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  • Live Music with Bobby Sheehan

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Bobby Sheehan LIVE at Harry’s Cocktail Lounge! Born and raised in Western Maine, Bobby grew up surrounded by music and family singalongs. What started as a love for Beatles tunes turned into a lifelong passion for songwriting. After leading his band Junco across New England and releasing multiple albums, Bobby now brings his heartfelt originals […]

  • Live Music with Brooks Hubbard

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Brooks Hubbard LIVE at Harry’s Cocktail Lounge! From the mountains of rural New England to stages across the country, Brooks Hubbard has carved out a reputation as a powerful singer-songwriter and entertainer. With heartfelt lyrics, soulful vocals, and stories that span from early songwriting days to sharing stages with legends, Brooks brings an unforgettable performance […]

  • Live Music with Ali T

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Ali T Live at Harry’s Cocktail Lounge! Join us for an intimate evening with Alison Turner—better known as Ali T, Vermont’s award-winning indie-pop singer-songwriter. Influenced by the pop/rock anthems of the early 2000s, Ali T blends heartfelt originals with fresh takes on popular favorites, creating a sound that’s both nostalgic and uniquely her own. Named […]

  • Live Music with Ali T

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Join us for an incredible night with Alison Turner—better known as Ali T! 🎶 This award-winning Vermont indie-pop singer-songwriter brings heartfelt originals and unique spins on popular tunes, influenced by the pop/rock anthems of the early 2000s. Named ‘Best Pop Artist’ by Seven Days in 2023 and 2025, Ali T’s soulful voice and dynamic performance […]

  • Live music with Rainn Lockwood

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Join us for an unforgettable evening of live music with Rainn Lockwood, a rising young singer‑songwriter who brings a fresh indie‑rock and alternative sound to the stage. Rainn performs a mix of heartfelt original songs and popular alt‑rock covers, all influenced by the raw energy of ’90s grunge. With a distinct vocal style often compared […]

  • Live Music with Leo Reinhard

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Join us for an evening with Leo Reinhard, bringing heartfelt songwriting, rich melodies, and an engaging acoustic sound to the stage. With an intimate performance style that’s equal parts expressive and inviting, Leo sets the perfect tone for a relaxed night out. Enjoy the music alongside our thoughtfully crafted cocktails or refreshing mocktails and settle […]

  • Live Music with Bobby Sheehan

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Upper Valley–based singer‑songwriter Bobby Sheehan has been lighting up stages across New England since 2012. His live performances feature an impressive catalog of more than 300 songs — favorites spanning the 1960s through today — along with a selection of his own originals. Join us at Harry’s Cocktail Lounge for an evening of great music, […]

  • Live Music with Jeremiah Allen

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Raised in Oklahoma and shaped by a decade in Texas honky‑tonks, Jeremiah Allen brings a rich, red‑dirt‑rooted sound to every stage he steps onto. His southern‑toned voice is made for storytelling — carrying originals that feel lived‑in and authentic, alongside a mix of old‑school country staples, modern favorites, and deep cuts that true country fans […]

  • Live Music with Leo Reinhard

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    A former mixologist at Harry’s Cocktail Lounge, Swiss‑born artist Leo Reinhard now brings his creative spirit to Lebanon, NH. When he’s not building kinetic sculptures, Leo is crafting music inspired by artists like Cat Stevens, Eric Clapton, Eddie Vedder, and Tracy Chapman. His original songs blend soulful vocals with reflective lyricism, capturing the nuances of […]

  • Live Music with Kevin Dion

    Harry's Cocktail Lounge 5573 Woodstock Rd, Quechee, VT, United States

    Upper Valley singer‑songwriter Kevin Dion brings a raw, emotional blend of country and folk shaped by real‑life experiences. He doesn’t just sing his lyrics — he feels every song, delivering performances that are honest, stripped down, and deeply connected to the audience. Whether he’s playing to a packed bar or a quiet backyard crowd, Kevin’s […]