Live music in Western Connecticut Planning Region, CT

Willie & Jim & Jan present a free concert filled with rich harmonies at the Southbury Public Library. The program features well loved songs arranged for three voices. Seating is limited and reservations are required, handled by the library’s reference desk.

Cold Chocolate brings a fresh take on Americana, weaving folk, funk, and bluegrass into a distinctive sound. The Boston-based duo of Ethan Robbins on guitar and mandolin and Ariel Bernstein on percussion and banjo is known for close-knit harmonies, polished musicianship, and songwriting at the forefront, delivering energetic live shows. They have shared the stage with Leftover Salmon and David Grisman and perform regularly at venues and festivals across the country. Tickets are $25 in advance and $30 at the door.

At Edmond Town Hall in Newtown, a nine piece international touring tribute brings the music of rock and roll legends to life, delivering crowd pleasing favorites alongside a handful of rarities. From the unmistakable saxophone burst in Brown Sugar to the powerful female vocal feature in Gimme Shelter, every detail is carefully recreated. Expect an energetic, nostalgia filled experience.

Enjoy a night of live music at Oak Hills Park Golf Course in Norwalk, featuring cover songs spanning artists such as Bonnie, Zeppelin, the Eagles, Tedeschi Trucks, Frampton, the Beatles, Squeeze and Crowded House. The evening includes music and dancing, along with food and drinks. Reservations are suggested, and admission is $5 at the door.

The Blind Boys of Alabama salute the 50th anniversary of Stevie Wonder’s celebrated Songs in the Key of Life with a program that pairs Wonder’s timeless songs with treasured selections from their own repertoire. This performance blends gospel, soul, and Americana, showcasing the group’s signature harmonies and spiritual fervor while honoring both musical legacies. With more than seven decades of uplifting performances behind them, they continue to share hope through music. Their 2003 Grammy win recognized an album featuring their acclaimed take on Higher Ground, later heard in film and on television, including the FX series Fargo. In 2007, Stevie Wonder presented longtime member Jimmy Carter with a Vision Award for Lifetime Achievement, highlighting the Blind Boys’ lasting influence. Presented as part of the Pepsi Rock Series handcrafted by American Metal.

Enjoy an outdoor evening featuring great food, specialty cocktails, and live performances. For sponsorship opportunities, contact Lucie Connell at l.connell@earthplace.org.

Experience an evening of live jazz at Brass & Bone in Norwalk as 16-year-old multi-instrumentalist Tristan Connolly returns to the stage. Performing on alto saxophone, tenor saxophone, and clarinet, Tristan brings credentials that include holding the top alto sax chair in the CT Western Regional and All-State Festivals during his freshman and sophomore years. He participates in the Jazz at Lincoln Center Youth Orchestra and the Charlie Parker Combo, with performances at venues within Lincoln Center, around New York City, and at the Levitt Pavilion in Westport. He earned the 2026 Litchfield Jazz Camp Talent Search award and received a professional Conn Selmer alto saxophone through the Gerry Mulligan Foundation. Outside of performances, he studies at Fairfield Warde High School, plays in the school Jazz Band and Wind Ensemble, and has appeared on clarinet with his brother Colman’s group, The Low Darts, for their rendition of Billy Joel’s “Scenes from an Italian Restaurant” during three sold out shows at FTC’s Stage One. He continues a family tradition of music shared by the Connolly, Tressler, Fitzgerald, and McCann families.

Attendees will find Capt. Chris Campbell behind the bar, serving drinks.

The Listening Room with Carrie Linsky offers an intimate night of songcraft where music, conversation, and community meet. A handpicked roster of writers shares original songs in their most direct form, then leans into spontaneous collaborations while Carrie guides an easygoing dialogue that reveals the sparks, challenges, and breakthroughs behind the music. Tickets are $35. Producer, songwriter, and host Carrie Linsky of Georgetown, Connecticut, began with just a guitar and a song, and that simplicity remains her home base. As co-founder and co-lead of Caravan of Thieves, she has seen the group’s audience grow with millions of streams for “Eat You” and renewed attention for “Raise the Dead” after an HBO placement. Over two decades she has released seven albums, toured internationally, and shared stages with Emmylou Harris, Keb Mo, The Decemberists, Bela Fleck, Deep Banana Blackout, and The Motet. She is stepping forward with new solo work while continuing with Caravan of Thieves and the alt folk duo Fuzz and Carrie. Featured guest songwriter Heather Maloney, based in Northampton, Massachusetts, honed her voice during three years at a meditation center, blending influences from Joni, Rilke, Ken Burns, and Zen storytelling into introspective narratives. With more than a thousand shows around the world and eight studio albums behind her, she has released a ninth, Exploding Star, written after the loss of her father and originally intended to remain private. Her songs have aired on NPR stations and on programs like eTown and AudioTree, “Nightstand Drawer” appeared in the season finale of the CBS series Elementary, and her music has reached broad audiences through editorial playlists and Starbucks in-store programming. She has headlined across the US and Canada and supported Lake Street Dive, Shakey Graves, Gary Clark Jr., Rodrigo y Gabriela, Colin Hay, Mary Chapin Carpenter, Shawn Colvin, and Dar Williams. Featured guest songwriter Sophie Seaver of New Canaan, Connecticut, brings confessional writing that blends gentle acoustic folk with subtle jazz colors, unexpected chord shifts, and the warmth of upright bass. Her songs explore social anxiety, relationship doubts, and the unseen lives we carry, creating a sound that is heartfelt and quietly daring. She has sharpened her craft through School of Rock, Grammy Camp, and Rare Artist, earned national recognition as a YoungArts winner, and draws inspiration from artists such as Adrianne Lenker, Phoebe Bridgers, Lizzy McAlpine, Kacey Musgraves, and Olivia Dean. Featured guest musician Dan Asher, from the Bronx, is a sought-after electric and upright bassist whose work spans rock, R&B, jazz, and more. Since graduating from Lawrence University, he has performed at Birdland, the Blue Note, Smalls, and the 55 Bar, and has worked with Southside Johnny and the Asbury Jukes, David Bryan, Jay Oliver, and Shunzo Ono. His credits include collaborations with Alexis P Suter and Caravan of Thieves at festivals across the Northeast and in Canada, the Wheels of Soul tour with Gabe Dixon, and appearances with the Tedeschi Trucks Band and Los Lobos.

The Linda Ronstadt Experience makes its debut at Edmond Town Hall, celebrating the music of a legendary vocalist with a full-band tribute led by American Idol alum Tristan McIntosh. With commanding vocals and an engaging stage presence, McIntosh honors Ronstadt’s range and emotion while the band brings classic arrangements to life. The set features favorites like You’re No Good, When Will I Be Loved, That’ll Be the Day, and Blue Bayou, along with selections connected to songwriters such as Jackson Browne, Elvis Costello, Tom Petty, Neil Young, the Rolling Stones, and Warren Zevon. Ronstadt’s longtime producer Peter Asher has praised the group for its excellent work, setting the tone for an evening devoted to timeless songs delivered with heart and authenticity.

Mark Winters brings the Good Vibes Highway Tour to Charter Oak Brewing Company LLC in Danbury, Connecticut with an acoustic rock set that radiates positivity. This musical road trip spans communities across the U.S. and Canada, mixing humor, heart, and harmony to share upbeat, nerdy energy. The songs encourage listeners to shine together and pass along uplifting energy, celebrating curiosity, kindness, and connection. Science enthusiasm and storytelling come together to lift spirits on community stages of all kinds. Texas-based singer-songwriter Mark Winters is also a poet, entrepreneur, optimist, family man, and rocket scientist. He first picked up a guitar to perform a song for his wife and discovered a love for connecting through music. Drawing on poetry and a science background, he shapes a positive-spirited rock sound rooted in rock, blues rock, and pop, with influences that include John Mayer, Tom Petty, and Jason Mraz.

At Milestone, the RGB Acoustic Trio presents a fall Funday performance spread across two sets. The lineup includes Rob Glassman, Mike Piercey, and Eli Farland.

John C. Reilly takes the spotlight in Mister Romantic, a vaudeville production that blends sly humor with heartfelt moments and invites audiences to notice the love that surrounds them. The show has drawn strong praise and features a crackerjack band of multi Grammy winners Davíd Garza, Charles De Castro, David Piltch, and Gabe Witcher. Coverage from leading publications has highlighted its wit, sincerity, and Reilly’s standout vocals, signaling a vibrant new chapter in his celebrated career. Presented as part of the Teed & Brown Broadway & Cabaret Series.

All Them Witches appears with Emma Ruth Rundle at District Music Hall, presented by Premier Concerts and Manic Presents. This all-ages event brings both artists to the same stage, and tickets are available.