Winter Park began in the 1880s as a planned winter refuge and lakeside community Park Avenue anchors shopping, dining and festivals while museums drive cultural visits Boutique hotels, scenic boat ...

Florida fall is in the air, and the 52nd Winter Park Autumn Art Festival will help mark the changing season this weekend, bringing back an annual community tradition. More than 180 Florida-based ...

Celebrate local arts this fall at the 52nd Annual Winter Park Autumn Art Festival, the only juried fine art festival around exclusively featuring Florida artists. Hosted by the Winter Park Chamber of ...

Is an almost 90-year-old mansion built by the city’s premier architect, James Gamble Rogers II, worth saving? The Orlando Sentinel explored the ...

Barrett Walsh/Orlando Sentinel) Runners take off for the start during the Watermelon 5K at Central Park in Winter Park, FL, on Saturday morning, July 4, 2026. Thousands gathered to celebrate ...

To continue reading this content, please enable JavaScript in your browser settings and refresh this page. Preview this article 1 min Winter Park officials are ...

Winter Park’s year-end festivities will be called “Holidays on Park,” dropping last year’s Christmas branding, as the executive director and three board members of the business group overseeing ...

The Winter Park Playhouse, Central Florida's professional musical theatre, announces their 2025-2026 Mainstage Series of Musicals! This new line up of productions includes a variety of Off-Broadway ...

The Winter Park Playhouse in Central Florida unveils its newly renovated theater with a ribbon-cutting ceremony on July 7.