Reggie Headen & Friends plays 5 Walnut Wine Bar on Monday, August 31 at 8:00 PM. Doors open ahead of showtime; check ticketing for age policy and cover.

The spot lives right on Walnut Street downtown, tucked into a 75-cap room where wine and craft beer flow while live acts run most nights without a cover. Seating gets tight fast, so locals dig posting up at the window bar early before the room fills in.

5 Walnut Wine Bar is a downtown Asheville listening room on Walnut Street, hosting live music seven nights a week. Jazz, swing, gypsy jazz, and acoustic singer-songwriter shows fill the small wine bar most evenings.

Locals dig 5 Walnut for its friendly bartenders, generous pours, and the relaxed atmosphere that’s perfect for catching up with friends or winding down after a long day. It’s also known for live music most nights, from jazz and blues to Americana, which adds just the right vibe without overpowering your conversation. Whether you want to sip a glass of crisp white or a bold red, this spot feels like a sweet escape right on Walnut Street.

5 Walnut Wine Bar

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Reggie Headen & Friends

The Scoop