Gin, fresh lime, simple syrup, and mint — the Prohibition speakeasy classic from Chicago's South Side.
The Southside is attributed to the Southside Sportsmen's Club in Long Island, though the more colourful origin story places it in Chicago's South Side speakeasies during Prohibition. The rough bootleg gin of the era required strong flavours to mask it — mint and lime did the job effectively.
The Southside occupies an interesting position between a Mojito (rum, lime, mint, soda) and a Gimlet (gin, lime, syrup). It has the mint of the Mojito but the gin and structure of the Gimlet. The 21 Club in New York served it as a signature drink for decades, which may have contributed more to its lasting reputation than any speakeasy story.
Strain into a highball glass over ice and top with cold club soda. The Mojito-style version — longer, more refreshing.
Replace simple syrup with elderflower liqueur (St-Germain). The floral notes work beautifully with both gin and mint.
Add 3 thin cucumber slices to the shaker with the mint. The cucumber's freshness adds another layer of herbal complexity.