Live music in Winooski, VT

● Listings verified — Friday, October 2 · every listing checked against its source by our Winooski editors

Live music this week

10 shows across Winooski this week. All events →

Friday, October 2 4 shows
  • 4pm

    From Linda Ronstadt to Lady Gaga; Playing the Songs You Know & Love

    Richmond Farmers Market, Richmond · verified Sep 27
    Free

    Enjoy a live music set at Richmond Farmers Market featuring familiar hits from the 1950s to today, with selections tied to artists like Linda Ronstadt, Lady Gaga, Neil Young, Noah Kahan, Johnny Cash, and Janis Joplin. Browse arts and handmade goods and pick up something to eat while you listen in the lively market setting.

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  • 5pm

    The Fultons

    Valcour Brewing Company, 49 Ohio Ave, Plattsburgh · verified Sep 27
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    The Fultons appear at Valcour Brewing Company for an evening of music alongside food and craft beers, with wine and cocktails also available. The performance is staged at the end of the bar.

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  • 5pm

    Karaoke Friday

    14 Dormitory Dr, Plattsburgh · verified Sep 27
    Free

    Settle in for an upbeat karaoke night centered on music, laughter, and community in a sober, welcoming space. Take the mic or cheer from the crowd, unwind, and connect with others while sharing favorite songs. Come as you are, no singing background necessary. It is a chance to build confidence and create memorable moments with a supportive group. Admission is free and open to everyone. Bring your friends, your go-to tracks, and positive vibes for an evening of alcohol-free fun.

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  • 6pm

    Westford Honky Tonk Night

    Westford Common Hall, 21 Brookside Rd, Westford · verified Sep 27
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    Westford Common Hall presents a classic honky tonk night with live country and western music, a dance floor, and a cash bar. An optional two step lesson starts the evening before the band takes the stage. Local favorites Coane, Rowell and Schabner perform with drummer Nick Aloi of Burlington. A photo booth and a silent auction are included, and all proceeds support WCH's programs and operations. Tickets are available at Westford Provisions or online through Seven Days.

    Event website ↗
Saturday, October 3 2 shows
  • 5pm

    RePlay

    Ausable Brewing Company, 765 Mace Chasm Rd, Keeseville · verified Sep 27
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    RePlay appears at AuSable Brewing Company in Keeseville, bringing great tunes to pair with the brewery's wonderful beverages.

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  • 5:30pm

    Tunes'n'Brews w/ Singer/Songwriter David Karl Roberts

    Lot 6 Brewing Company, 4087 Vt 108 south, Jeffersonville · verified Sep 27
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    Lot 6 Brewing Company hosts a live performance by singer and songwriter David Karl Roberts, highlighting local talent. The set takes place at the brewery.

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Monday, October 5 1 show
  • 7:30pm

    Katie Pruitt

    Higher Ground, 1214 Williston Rd, South Burlington · verified Sep 27
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    An all-ages performance featuring Katie Pruitt, the Georgia-raised singer, songwriter, and guitarist known for thoughtful songs about identity, self-acceptance, and the courage of living honestly. Her debut album Expectations earned widespread praise and an Emerging Artist of the Year nomination from the Americana Music Association. With her newest release, Fools for the Fleeting, the Nashville-based artist reflects on impermanence, ecological concern, the delicate nature of love, and the isolation that can accompany an increasingly digital world. Conceived as music rooted to the earth, it treats nature as a lens for inner life and leans into a purposeful Americana and indie-rock sound built on acoustic textures and the unpolished energy of live performance. The album includes contributions from guitarist Juan Solorzano, known for work with Ruston Kelly and Parker Millsap, and drummer Aksel Coe, who has performed with Ella Langley and Sierra Ferrell. As her third full-length and the follow-up to 2024’s Mantras, it highlights a warm, soulful voice and a perspective that centers transience, grief, connection as survival, and the change that comes with presence and surrender.

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Wednesday, October 7 2 shows
  • 7pm

    AJO Live

    Olive Ridley's Taphouse & Grill, 37 Court St, Plattsburgh · verified Sep 27
    Free

    Olive Ridley’s hosts a big band from the Adirondacks that brings 18 local musicians together on one stage. The performance is free and open to all ages.

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  • 8pm

    Briscoe

    Higher Ground, 1214 Williston Rd, South Burlington · verified Sep 27
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    Briscoe takes the stage as a Texas-bred duo whose tight harmonies and vivid storytelling were shaped by long stretches on the highway and the landscapes that rolled past the windshield. After releasing West Of It All while finishing school at UT Austin, Philip Lupton and Truett Heintzelman hit the road and refined a blend of folk and rock that pairs road-worn momentum with reflections on family and home. Their second album, Heat of July, created with Grammy-nominated producer Brad Cook, broadens the sound with richer arrangements and contributions from notable collaborators, drawing on desert vistas, personal milestones, and narrative songs like Flashlights in the Canyon. The performance centers on roots-driven melodies, intertwined voices, and lyricism that carries the feel of travel while always circling back to where they started. This event is all ages.

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Thursday, October 8 1 show
  • 8:30pm

    Benjamin Tod and more

    Higher Ground, 1214 Williston Rd, South Burlington · verified Sep 27
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    This all-ages event features Benjamin Tod, the singer-songwriter who leads Lost Dog Street Band, arriving with songs shaped by a newfound ease and capacity for love. After years of writing from darker places, he has turned toward gratitude and stability, and that evolution informs his latest solo album, Shooting Star. Working with some of Nashville’s finest, he explores country from many angles, threading honkytonk through tunes that brush outlaw and red dirt, with folk and indie roots still present. The sound leans toward the classic side of country while holding tight to honesty and vulnerability. Raised in the rough and tumble of Nashville’s Lower Broadway, where he busked for spare change and learned hard lessons young, Tod now sings with clear purpose, hoping his music helps people face their struggles and reconnect with spirit, family, and community. It is a portrait of an artist stepping into a new chapter, steady, thankful, and ready for what comes next.

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