Vendor Events in Winter Park, FL

2 farmers markets, craft fairs, festivals, and pop-ups in Winter Park, FL. Find booth fees, open spots, and apply to sell.

Festivals in Winter Park(1)

Winter Park Sidewalk Art Festival

by Winter Park Sidewalk Art Festival Inc.

Park Avenue, Winter Park, FL 32789

March 20-22, 2026

FestivalContact organizer

25 spots open

One of the nation's oldest and most prestigious juried outdoor art festivals, consistently ranked among the top three in the country. Over 350,000 attendees annually.

Farmers Markets in Winter Park(1)

Winter Park Farmers Market

by Winter Park Farmers Market Association

200 W New England Ave, Winter Park, FL 32789

Saturdays, 8 AM - 1 PM, Year-round

Farmers MarketContact organizer

25 spots open

Top-rated Central Florida market featuring produce, plants, and specialty vendors.

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