Essex Inn Rating: 3.0 Pearls

The 254-room Essex Inn is a decent value pick across the street from Grant Park. An extra perk is the indoor rooftop pool situated in a big, airy room on the fourth floor with views of Lake Michigan, lots of lounge chairs, tables with board games, and decorative plants.

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Best Hotel Pools in Chicago (10 of 10)

 The 254-room Essex Inn is a decent value pick across the street from Grant Park. An extra perk is the indoor rooftop pool situated in a big, airy room on the fourth floor with views of Lake Michigan, lots of lounge chairs, tables with board games, and decorative plants.
Chicago may be known as the "Second City," but these Chi-town hotel pools are second to none. Jump on in and see some of the best places in the Midwest to take a splash.
The Peninsula Chicago, a classic 339-room Chicago hotel right on the Magnificent Mile, exudes elegance and luxury -- from the bright and welcoming interior decor, to the immaculate 25-meter lap pool and sunbathing terrace. The 346-room Four Seasons Chicago is located on floors 32 to 46 of a limestone-and-glass skyscraper along the Magnificent Mile, and boasts a gorgeous indoor pool crowned by a skylight. This 790-room behemoth right on the Magnificent Mile invokes the historic charm of the 1929 building with marble columns, high ceilings, and Spanish tiles decorating the ornate pool area. This 339-room Trump is one of the top luxury hotels in Chicago, and even has a 75-foot by 25-foot indoor heated pool with incredible views. The 520-room W Chicago - Lakeshore delivers the chic decor you'd expect from a W, and the impressive features, including this hip indoor pool, complete with an outdoor rooftop terrace. There are two (main) reasons to go to this 348-room convention hotel 35 minutes from downtown Chicago: One indoor pool, and one seasonal heated outdoor pool. One of the best features of this Mag Mile hotel is the attractive indoor pool and Jacuzzi area on the 12th floor, with cushioned lounge chairs, decorative trees, an outdoor sundeck, and gorgeous city views. The public spaces at this 1927-built hotel are impressive, including the airy indoor pool and Jacuzzi area with lounge chairs, tables, and potted plants. The 261-room Hotel Palomar is one of the best Kimpton hotels in the city, thanks in part to the indoor heated rooftop pool with a sundeck. The 254-room Essex Inn is a decent value pick across the street from Grant Park. An extra perk is the indoor rooftop pool situated in a big, airy room on the fourth floor with views of Lake Michigan, lots of lounge chairs, tables with board games, and decorative plants.
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