Explore more than 20 cultural festivals coming to Orlando this winter.
From January through February 2026, the greater Orlando area transforms into #FestivalMode with more than 20 festivals. This season kicks off a year-round of cultural festivals where every weekend offers something new to discover.
Discover: Orlando Events
The winter lineup spans genres and generations: historical parades, classical concerts, indie theatre debuts, jazz nights, family-friendly book festivals and immersive art experiences in the streets. Orlando’s neighborhoods become cultural playgrounds, connecting you to art in ways that are accessible, inviting and unforgettable. See what’s waiting for you this winter!