The Merchants Square Concert Series returns with a full season of live music, bringing together acclaimed touring artists, emerging talent, and the unmistakable charm of historic Merchants Square. On the first Friday of each month from May through October, enjoy an evening of FREE outdoor performances that celebrate Americana, folk, bluegrass, and roots-inspired sounds from across the country. 2026 Concert Schedule May 1 – West Texas Exiles Americana / Alt-Country | Austin, Texas Based in Austin, West Texas Exiles blend classic country storytelling with modern Americana grit. Known for tight harmonies and a road-tested sound, the band brings Texas-rooted traditions together with contemporary edge. June 5 – Co Pilot Americana / Pop Rock | Boston, Massachusetts Boston-based Co Pilot delivers hook-driven Americana with a pop-rock sensibility. Their polished songwriting and energetic live shows balance melodic craftsmanship with roots-inspired arrangements. July 3 – Alison Brown Quintet Grammy Award–Winning Bluegrass / Instrumental | Nashville, Tennessee Led by Grammy Award–winning banjoist Alison Brown, this acclaimed quintet blends bluegrass, jazz, and contemporary instrumental music, redefining modern bluegrass through virtuosity and innovation. August 7 – Amelia Day Folk Rock / Singer-Songwriter | Nashville, Tennessee Nashville-based Amelia Day delivers introspective folk-rock driven by expressive vocals and thoughtful lyrics, drawing from classic folk traditions while connecting with modern audiences. September 4 – Clay Street Unit Jamgrass / Country | Denver, Colorado Hailing from Denver, Clay Street Unit brings high-energy jamgrass infused with country and roots rock, known for dynamic live performances and an improvisational spirit. October 2 – Pressing Strings Indie Folk Soul | Annapolis, Maryland Pressing Strings combine indie folk, soul, and rock into an emotionally rich live experience, earning national attention for powerful vocals, thoughtful songwriting, and genre-blurring style. - Make a day of it before the music begins. Arrive early to explore more than 40 locally owned shops, galleries, and specialty retailers, then settle in for dinner at one of Merchants Square’s restaurants offering everything from casual bites to refined dining. Stroll the streets, discover something new, and cap off your visit with live music in one of Williamsburg’s most distinctive settings. Plan your visit, gather friends and family, and experience the Merchants Square Concert Series as more than a show; it’s an invitation to shop, dine, and enjoy live music in the heart of historic Williamsburg