Ashland Train Day through the lens of Rick Kidd Photography
If you’ve ever wished your vision board could come to life, 2026 in Ashland is ready to deliver. This year’s calendar is filled with moments both joyful and meaningful—events that invite you to gather, reflect, celebrate, and return again and again to the heart of the Center of the Universe.
Untold Stories at Patrick Henry High School
The magic is already underway with Gonna Be Golden Milk Chocolate Bars, available now while supplies last. Only four golden tickets remain, each hidden inside a creamy milk-chocolate bar and redeemable for extraordinary downtown prizes. It’s a sweet reminder that in Ashland, even everyday treats can hold a little surprise.
On March 1 from 4–6 PM, the community comes together for Untold Stories at Patrick Henry High School. This powerful panel features local residents sharing oral histories centered on race, community, and segregation during the 1940s–1960s—an evening of listening, learning, and honoring the voices that shaped our town.
Starting in March and continuing through October, Ashland Fourth Fridays light up downtown on the fourth Friday of every month. These beloved street parties feature late-night shopping, farm-to-table fare, live music, dancing, photo-worthy moments, and the unmistakable buzz of Ashland after hours.
Ashland Fourth Fridays in historic downtown Ashland
History and hometown pride take center stage on March 28 during Secretariat Day, held at 1104 PM around the Secretariat Racing Into History monument in the Reynolds Family Plaza at Randolph-Macon College. Virginia’s only Secretariat monument comes alive with family-friendly fun, history talks, local vendors, food, merchandise, and horse-powered joy—made possible by @secretariatforvirginia.
Railfans and festival lovers alike will want to mark April 25 from 10 AM–4 PM for Ashland Train Day, the 22nd annual celebration of the town’s deep railroad roots. Expect a full day of festival fun, railroad flair, and community connection, with opportunities to get involved as a vendor, volunteer, or sponsor.
In May, big ideas take the spotlight at the Center Street Pitch Competition at the Ashland Theatre. Known as the friendliest Shark Tank in the Center of the Universe, this event champions local entrepreneurs as they pitch for major cash prizes and community support.
Light Up the Tracks through the lens of Robert Pfeifer
Summer sweetness arrives on June 6 from 10 AM–5 PM with the Ashland Strawberry Faire. A cherished tradition since 1982, this free, family-friendly festival overflows with strawberry treats, live entertainment, and activities—all while supporting scholarships and local nonprofits.
As the year winds down, Ashland turns up the glow with Light Up the Tracks, running November 21 through January 1, 2027. This mile-long holiday light display anchors six weeks of events, markets, music, and seasonal magic, powered by @dominionenergy and beloved by all ages.
In Ashland, planning your year isn’t just about dates—it’s about choosing moments. As you look ahead to 2026, we hope you’ll save space for the experiences that make the Center of the Universe feel like home.