Latest News

Old Town to host two-day bluegrass festival in August 2022

Jun 01, 2022

Old Town Winchester will present the FIDDLES & FIFTHS FESTIVAL this August 26-27 featuring headliner performances by acclaimed African-American string band EBONY HILLBILLIES and celebrated New Jersey septet RAILROAD EARTH. The festival, which also includes local act DUNLAP & MABE, Maryland-based LOW RIVER EXPRESS, and Richmond’s THE HASBHURY COLLECTIVE, is a brand-new two-day event celebrating bluegrass, bourbon, and the great businesses and atmosphere of Old Town Winchester.

Winchester Fire & Rescue Department encourages residents to join Community Connect

Jun 01, 2022

The Winchester Fire & Rescue Department has worked closely with technology partner First Due to release Community Connect, an application focused on protecting residents and their property during an incident or major disaster. 

“We are always looking for ways to better serve the citizens of Winchester,” stated Fire Chief Jon Henschel. “For that reason, we are rolling out this new program to protect our residents and their property in the most effective way possible.”

New section of Hope Drive to open on June 1

May 25, 2022

The City is excited to announce that the new section of Hope Drive (Wilson Blvd to Papermill Rd) will open on Wednesday, June 1, 2022 following a ribbon cutting ceremony. The ceremony is open to the public and will be held at 11 am at the intersection Hope Drive and Wilson Blvd.

Map showing Hope Drive ribbon cutting location

Voter registration notices to be mailed

May 25, 2022

Voter registration notices will be mailed to all registered voters in Winchester next week. Due to the recent redistricting, a small number of voters will notice a change in where they vote on Election Day. 

There is a June 21 Republican Party Primary for the 6th District House of Representatives and the redistricting updates will be in effect for this election. This is one of many steps in maintaining the accuracy of voter registration records in Winchester.

2022 Memorial Day Schedule

May 24, 2022

In observance of the Memorial Day holiday, the City will follow the below schedule for the week of May 30, 2022:

City transitions to online bidding system

May 19, 2022

The City of Winchester has launched a new, fully automated online system for bidding and vendor management. Vendors now have access to a host of helpful features using our new e-Procurement Portal

Once a vendor registers for their free OpenGov account, the system will allow them to:  

2023 General Real Estate Reassessment process has begun

May 05, 2022

The City’s vendor, Pearson’s Appraisal Service, has begun the 2023 General Real Estate Reassessment process which includes inspecting and reviewing properties within city limits. Pearson’s Appraisal Service staff will be traveling in clearly marked vehicles and have identification. 

Any property owner that has information to share with Pearson’s regarding the assessment of their property or would like to have an interior inspection should contact the City’s Real Estate Administrator at 540-667-2048.    

Development Services Director accepts new position

May 02, 2022

The City of Winchester’s Development Services Director, Shawn Hershberger, has submitted his resignation effective May 27, 2022. Mr. Hershberger has accepted a position in the private sector with Energix Renewables.

“It has been my honor and privilege to serve the City of Winchester. At every level, the City organization is filled with exceptional professionals, and I consider myself lucky to have worked alongside them and serve this great community. I'm excited for the future of the city and hope find ways to stay engaged.”

City schedule, important information for 95th Shenandoah Apple Blossom Festival

Apr 18, 2022

Although the City of Winchester local government does not organize The Bloom events, several City departments are involved in making sure festival activities are permitted and safe.


Due to Shenandoah Apple Blossom Festival activities and road closures, the City of Winchester will operate the following schedule: