Downtown Parking

Winter is officially here! And that means snowplows will be out more frequently clearing the roads. Remember, it’s prohibited to park overnight on US Hwy 40 and all Town streets from November 1 through May 1. Vehicles left on public roadways are subject to ticketing and/or towing at the owner’s expense. Having our roads clear […]

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During the Town of Winter Park Council Retreat in 2019, the group identified several major objectives for 2019-2020. One of those objectives focused on developing measures to gauge community and citizen satisfaction for the first time. To achieve this, a simple 22 question survey was developed based on questions frequently used in professional and comprehensive […]

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  • 15
    miles of trails

  • 40
    community events each year

  • 1M+
    transit trips since 2017

  • 1,000
    Town residents


News & Updates

Changes in Local Tax Collections for Short-Term Rentals

Information for Short-Term Rental Owners and Managers The Town of Winter Park has entered into Voluntary Collection Agreements with both Homeaway (VRBO) and Airbnb effective February 1, 2020. Under these agreements, Homeaway (VRBO) and Airbnb will begin collecting and remitting local sales tax to the Town of Winter Park on all reservations (bookings) made on […]

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Assistant Town Manager Joins the Town of Winter Park

To start 2020, the Town of Winter Park is excited to welcome a new staff member to the team. Alisha Janes has been hired as the Assistant Town Manager, a new position that’s been added to the organization. Janes has spent 10 years working in the public sector and served as Assistant to the City […]

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Winter Park 101: Your Guide to Local Government

Have you ever wondered what it means to be a Town Council member? Or how departments and elected officials work together? Well, we’ve got the answers! The Town of Winter Park is excited to host the new Winter Park 101 program, a two-part event to share how the local government operates and how citizens can […]

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