• Live Music with The Gully Boys

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

    Get ready for an electrifying night with The Gully Boys, delivering original rock music straight from the Green Mountains of Vermont. Gritty, soulful, and full of energy, their sound captures the spirit of the local music scene and brings it to life on stage. Pair the show with our signature craft cocktails or refreshing mocktails […]

  • Jazz with Peter and Friends

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

    Settle in for an evening of effortless rhythm and timeless sound with Peter & Friends. From smooth standards to soulful improvisation, this jazz night pairs perfectly with our thoughtfully crafted cocktails, refined mocktails, and warm, inviting atmosphere.

  • Live Music with Jamie Gregory

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

    Experience the soulful blues of Jamie Gregory, a finger‑style guitarist with a resonant baritone voice that brings depth and grit to every song. Blending rich guitar work with timeless light rock influences, Jamie creates an intimate, powerful performance perfect for a relaxed night out. Pair the music with our thoughtfully crafted cocktails or refreshing mocktails […]

  • 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 No Signal

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

    Prepare for an immersive musical experience as No Signal brings their boundary‑pushing sound to Harry’s Cocktail Lounge. This genre‑blending ensemble weaves traditional jazz, world beat, avant‑garde art music, and open improvisation into a rhythmically driven exploration of space and time — leaving listeners captivated and craving more. Join us at Harry’s, where exceptional live music […]

  • Live Music with Steeve Moore

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

    With over four decades of experience on stages up and down the East Coast, Steeve Moore delivers a dynamic mix of Americana, folk, country, blues, rock & roll, R&B, and standout originals. A former founding member of the Cambridge‑based Attention Shoppers and a seasoned touring and studio musician, Steve brings a rich musical history and […]

  • Live Music with Chicky Duo

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

    Chicky is a Vermont‑based singer‑songwriter and multi‑instrumentalist known for his eclectic sound, vivid storytelling, and unmistakable artistic voice. With albums like Camp Recording #4 – Fantastic and Camp Recording #2 – The Roebuck, his music spans styles and moods while showcasing his creative range and soulful musicianship. His work is available on major streaming platforms, […]

  • 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 […]

  • Live Music with Plymouth Rock

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

    Plymouth Rock is a Vermont‑based classic rock band with a spirited edge and just the right touch of country. Their high‑energy sound brings timeless rock favorites to life while weaving in mellow country textures that keep every set dynamic and crowd‑pleasing. Join us at Harry’s Cocktail Lounge for a night of great music, handcrafted cocktails, […]