• 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 […]

  • Open Mic Night

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

    Join us for an evening of creativity and community at Harry’s Cocktail Lounge as local talent takes the stage for Open Mic Night, hosted by the always‑engaging Jim Yeager. Whether you're a seasoned performer, trying out something new, or simply enjoying the show with a handcrafted cocktail in hand, this is the perfect night to […]

  • 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 […]

  • Trivia Night

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

    Join us at Harry’s Cocktail Lounge for a sharp, spirited, and seriously fun Trivia Night hosted by the brilliant duo Laura Braunstein and Rich Kaszeta — writers and hosts for both national and local trivia outlets, including Learned League and Lucky’s Coffee Garage. Laura is a crossword constructor and digital librarian based in Lebanon, NH […]

  • 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, […]

  • Open Mic Night

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

    Step into an evening of creativity and community at Harry’s Cocktail Lounge with our bi-weekly Open Mic Night, hosted by the always‑welcoming and ever‑talented Jim Yeager. Whether you’re a seasoned performer, a first‑timer ready to share the stage, or simply here to enjoy the music, this is the perfect night to relax, connect, and be […]

  • 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, […]