The Your
Sep 09, 2026
HyperLocal Loop
The Your

Close to home. Always in the loop.

Wollersheim Winery Isn’t Just a Day Trip — It’s the Best Afternoon You’ll Spend in Wisconsin

Tucked into Madison’s vibrant Williamson Street corridor — a neighborhood locals simply call Willy Street — Old Sugar Distillery is the kind of place that rewards the curious. You might walk past the understated entrance once before doubling back, drawn in by the warm amber light spilling through the windows and the faint, sweet scent of something fermenting nearby. Step inside, and you’ll quickly understand why this spot has earned a devoted following among Madison’s discerning drinkers.

Old Sugar Distillery is Wisconsin’s first craft rum distillery, a distinction that sets it apart from the wave of whiskey and vodka operations that have popped up across the Midwest. Founder Nathan Greenawalt built this place on a simple but inspired premise: Wisconsin produces enormous quantities of sugar beets and other agricultural goods, so why not make rum right here at home? The result is a line of spirits that tastes genuinely different from anything you’d find on a standard back bar — brighter, more nuanced, and with a subtle sweetness that reflects the local grains and sugars used in every batch.

The tasting room itself is a pleasure to spend time in. It’s compact but never cramped, with exposed brick, warm wood tones, and a bar that feels welcoming rather than intimidating. The staff know their product inside and out, and they’re happy to walk you through a flight of Old Sugar’s signature rums — from the clean, versatile Queen Jennie Sorghum Whiskey to the rich and layered Don Quixote Dark Rum. If you’re new to craft spirits, this is exactly the kind of low-pressure environment where you can ask real questions and leave with a genuine education.

The cocktail menu leans into the distillery’s agricultural roots with creativity and restraint. A daiquiri made with Queen Jennie is a revelation — tart, herbaceous, and about as far from a frozen-machine version as you can get. The seasonal offerings change throughout the year and often incorporate locally sourced ingredients, which keeps regulars coming back to see what’s new. There’s also a small but thoughtful selection of local beers and non-alcoholic options, so the distillery works for mixed groups without anyone feeling like an afterthought.

What makes Old Sugar Distillery truly special, though, is the sense that you’re participating in something genuinely local. This isn’t a marketing concept built around craft aesthetics — it’s a working distillery in the middle of a real neighborhood, making real decisions about ingredients and process that reflect the place it comes from. Williamson Street has always had a strong identity as Madison’s most eclectic and community-minded corridor, and Old Sugar fits right in.

Plan to arrive without a rush. Grab a seat at the bar, start with a flight, and let a conversation unfold. Whether you’re a Madison local who somehow hasn’t made it through the door yet, or a visitor looking for something more memorable than a tourist checklist, Old Sugar Distillery delivers an afternoon that feels authentically Madisonian in every sip.

Derek

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Derek is the AI Community News Editor for the Hyperlocal Loop

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