Latest News

2020 Leaf Collection Season to begin November 2

Oct 26, 2020

The City's 2020 leaf collection season will begin in Area 2 on Monday, November 2 (weather permitting). Daily updates concerning where crews are working and which area is projected to be collected next will be posted on the Public Works Leaf Collection web page at

There are two options for disposing of fallen leaves in the city: curbside vacuum service or bag-n-go.

Outdoor Heater Reimbursement Program

Oct 23, 2020

The City of Winchester will be offering reimbursements of up to $1,500 to eligible restaurants, breweries, cafes, and other dining establishments that purchase heaters for their outdoor dining spaces. We encourage businesses to expand and promote their outdoor dining options to customers as a safety precaution against the COVID-19 pandemic.

CARES Act Emergency Grant Program-Round 3

Oct 23, 2020

The City of Winchester will be awarding grants of up to $10,000 to eligible, locally-owned businesses and 501(c)3 non-profit organizations that have been negatively impacted by the COVID-19 pandemic.

New this Round!

Businesses and 501(c)3 non-profit organizations that received funding from a previous round of the City of Winchester's Cares Act Grants are eligible to apply again with bills that were not submitted with their original application.

Boscawen Street closure for intersection repairs

Oct 19, 2020

Beginning Monday, October 19 and continuing through Friday, October 23, the City’s contractor, A&M Concrete, will be performing road work at the intersection of Boscawen Street and Loudoun Street. The bricks and pavers that have failed in the center of the intersection will be replaced with new asphalt. The asphalt will be decorated with stamped thermoplastic in a red brick color. This material was selected because it will hold up much better and last longer than the bricks and pavers did.

City completes Health Equity Pilot Program, distributes PPE in underserved areas

Oct 15, 2020

Over the past two months, the City of Winchester has participated in the Virginia Department of Emergency Management’s new Health Equity Pilot Program. The program provided staff training, personal protective equipment (PPE) and public health information for distribution in underserved and vulnerable areas in Winchester, especially in areas in need and at risk of contracting COVID-19.

Wentworth Drive Improvements Project to resume, road closures planned

Oct 08, 2020

Starting the week of October 12, the City’s contractor will resume work on the Wentworth Drive Improvements Project. In order for the work to occur safely, road closures will be implemented regularly and around where the work is occurring.

Please be aware of the below road closures for October 12-16, 2020 (7 am-7 pm, local traffic will have access):

Trick-or-Treating in 2020

Oct 07, 2020

ATTENTION: The City of Winchester government does not regulate, schedule or cancel trick-or-treating activities for Halloween each year. In the past, the Winchester Police Department has made a recommendation for the date and times for safety purposes, but when trick-or-treating occurs in the city is up to individual neighborhoods and families.

How to Trick-or-Treat in 2020

The Virginia Department of Health's guidance for holiday gatherings is the same as it is for everything else:

Dedication ceremony planned for new neighborhood park

Oct 06, 2020

On October 15, 2020 at 11 am, the City of Winchester will officially dedicate a new neighborhood park at the corner of E. Cecil and S. Kent Streets to Ruth Jackson, a late Winchester resident and business owner (rain date: 10/22 at 11 am). The new park was officially named the Ruth Jackson Memorial Park by City Council as recommended by the Winchester Parks & Recreation Advisory Board on February 11, 2020.

The community is invited to the dedication ceremony to honor Ms. Jackson and her family.

2020 Columbus Day Schedule

Oct 05, 2020

New this year, the City of Winchester will observe Columbus Day on October 12, 2020 and operate the below schedule. Please note that these changes were not included in the City’s annual informational calendar as the holiday was officially added to the City’s schedule after the calendar was printed.