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Apply for your 2026 Parking Permit Online

Winthrop, MA News Posted on October 06, 2025

Apply for 2026 resident parking permits.  

Orange 2025 permits expire on Wednesday, December 31


There is a $5.00 fee for a parking permit and a fee of $10.00 for a visitor's placard whether you apply online or by mail.  These fees are waived for senior citizens, or residents with a valid handicapped parking placard or plate issued by the RMV.  Permit applications are fulfilled by mail and orders are not sent out until December.

In-Person applications are no longer accepted except under special circumstances by appointment.  All applications are only accepted online or by mail.

To apply for your parking permit or visitor placard online, to download an application to apply by mail, or to determine permit eligibility, please visit this page.

Motorists must remove expired stickers prior to affixing the new 2026 sticker.  Resident parking stickers must be affixed to the lower, driver's side corner of the windshield.  Failure to remove expired stickers or affix new ones in their entirety to the window in this location may result in a parking ticket being issued.  The permit cannot be left on the paper backing and placed on the dashboard.

City Hall Systems is the Town's vendor for parking permit fulfillment.  If there is an issue with your order, you will receive an email from City Hall Systems.  Please do not disregard this email.  Doing so will delay fulfillment of your order.

Please apply only once per vehicle since duplicate orders for the same license plate will delay order fulfillment.  Please apply online if possible since applying by mail will delay your order.  If you have already applied for your permit but have not received it after ten business days (after mailing begins on December 2), please check your email (including spam or junk folders) for an email from City Hall Systems informing you of an issue with your order.  If you are paying via ACH, the order will be delayed for five days before being fulfilled.  

If your order has been delayed due to outstanding parking tickets or excise tax bills, those can be paid online via the links at https://www.winthropma.gov/321/Pay-Your-Bills-Online

If your order has been delayed due to an issue with your registration (inactive or expired registration, vehicle not garaged in Winthrop, etc.) those issues must be resolved with the RMV before an order is fulfilled.  If you are applying for permits for multiple vehicles with one application, the entire order will be held if one vehicle fails verification.

When applying for a permit with the senior citizen/handicapped discount, only vehicles registered to the senior or holder of the HP plate or placard are eligible for the discount.  Vehicles registered to other residents in the same household are not eligible for the discount and must apply separately.


If it has been more than 14 days since you applied, and you have not received an email from City Hall Systems and have not received your permit(s) in the mail, please contact City Hall Systems at 508-381-5455. 


Contact Us

  1. Winthrop Town Hall
    1 Metcalf Square
    Winthrop, MA 02152

  2. Phone: 617-846-1852
    Department Directory

  3. Hours: 
    Monday and Wednesday 8:00 AM to 4:30 PM 
    Tuesday and Thursday 8:00 AM to 7:00 PM

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