Please contact each event entity for their specific COVID-19 safety precautions and protocols.

| Must call for times

Park Avenue Sidewalk Sale

Park Avenue 110 N. Park Ave, Winter Park

You can shop till you drop during the Park Avenue Sidewalk Sale along beautiful Park Avenue in Downtown Winter park.…

Sip, Shop and Stroll

Park Avenue 110 N. Park Ave, Winter Park

Experience the charm of Park Avenue on this unique Winter Park wine walk with the Winter Park Chamber of Commerce.…

$25

Apply for an Event Permit
Please note: if you would like to hold an event in Winter Park on private property (commercial and/or residential) or within city-owned park an event permit must be submitted.

Submit an Event Calendar Listing
Please note: events must be within city limits, co-sponsored by the city, or in support of city entities to qualify for posting on the city website.

Submit a Poster
Please note: posters must be 1080 × 1920 pixels (width × height), no color restriction, JPG or PNG file format and not to exceed 5MB. Events must also be within city limits, co-sponsored by the city, or in support of city entities to qualify for posting on the digital screens.

View Arts & Culture Events

Annual Events with Street Closures

Our Vision

Winter Park is the city of arts and culture, cherishing its traditional scale and charm while building a healthy and sustainable future for all generations.