Home Events & Festivals 2nd Annual Valparaiso Wine Festival Twitter Facebook Print About 2nd Annual Valparaiso Wine FestivalWine lovers unite for the 2nd annual Valparaiso Wine Festival! Sip and sample over 80 different wines from local, regional and national vintners. The Valparaiso Wine Festival will toast its second year in downtown Valparaiso. Valparaiso Events in collaboration with Triangle/Trail Inn Liquors will once again host this event for approximately 1000 attendees. Wine lovers can sip and sample unlimited tastings of over 80 different local, regional and national wines while enjoying live music.