Winchester VA Events Calendar

Just a short day trip from Washington, DC and the Northern Virginia area, Winchester VA events provide affordable, year-round entertainment for the whole family. From museum exhibits to guided tours, concerts, parades, live theater, fireworks displays, fall festivals, and live entertainment, there is so much to discover in Winchester, Virginia.

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Events for July 2019

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Calendar of Events

Calendar of Events
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Music Theatre: Ragtime

Music Theatre: Ragtime

Music Theatre: Ragtime

Rockin’ Independence Eve

Music Theatre: Ragtime

Fourth of July Celebration and Parade

Fourth of July Celebration

Music Theatre: Ragtime

Fourth of July Open House

“Hog Wild in Winchester” – A whimsical play

Music Theatre: Ragtime

Fridays on the Terrace

Little Red and Ryding Hood: A Benefit Exhibition

Music Theatre: Ragtime

Patriotic Celebration

Scottish Highland Games

Daylily Daze

Old Town Farmers Market

Music Theatre: Ragtime

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Newcomers Welcome Event

Music Theatre: Young Frankenstein

Winchester Royals vs Strasburg Express

Outdoor Movie Series: Christopher Robin

Music Theatre: Young Frankenstein

Fridays on the Terrace

Gardens at Night: Soul Expressions

History and Civil War Walking Tour

History at Sunset

Music Theatre: Young Frankenstein

Theater for Kids: Honk, Jr.

Old Town Farmers Market

Classic Movie Night

Music Theatre: Young Frankenstein

Theater for Kids: Honk, Jr.

Vineyard Bike Tour

Winchester Royals vs Waynesboro Generals

Music Theatre: Young Frankenstein

Theater for Kids: Honk, Jr.

Music Theatre: Young Frankenstein

Theater for Kids: Honk, Jr.

Summer Historic Lecture Series

Winchester Royals vs Staunton Braves

Music Theatre: Young Frankenstein

Theater for Kids: Honk, Jr.

Winchester Royals vs Covington Lumberjacks

Music Theatre: Young Frankenstein

Theater for Kids: Honk, Jr.

1455 Literary Festival

Summer Historic Lecture Series

Outdoor Movie Series: How to Train Your Dragon: The Hidden World

Music Theatre: Young Frankenstein

Theater for Kids: Honk, Jr.

1455 Literary Festival

Comedy Weekend

Fridays at the Front Battlefield Tour

Music Theatre: Young Frankenstein

Theater for Kids: Honk, Jr.

1455 Literary Festival

Comedy Weekend

Old Town Farmers Market

Music Theatre: Young Frankenstein

Winchester Royals vs Harrisonburg Turks

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Cha Wa – NOLA-ed Up Shrimp Boil

Summer Historic Lecture Series

Second Battle of Kernstown Anniversary

Music Theatre: The Sound of Music

Summer Historic Lecture Series

Winchester Royals vs Strasburg Express

Outdoor Movie Series: Sherlock Gnomes

Music Theatre: The Sound of Music

Fridays on the Terrace

Middletown Walking Tour

Music Theatre: The Sound of Music

Old Town Farmers Market

Sweet Corn Festival

Second Battle of Kernstown Tour

George Washington Election of 1758

Music Theatre: The Sound of Music

Yer a Wizard Day

Talk on the Archaeology at Belle Grove Enslaved Quarter Site

SSMT 2019 Downtown Cabaret Series

Frederick County Fair

Music Theatre: The Sound of Music

Frederick County Fair

Music Theatre: The Sound of Music

Frederick County Fair

Music Theatre: The Sound of Music

Frederick County Fair

Music Theatre: The Sound of Music

Frederick County Fair

Music Theatre: The Sound of Music

History at Sunset

Outdoor Movie at the Amphitheater

Frederick County Fair

Music Theatre: The Sound of Music

Old Town Farmers Market

Shenandoah Valley Battlefields Foundation Conference

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Annual Winchester VA Events and Festivals

The Shenandoah Apple Blossom Festival has been the signature Winchester VA Event in the region for over 90 years! This festival, also called “The Bloom,” is awinchester va events, apple blossom festival, winchester, things to do in winchester, virginia series of over forty events spanning 10 days. For more information, visit thebloom.com.

The Winchester region has long been known for its farm markets and apple orchards, so naturally, our calendar is packed with fall festivals celebrating apples, pumpkins, and more! Plan your trip around one of these annual Winchester, VA events.

Other popular annual Winchester events include Hop Blossom Craft Beer Festival, 4th of July Celebrations, Route 11 Yard Crawl, Frederick County Fair, Apple Harvest Festivals, Walking in a Winter Wonderland holiday light display, and the family-friendly First Night Winchester celebration on New Year’s Eve.

Arts, History, and Old Fashioned Fun

Shenandoah Conservatory, winchester va events, things to do in winchester, virginiaThe performing arts scene in the Winchester community is incredibly vibrant. Shenandoah University’s Conservatory hosts events featuring both students and world-renowned performers in dance, music, opera, symphony orchestra, theatre, and more. Shenandoah Summer Music Theatre also produces several Broadway musicals every summer.

If you are interested in history, check out our annual Civil War Weekend and African American History Day. We have numerous educational programs and tours at our museums, battlefields, and historic sites too.

We are also home to the only drive-in theater in the DC Metro area! The retro 1956 Family Drive-In Theatre not only shows double features but also hosts family-friendly events just south of Winchester in Stephens City.