Terms of Endearment

Lord Fairfax Community College 173 Skirmisher Lane, Middletown, VA

Selah Theatre Project, in partnership with Lord Fairfax Community College presents TERMS OF ENDEARMENT Adapted By: Dan Gordon Directed By: LaTasha Do’zia Meet the cast! TERMS OF ENDEARMENT May 20-22 & 27-29 at Lord Fairfax Community College in the William H. McCoy Theatre. SYNOPSIS: Challenges in life and love test the resilience of a mother-daughter ... Read more

Do Portugal International Circus

Apple Blossom Mall 1850 Apple Blossom Dr., Winchester, VA

Roll up! Roll up! The circus has arrived in Winchester at Apple Blossom Mall! Do Portugal International Circus is a 100% all-human international cast of only the best circus artists (no animals here!) and we cannot WAIT to amaze you with our talented and daring acts! Don't miss out on our all inclusive family fun-filled ... Read more

Loudoun Street Mile

Loudoun Street Mall 1 N. Loudoun St., Winchester, VA

Celebrate Memorial Day by running in the Loudoun Street Mile! This event consists of a mile run, a fitness walk, and a tot trot. This 35th annual edition of the Loudoun Street Mile traverses Loudoun Street in Historic Old Town Winchester, Virginia. This year's race will again serve as the Collegiate Running Association Championship race. ... Read more

Guided History Walking Tour of Old Town Winchester

The Kurtz Building 2 North Cameron Street, Winchester, VA

Experience 275 years of history on this guided walking tour! Learn about the citizens that lived here and the pivotal events that made Winchester the place it is today. These tours are given by experienced and knowledgeable guides that enjoy sharing their love of local history. Make your reservation by calling 540-542-1326. Cost: $10, payable ... Read more


Belle Grove Plantation 336 Belle Grove Rd., Middletown, VA

Northern Shenandoah Valley Master Gardener Assocation will hold GardenFest on June 4, 2022 at Belle Grove Plantation. The gate opens at 8 a.m. sharp and the event takes place until 2 p.m. They will have plants for sale (all $5 each!), vendors, the Master Gardener information booth, Second Hand Rose (rummage sale), children’s activities, raffle ... Read more

Apple Blossom Antique Car Show

Jim Barnett Park 1001 E. Cork Street, Winchester, VA

THIS EVENT WAS POSTPONED FROM MAY 7. Shenandoah Region’s 62nd Annual Apple Blossom Meet The Shenandoah Region of the Antique Automobile Club of America invites you and your family to see over 500 vehicles! Free, family-oriented event. Car Show and Flea Market. Class judging for pre-registered vehicles, plus special awards eligibility for all entrants. Flea ... Read more

Yard Party and Auction

Round Hill United Methodist Church 2993 Northwestern Pike, Winchester, Virginia

Free Admission! Come join the fun at Round Hill United Methodist Church (2993 Northwestern Pike in Winchester) on Saturday, June 4, 3:00-7:00pm. Outside concession stand and ice cream sales. 3:00pm-Children's Inflatables & Games Begin 4:00pm-BBQ Chicken Free Will Dinner 4:30pm-Live Music by Grayscale 6:00pm-Auction Begins Free will offering dinner includes: Chicken, green beans, coleslaw, roll, ... Read more

Winchester Royals Baseball Opening Night

Bridgeforth Field Jim Barnett Park, Winchester, VA

Come out to Bridgeforth Field to cheer on your Winchester Royals, in their Home Opener, as they take on the reigning Valley Baseball League Champions, the Strasburg Express! Bring the family, enjoy our concession stand, and cheer on your Royals, loud and proud! More information and game schedule: www.winchesterroyals.org/calendar

Summer Lecture Series

Godfrey Miller Fellowship Center 28 S. Loudoun St, Winchester, Va

The Godfrey Miller Center presents their Summer Lecture Series! Empty Shelves? Food System Resilience during COVID and Beyond with Dr. Scott McClure Dr. Scott McClure was born in Winchester before growing up in Northern Virginia. After receiving Bachelor’s and Master’s degrees in Food Science from Cornell University he spent over five years in the food ... Read more

Gardens at Night: Soul Expressions

Museum of the Shenandoah Valley 901 Amherst St., Winchester, VA

Dance under the stars to Motown, funk, and today’s hits with Soul Expressions. Food, beer, wine, and hard cider will be available for purchase at the shows and the gardens and galleries will be open. Tickets will be available for purchase online for MSV Members beginning at 9 a.m. on Monday, May 2. Tickets sales ... Read more

Click here to view more upcoming events on our Winchester VA Events Calendar.