness of indie rock. Known for their brooding lyrics and powerful storytelling, the band explores themes of mental health, love, and resilience. Drawing influences from artists like Counting Crows, Frightened Rabbit, and Phoebe Bridgers, Calabrese’s evocative vocals and poignant songwriting strike a chord with listeners searching for authenticity and emotional depth.
Old Tom & The Lookouts have performed at notable venues such as Club Passim (Cambridge, MA), Music Hall Lounge (Portsmouth, NH), City Winery (Philadelphia, PA), Sleepwalk (Brooklyn, NY), and Skylark Lounge (Denver, CO). Their previous release, Just For Beasts (2021), co-created with violinist and vocalist Cecilia Vacanti, was praised by critics as “hauntingly beautiful” by Lunar Sonar and “essential listening” by Music Mecca. With Northeastern (2024), the band takes a bold step forward, embracing a more rock-driven sound while staying true to their emotionally charged roots.
Indie Pulse Music called Northeastern, “upbeat, tonally deliberate, and lyrically poignant.” While Cage Riot called it, “an absolute triumph of sound, storytelling, and emotion.” Taking this all in, the band considers this their best work yet and can’t wait to play it for all you wonderful people!
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40 Mechanic Street, Windsor, CT, United States, Connecticut 06095

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