Wine Trail Inn

Tucked into the heart of wine country in charming downtown Fennville, Wine Trail Inn stands as a vibrant landmark where history, hospitality, and celebration have intertwined for more than a century. Once a stop along the historic rail route connecting West Michigan to Chicago, this storied property has welcomed travelers since the early 1900s—its walls echoing with tales from the Prohibition era, when the nearby lakeshore and countryside played their own colorful roles in the Al Capone years.

Today, the newly renovated historic boutique destination blends original architectural character with fresh, modern comfort. Visitors will find thoughtfully restored details, timeless craftsmanship, and an atmosphere that feels both nostalgic and alive. It’s not just a place to visit—it’s a destination in itself.

The Inn’s restaurant is a showcase of Southwest Michigan’s bounty, featuring locally sourced ingredients, seasonal specialties, and an exceptional selection of regional wines. From orchard-fresh produce to Lake Michigan–inspired dishes, every meal celebrates the flavors of the surrounding countryside.

As evening falls, the energy rises. The lively bar draws community residents and visitors alike for craft cocktails, local beers and wines, favorite libations, and dancing that keeps the celebration going. Downstairs, a hidden bookcase reveals a true speakeasy experience—an intimate nod to the building’s Prohibition-era past, where guests can sip classic cocktails in a setting that feels deliciously secret.

For weddings, reunions, wine weekends, and group celebrations, the expansive Beer Hall & Wine Cellar event space offers a spirited, welcoming atmosphere unlike anything else in the area. Wine Trail Inn has always been a gathering place—a celebratory hub for over 100 years—and continues that tradition with warmth, character, and unmistakable energy.

Just minutes from award-winning wineries and the golden-sand beaches of Lake Michigan, Wine Trail Inn invites visitors to experience a place with a story—where the past is honored, the food and wine are unforgettable, and every night feels like an occasion worth celebrating.

Hours vary by season; please check the website.