Major Events

St. Paddy’s Celtic Fest

Old Town Winchester celebrates the community’s Irish and Scottish heritage with the 2nd annual St. Paddy’s Celtic Festival in Old Town Winchester on S...

Shenandoah Apple Blossom Festival

The Shenandoah Apple Blossom Festival is returning to Winchester on April 28th to May 7th. More details are coming soon, but see last year’s det...

KidzFest!

Bring the kids downtown for a full day of fun and education for Old Town Winchester’s KidzFest presented by Valley Pediatrics. KidzFest was created by...

Rockin’ Independence Eve

Celebrate our nation’s independence at Rockin’ Independence Eve, a free, family-oriented event that’s fun for all ages. This All-American event in Old...

Friday Night Live

Unwind and enjoy all that Old Town Winchester has to offer at Friday Night Live. Friday Night Live is the perfect opportunity to meet up with friends,...

Sundays at the Taylor Pavilion

NEW EVENT: In partnership with Valley Health and its Wellness Center, Shape Up Sundays is being developed to offer a health-oriented monthly series at...

Family Movies on the Mall

Returning for the summer of 2017 is a Winchester favorite: Family Movies on the Mall. Thanks to support from Partlow Insurance and Erie Insurance, thi...

Oktoberfest – Oct. 13 & 14

A taste of Germany is coming to Old Town Winchester with the 5th annual Oktoberfest. Attendees will have the opportunity to sample German-inspired foo...

Holly Jolly Celebration

The Holly Jolly Celebration will return to Old Town Winchester for 2017 on December 9th! More details are coming soon, but check out last year’s...

Chocolate Escape

Escape to Old Town Winchester for Valentine’s shopping specials and indulgent chocolate morsels at the 4th Annual Chocolate Escape on Saturday, ...