Outdoor Adventures

Trails, Races & Festival Fun

MIDDAY
Arrive in Winchester and stop by the Winchester-Frederick County Visitor Center to pick up trail maps, bike routes, and a schedule of Shenandoah Apple Blossom Festival®. Head to Jim Barnett Park for a relaxing walk along Abrams Creek or time on the paved paths—an ideal way to stretch your legs after travel. Enjoy lunch in Old Town Winchester, where festival decorations and spring blooms set the tone for the weekend, before checking into your hotel.

EVENING
Kick off the festival weekend with the Firefighters’ Parade, one of the festival's most beloved traditions. Watch as fire companies from across the region parade through Winchester in a lively display of lights, sirens, and community pride. After the parade, enjoy the Apple Blossom Fireworks, lighting up the night sky and marking an exciting start to the weekend.

MORNING
Start your day early with the Apple Blossom 10K Road Race, a signature outdoor event that winds through Winchester’s historic streets and neighborhoods. Non-runners can line the route to cheer on participants or enjoy a morning walk downtown as the city buzzes with race-day energy.

AFTERNOON
Spend the afternoon at the Grand Feature Parade, the hallmark event of the Shenandoah Apple Blossom Festival®. Secure a viewing spot along the parade route to watch marching bands, elaborate floats, equestrian units, and festival royalty pass by in a vibrant celebration of community and tradition.

EVENING
Wrap up the day at the Apple Blossom Country Music Party, a celebration featuring live country music, dancing, and festival fun. Enjoy the energetic atmosphere and celebrate spring in the Shenandoah Valley before turning in for the night.

MORNING

Begin your final day at the Museum of the Shenandoah Valley Trails, where art, history, and landscape come together. Tour the galleries, explore the Glen Burnie House, and stroll through the formal gardens—an especially peaceful and beautiful way to end the weekend.

AFTERNOON

Before departing, enjoy lunch in Old Town or near the museum. If time allows, take one last walk through downtown Winchester to catch any remaining festival activities or pick up Apple Blossom souvenirs. Depart with a weekend full of outdoor adventure, festival traditions, and springtime memories.