FREEPORT — Downtown Freeport is the place to be for a throwback experience as the annual Pretzel City Winefest returns on Saturday, May 9, reimagined this year with a vibrant 1980s theme.
This year’s event blends local shopping with retro fun, encouraging attendees to explore downtown businesses while sampling a variety of wines — all while dressed in their best 80s-inspired outfits.
Guests will check in at Re-Spun Records & Resale (119 E. Stephenson St, Freeport) before making their way through 18 participating shops and businesses, each offering wine and mocktail tastings and a unique stop along the experience. Tickets are $30 which includes a tasting cup, $10 Partnership Cash to be spent during the event at participating locations, and list of locations. Tickets can be purchased in advance at greaterfreeport.com/events.
The event highlights both traditional and non-alcoholic wines while creating a lively, walkable atmosphere throughout downtown. Attendees are encouraged to gather friends, plan their outfits, and make a full day of the experience by shopping, dining, and exploring everything downtown has to offer. More than just a tasting event, Pretzel City Winefest is designed to bring people together and showcase the energy, creativity, and small businesses that define downtown Freeport.
Also new this year, a DJ playing 80s favorites will be hosted on Chicago Avenue with plenty of room for an impromptu dance party.
“Events like this are about more than just a good time — they’re about creating moments that bring people into our downtown and help them rediscover what’s here,” said Katie Gentz, Main Street manager for the Greater Freeport Partnership. “The 80s theme adds a layer of fun and nostalgia, but at its core, this event is about supporting local businesses and building community.”
The Greater Freeport Partnership is a catalyst for dynamic economic growth, fostering an inclusive environment where businesses thrive, and our community prospers. We are dedicated to nurturing new opportunities while enriching the fabric of Freeport and Stephenson County.
