The Best Places to Eat and Stay in The Loop

The vaulted ceilings and Venetian Gothic stonework on Michigan Avenue give away that this was never meant to be a hotel, and it wasn't, for most of its life. The Chicago Athletic Association is now a boutique hotel under Hyatt's Unbound Collection, holding a Michelin Key, and the bones of the old private club, once restricted to the city's male elite, do most of the atmospheric heavy lifting without anyone having to try too hard.

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Cindy's is a rooftop cocktail bar on top of the Chicago Athletic Association, with a terrace looking over Millennium Park and Lake Michigan. It's a hotel bar, so expect dressed-up visitors, bachelorette sashes, and relatives in town, plus plates meant for three or four people to share. Regional Top 10 for hotel bars at the Spirited Awards, which is one more reason the terrace fills up first.

1. The Infatuation The 14 Best Restaurants In The Loop
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Momento Cantina is a sprawling, pink-lit Mexican restaurant with self-serve tequila machines and a soundtrack better suited to a Cancun pool deck than a Monroe Street block. It's the kind of place you'd expect in the West Loop, yet here it sits, a short walk from the symphony. The freshly made corn tortillas carry the menu, showing up under birria, tuna tostadas, and a whole fish in zarandeado sauce.

1. The Infatuation The 14 Best Restaurants In The Loop