The Best Places to Drink and Do in Chicago
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The awards
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Rank 101. Estereo
Cocktail Bar
By day it pulls coffee; by night the Latin-American vintage vinyl goes on and the mezcal comes out. Estereo is an agave bar on Milwaukee Avenue where the cocktail list is organized by spirit category and the drinks lean toward the unexpected, think cold-brew tea and shochu sharing a glass with pisco. The crowd tends to find it on the younger, cooler end of Logan Square, which is saying something in that neighborhood.
The awards
- The 50 The 50 Discovery
- Spirited Awards 2023 · Regional Honoree · Best U.S. Cocktail Bar – U.S. Central
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Rank 101. The Bar at Hotel Zachary
Mediterranean
The awards
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Rank 104. Drumbar at Rafaello Hotel
Cocktail Bar
You ride a repurposed service elevator to reach this speakeasy-inspired rooftop cocktail bar perched atop the Rafaello Hotel. Dim lighting, dark wood, bronze fixtures, and mushroom-toned walls set a moody, upscale tone, and a resident DJ keeps the energy pointed firmly toward party. The crowd skews young and loud, so if you're after a quiet drink and a view, the elevator goes both ways.
The awards
- Difford's Guide Difford's Guide: 3.5 stars · Difford's Guide