About Winter Garden Wine Country
Winter Garden is central Florida's small-town success story. A former citrus hub 20 minutes west of Orlando that has reinvented itself around a vibrant historic downtown, the West Orange Trail, and a growing craft beverage scene. Plant Street's restored storefronts house restaurants, bars, and tasting rooms that make wine part of the town's appeal.
The town serves as a natural base for exploring central Florida's wine corridor. Nearby Clermont and the Green Mountain Scenic Byway area host the region's most concentrated cluster of tasting rooms, and Winter Garden's dining and accommodation options provide a more charming alternative to Orlando's resort sprawl.
Wine in Winter Garden is casual and integrated into the town's walkable lifestyle. The West Orange Trail brings cyclists through downtown, Plant Street's restaurants feature Florida wines, and the overall vibe is relaxed, family-friendly, and refreshingly un-touristy for a community this close to Disney World.
Planning Your Winter Garden Visit
Getting There
20 minutes west of downtown Orlando via FL-408 (East-West Expressway). Clermont is 15 minutes southwest. The West Orange Trail connects Winter Garden to Apopka and Oakland by bike path.
When to Visit
October through April. Summer is hot and rainy. The Plant Street Market on weekends is a year-round draw. Holiday events in December are charming.