We aim to provide comprehensive information on city and regional initiatives related to biking and pedestrian activities. We do our best to update whenever we have new, relevant information!
FY26 Budget Calendar
Winchester's Capital Improvement Plan (CIP) (with bike/walk related topics highlighted)
Winchester's Strategic Plan 2021-2026 (with bike/walk related topics highlighted)
Winchester Bike Study 2018
Additional Links
WInReady Fare Changes Public Comment Session
Wednesday, April 22 | Public Services Admin Building | 9-11 a.m. and 4:30-6:30 p.m.
Boscawen Street Improvements Open House
Tuesday, April 21, 2026 4-6PM
https://www.winchesterva.gov/News-Happenings/Events/Boscawen-Street-Improvements-Open-House
Strategic Planning Committee
April 6th 4:00pm
-
Review of the Strategic Plan Website Landing Page for the 2026 - 2031 Period
-
With the Strategic Plan now approved, staff will present the website landing page developed to communicate the plan’s priorities and initiatives to the public, and will provide an overview of the initial performance measures that will be used to track progress, evaluate outcomes, and ensure accountability over time.
Finance Committee Meeting
April 7th 1:00pm
-
Discussion on FY 2027 Budget
-
Page 12 - slide showing CIP Bond Issuance for FY27
-
Pages 35 thru 41- details of all CIP projects
City Council - Planning and Economic Development Committee
4:00 PM - Thursday, March 26, 2026
Winchester Parks & Recreation Advisory Board
6:00 PM - Monday, March 23, 2026
War Memorial Building 1001 East Cork Street Winchester, VA 22601
North Cameron Street Pocket Park
Friendship Park Baseball Field
Harvest Ridge Park
Friends of Old Town Annual Impact Summary at the EDA
Tuesday March 17th at 8am
Top Priorities from Businesses
1. Increasing foot traffic
2. Parking experience and perception
3. Wayfinding and navigation
4. Streetscape and cleanliness
City Projects Open House
Thursday, February 19, 2026 | 4-6PM | Public Services Office
Join the City from 4-6 p.m. on February 19, 2026, at the Public Services Admin Building to learn more about the upcoming City projects happening in 2026. Chat with staff, ask questions, and learn more about the improvements coming to Winchester! More info/List of Projects
Berryville Avenue NDD Community Meeting
Thursday, February 12, 2026 | 06:00 PM to 07:30 PM | Solenbergers
Join the city for a Community Meeting to learn more about the Berryville Avenue Neighborhood Design District planning process and the transformation planned for this gateway corridor. There will be plenty of opportunity to comment on walkability and biking for this NDD!
City Council
2/10 6PM Rouss Hall
Agenda Item: 5 Year Strategic Plan Adoption
Board of Architectural Review
Feb. 5, 2026 | 4PM
Discussion on proposed revisions to the Winchester Historic District Design Guidelines (Mural Discussion)
City Council Strategic Planning Committee
Monday 2/2 4:00pm
-
Considering a resolution adopting 2026-2031 Strategic Plan
-
Forward, Modify or Reject the Plan to City Council for Adoption
-
BikeWalk sent a statement in support of Goal 2 (see below or 'control f' 'BikeWalk Statement')
2026 Bicycle-Related Legislation in VA General Assembly
Actual bill here: HB661
One Page Summary: 2026 Omnibus Bicyclist Safety Bill
Winchester Strategic Plan Framework 2026-2031 (CLICK TO READ)
BikeWalk Statement sent to Council 1/7/2026 ahead of their retreat:
The BikeWalk Winchester Board is very supportive of having a goal in the City's Strategic Plan that encourages increased mobility for all citizens, no matter which mode of transportation they use. It is important to recognize we are a city made up of individuals who can't or don't choose to use the same mode of transportation every day.
We applaud the creation of the Bicycle and Pedestrian Advisory Committee and the recognition that a Bicycle and Pedestrian Mobility Plan is needed. As the population of the city and surrounding area continues to grow, we believe it is vital to the long term economic growth of the city to have a safe and enjoyable bicycle and pedestrian network that creates connectivity across all four wards and ultimately with Frederick County. It will require careful planning and the development of multi-modal transportation options to prevent congestion from becoming a major factor in our daily lives.
Just as Goal 4 Moving Winchester was included in the 2021-2026 Strategic Plan, we urge City Council to adopt Goal #2: Increase residents’ physical mobility while providing safe and appealing public areas and green spaces and the related action items in the 2026-2031 Strategic Plan. We are also very supportive of two action items contained in Keep Our City Running: Replace and refurbish sidewalks throughout the City per the Sidewalk Master Plan and Identify and Install traffic calming measures in appropriate residential areas. Equally as important as these goals and the action items, clear strategies and measures should be developed that are visible and reviewed on a regular basis to ensure progress towards these goals is achieved.
Economic Development Authority
December 16th 8:00am Kurtz Building 2 N Cameron St., Ste.. 100
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27169
-
Middle Road Park Discussion
Parks & Recreation Advisory Board
December 15th 6:00pm War Memorial Building
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27252
-
Capital Improvement Projects Priorities FY27 (next budget year July 1 2026-June 30 2027)
-
Funding level to be determined during upcoming City budget cycle
Parks & Rec Projects Committee
Monday 12/8 11:15 (moved from Friday due to snow)
-
FY 27 Capital Improvements Projects
City Council Meeting
Tuesday 12/9 6:00
Dissolving the parking authority and have it managed by the City.
Strategic Planning Committee
Monday 12/1 4pm - Public Services Strategic Plan
-
Continue with sidewalk replacements as identified in the Sidewalk Master Plan
Parks & Rec Projects Committee
Agenda Item - FY 27 Capital Improvements Projects
Planning Commision Work Session
Wednesday 11/5 3pm Rouss - City Council Chambers
-
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27184
-
6.1.
Boscawen Street closure update.
-
City Council - Strategic Planning Committee Meeting
Monday 11/3 Rouss - Zuckerman room
Agenda: https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27079
Item of interest:
-
Community Development Strategic Plan Goals
-
Goal Area: Mobility of People and Safe and Appealing Public Realm Spaces
-
Objective: Facilitate the safe and efficient movement of people and goods around the city with well designed and safe public and private infrastructure that encourages all modes of movement and increases community interaction
-
-
Tactics:
-
Implementation of the NDD’s
-
Expand recreational trail amenities to compliment the Green Circle Trail
-
Establishment of the Bicycle and Pedestrian Advisory Committee
-
Develop the City Bicycle and Pedestrian Mobility Plan
-
Collaborate with City Departments and Community Members to achieve safe bicycle and pedestrian connectivity for all citizens
-
City Council - Finance Committee Meeting
November 5th 1pm Rouss - Zuckerman Room
Planning Commision Work Session
November 5th 3pm Rouss - City Council Chambers
City Council Work Session
Tuesday 10/28 6:01 PM
Boscawen Closure
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27094
Video: https://winchesterva.new.swagit.com/videos/359386
City Council
Tuesday 10/28 6:00
Agenda: https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27104
Video: https://winchesterva.new.swagit.com/videos/359378
Winchester Parks & Recreation Advisory Board
Monday 10/27 6PM
Middle Road Park Concept
Skate Park Expansion
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27251
Planning Commission
Tuesday 10/21
Boscawen Street Agenda Item Add-On
Video Recap: https://winchesterva.new.swagit.com/videos/358682?ts=0
Parks & Recreation
Monday 9/22 6:00pm War Memorial Building
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27250
Topics of Note:
-
Amphitheatre in JB park
-
New Middle Road Park amenities
City Council
Tuesday 9/23 6:00 Rouss City Hall
Topics of Note:
O-2025-25: Second Reading of AN ORDINANCE GRANTING TRAIL EASEMENTS TO THE COUNTY OF FREDERICK, VIRGINIA, ACROSS CITY OWNED PARCELS LOCATED IN FREDERICK COUNTY, VIRGINIA, AT TAX MAP NOS. 54-A-119, 54-A-121 AND 54-A-122
-
Presenter: Councilor Windle, Chair of the Planning & Economic Development Committee / Kelly Henshaw, Deputy Public Services Director & City Engineer
City Council (RECAP)
Tuesday 9/9 6:00pm
Presentations by Perry & Kelly at City Council and questions/comments from the council regarding two bike path projects requesting Federal TAP funding. The vote was to give approval for the application. 9.1
Item 12.2 covers several projects requesting VDOT revenue sharing (including Phase IV of the GCT, Middle Road bike lanes and a pedestrian bridge over Millwood).
Item 12.5 is the first reading for easements requested by Frederick County for phase I of the Abrams Creek Greenway Trail that will connect to Woodstock Lane east of I-81.
https://winchesterva.new.swagit.com/videos/354894?ts=0
Other items of note included a discussion of fare increases for WinReady, and a vote to delay.
Winchester Star Article: TAP Funding
Winchester Star Article: WinReady Funding Delay
City Council Strategic Planning Committee
Monday 9/8 4:00pm
Discussion of Strategic Planning Goals for the Parks and Recreation Department
Presenter: Chris Konyar, Director of Parks and Recreation / Dan Hoffman, City Manager
City Council
Tuesday 9/9 6:00pm
-R-2025-36: Resolution Approving Applications to the Virginia Department of Transportation for Transportation Alternative Funds
Presenter: Councilor Bell, Chair of the Finance Committee / Perry Eisenach, Public Services Director
-R-2025-33: Resolution Approving Increases to Fares for Winchester Transit Services
Presenter: Councilor Bell, Chair of the Finance Committee / Perry Eisenach, Public Services Director
Council Action Memo - Resolution Approving Increases to Fares for Winchester Transit Services - Pdf
-R-2025-35: Resolution Approving Applications to Virginia Department of Transportation for Revenue Sharing Funds for Transportation Projects
Presenter: Councilor Bell, Chair of the Finance Committee / Perry Eisenach, Public Services Director
-O-2025-25: First Reading of AN ORDINANCE GRANTING TRAIL EASEMENTS TO THE COUNTY OF FREDERICK, VIRGINIA, ACROSS CITY OWNED PARCELS LOCATED IN FREDERICK COUNTY, VIRGINIA, AT TAX MAP NOS. 54-A-119, 54-A-121 AND 54-A-122
Presenter: Councilor Windle, Chair of the Planning & Economic Development Committee / Kelly Henshaw, Deputy Public Services Director & City Enginee
Finance Committee Meeting
9/2 | 1PM
R-2025-36: Resolution Approving Applications to the Virginia Department of Transportation for Transportation Alternative Funds
R-2025-35: Resolution Approving Applications to Virginia Department of Transportation for Revenue Sharing Funds for Transportation Projects
Presenter: Perry Eisenach, Public Services Director
Planning and EDA Committee
8/28/2025 | 2PM
Topic of Note: Granting easements to Frederick County for the proposed Abrams Trail
Recap: Segment starts at 15:00 minutes in:
https://winchesterva.new.swagit.com/videos/353976?ts=0
City Council Finance Committee
WinReady Proposed Fare Change Discussion
September 2 at 1:00 p.m. (at City Hall).
Open House for Middle Road and Cedar Valley Improvements
Thursday, August 7, 2025 | 4-6 p.m.
Victory Church | 2870 Middle Road
Text From the City: Curious about new Cedar Valley neighborhood projects? Join us to review proposed improvements on Middle Road and in the Cedar Valley Neighborhood Design District, ask questions, and provide feedback. Starting in late 2026, the City will construct improvements on Middle Road, including sidewalks, bike lanes, storm drainage, utility replacements, and additional road improvements along Weems Lane and Valley Avenue. Also, check out the concept plan for a new park and the site plan for Ward Plaza redevelopment.
If you missed the Middle Road/Cedar Valley Public Forum, all the renderings and plans are online: https://www.winchesterva.gov/.../Middle-Road-and-Cedar...
You can still give your feedback online.
WinReady Proposed Fare Change Public Input Session
Date: Tuesday, August 5
Time: 4:00 until 6:00 p.m.
Place: City of Winchester Public Services Administrative Offices (301 E. Cork Street)
Winchester Parks & Recreation Advisory Board
6:00 PM - Monday, July 28, 2025
War Memorial Building 1001 East Cork Street Winchester, VA 22601
Item of Note: Middle Road Park Concept
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27248
WinReady Advisory Committee
July 16th 6pm City Hall
Strategic Planning Committee
July 7th 3pm
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27075
Economic Development Authority
June 17th 8am - Rouss City Hall (Zuckerman room)
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27163
Planning Commission
June 17th 3pm - Rouss City Hall (Council chambers)
https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27192
City Council
Tuesday 6/10 @6:00 pm Rouss City Hall Council Chambers 15 North Cameron Street
R-2025-21: Resolution Approving Modifications to Services Provided by Winchester Transit
Presenter: Councilor Windle, Chair of Planning and Economic Development Committee / Perry Eisenach, Public Services Director
Council Action Memo - Resolution Approving Modifications to Services Provided by Winchester Transit - Pdf
Planning and Economic Development
Thursday 5/29 @1:00pm
R-2025-21: Resolution Approving Modifications to Services Provided by Winchester Transit
Presenter: Perry Eisenach, Public Services Director
City Council
Tuesday 5/13 @6:00 pm Rouss City Hall Council Chambers 15 North Cameron Street
Reading of Bike Month Proclamation by Mayor Veach
Planning Commission
Tuesday 3/18 @3:00 pm Rouss City Hall Council Chambers 15 North Cameron Street
-
Agenda -https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27189
-
Items of Interest -FY26 Capital Improvement Plan - Funding Sources with Schools
-
There are two Green Circle Trail Projects in the next two years (Jubal Early widening & Phase IV). All the other GCT projects are FY29 or beyond
-
FY26 CIP - Funding Sources with Schools - Perry's changes 3-11-25
-
City Council
Tuesday 3/11 @6:00 pm Rouss City Hall Council Chambers 15 North Cameron Street
-
-
Items of Interest - FY 2026 Budget Options Discussion and Winchester Public Schools Budget Update
-
Items of Interest -Discussion on An Ordinance to Set the Real Property Tax Rate for Calendar Year 2025
-
Council Action Memo - An Ordinance to Set the Real Property Tax Rate for Calendar Year 2025 - Pdf
-
City Council Planning and Economic Development Committee
Thursday 2/27 @2:00 pm Rouss City Hall Zuckerman room 15 North Cameron Street
-
-
Items of Interest - FY 2026 Proposed Development Services and Public Services Department Budgets
-
This includes the following Departments
-
Development Services (Planning, Zoning, Community Development, Economic Development, Old Town among others)
-
Parks and Rec
-
Public Services (Roads & Sidewalks)
-
-
City Council
Tuesday 2/25 @6:00 pm Rouss City Hall Council Chambers 15 North Cameron Street
-
-
Items of Interest - NDD Zoning, Discussion on parking minimums
-
Winchester Parks & Recreation Advisory Board
Monday 1/27 @6:00 pm War Memorial Building 101 East Cork Street
-
Agenda - https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27253
-
Items of Interest - FY 26 Capital Improvement Project List
-
See MasterPlan document for more information
-
City Council
Tuesday 1/28 @6:00 pm Rouss City Hall Council Chambers 15 North Cameron Street
-
Agenda - https://winchesterva.civicweb.net/Portal/MeetingInformation.aspx?Org=Cal&Id=27023
-
Items of Interest - Resolution Establishing the Common Council Public Comment and Public Hearing Policy
-
Based on citizen feedback regarding proposed changes to the Public Comment section, the resolution now states
-
a. The presiding officer shall call individuals to speak in order of sign-up and after all speakers who signed-in have finished, ask if there is anyone else who desires to speak.
-
c. Each individual shall have three (3) minutes to speak.
-
-
City Council Planning and Economic Development Committee
Thursday 1/30 @ 2:00 pm
-
Agenda - check here for updates https://winchesterva.civicweb.net/Portal/MeetingSchedule.aspx
