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Matt Mathews

        <h2>Guide to Live Events in Winchester: Concerts, Sports and Shows Near You</h2>
<p>Winchester, Virginia hosts a variety of live experiences, from concerts at historic venues like The Old Town Hall and theatrical performances at The Capitol Theatre to collegiate sports and the annual Shenandoah Apple Blossom Festival. Whether you’re planning to catch a touring artist or cheer on a local team, Vivid Seats makes it easy to find and purchase your tickets.</p>
        
        <h2>Things to Do in Winchester This Week</h2> 
        
<p>This week in Winchester dive into an evening with <a href="https://www.vividseats.com/fox-n-vead-tickets/performer/211275">Fox N Vead</a> at <a href="https://www.vividseats.com/fox-n-vead-tickets-winchester-the-monument-8-15-2025--concerts-alternative/production/5841546">The Monument</a> on August 15 or feel the strings of Americana at <a href="https://www.vividseats.com/hot-strings-and-cool-breezes-americana-minifest-tickets/performer/425755">Hot Strings and Cool Breezes Americana Minifest</a> inside the historic grounds of <a href="https://www.vividseats.com/hot-strings-and-cool-breezes-americana-minifest-tickets-orkney-springs-shenandoah-valley-music-festival-8-16-2025--concerts-music-festivals/production/5770852">Shenandoah Valley Music Festival</a> on August 16. Sports fans can rally behind the <a href="https://www.vividseats.com/loudoun-united-fc-tickets--sports-soccer/performer/99070">Loudoun United FC</a> at <a href="https://www.vividseats.com/loudoun-united-fc-tickets-segra-field-8-16-2025--sports-soccer/production/5443517">Segra Field</a> on August 16 or catch some minor league thrills as the <a href="https://www.vividseats.com/frederick-keys-tickets--sports-minor-league-baseball/performer/55230">Frederick Keys</a> take the field at <a href="https://www.vividseats.com/frederick-keys-tickets-harry-grove-stadium-8-17-2025--sports-minor-league-baseball/production/5287074">Harry Grove Stadium</a> on August 17.</p>        
        <h2>Things to Do in Winchester Next Week</h2> 
        
<p>Just a quick drive from Winchester you can catch country star <a href="https://www.vividseats.com/thomas-rhett-tickets/performer/30620">Thomas Rhett</a> at Jiffy Lube Live in Bristow for an evening of chart-topping anthems. If you prefer sports head to Meritus Park in Hagerstown for a Minor League matchup featuring the <a href="https://www.vividseats.com/hagerstown-flying-boxcars-tickets--sports-minor-league-baseball/performer/174241">Hagerstown Flying Boxcars</a> as they battle on the diamond.</p>

Winchester VA

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Concert, Comedy, Sports & Theater Tickets in Winchester, VA

Live Events near Winchester, VA

Hollywood Casino at Charles Town Races

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Matt Mathews at Hollywood Casino at Charles Town Races

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Matt Mathews Hollywood Casino at Charles Town Races in Charles Town, WV Sat, Sep 20 at 8:00pm