Heritage hotels in Chicago

Chicago Loop, Chicago From $300

Chicago Athletic Association

An 1893 Venetian Gothic landmark with restored bas-relief fireplaces and nineteenth-century stained glass.

Streeterville, Chicago From $200

InterContinental Chicago Magnificent Mile

A 1929 Shriners athletic club featuring carved Assyrian reliefs and a gilded dome.

New Eastside, Chicago From $300

LondonHouse Chicago

A restored 1923 Beaux-Arts skyscraper topped by a landmark domed stone cupola.

Chicago Loop, Chicago From $150

Palmer House Hilton

An 1871 Beaux-Arts landmark, featuring the Empire Room and the original 1893 brownie.

New Eastside, Chicago From $150

Pendry Chicago

Housed in the 1929 Burnham Brothers tower clad in green terra cotta and gold.

Chicago Loop, Chicago From $250

Staypineapple, an Iconic Hotel, The Loop Chicago

Occupies the landmark 1895 Reliance Building with preserved wrought-iron elevator cages and original mosaic tile floors.

Chicago Loop, Chicago From $400

The Blackstone Autograph Collection

A 1910 Beaux-Arts landmark where twelve American presidents and Al Capone once stayed.

Chicago Loop, Chicago From $250

The Congress Plaza Hotel & Convention Center

Built for the 1893 World's Fair, with a storied legacy hosting American presidents.

Streeterville, Chicago From $200

The Drake Hotel

An Italian Renaissance landmark from 1920, listed on the National Register of Historic Places.

Gold Coast, Chicago $$

Ambassador Gold Coast

A 1926 Gold Coast landmark housing the historic Pump Room dining space and legendary celebrity Booth One.

New Eastside, Chicago From $250

Arlo Chicago

Restored 1916 terracotta and exposed brick honor the former Atlantic Bank building.

Chicago Loop, Chicago From $300

Canopy by Hilton Chicago Central Loop

A 1904 railway headquarters restored with Classical Revival facade details and Doric columns.

Chicago Loop, Chicago $$

Hilton Chicago

Opened in 1927 as the Stevens Hotel, with preserved Beaux-Arts gilded ballrooms.

Printer's Row, Chicago From $200

Hilton Vacation Club Hotel Blake Chicago

Occupies the 1896 Morton Building designed by skyscraper pioneer William Le Baron Jenney.

River North, Chicago From $200

Hotel Chicago Downtown, Autograph Collection

Occupies the original sixteen-story commercial building within the landmark 1960s Marina City complex.

Chicago Loop, Chicago From $250

Hyatt Centric The Loop Chicago

A 1927 Art Deco office tower by Frank Chase converted into guest quarters.

Chicago Loop, Chicago From $300

JW Marriott Chicago

Daniel Burnham's 1914 bank building features marble Corinthian columns and domed ballroom ceilings.

Chicago Loop, Chicago From $250

Kimpton Gray Hotel

An 1894 landmark skyscraper featuring original Georgia Gray marble throughout the lobby.

Chicago Loop, Chicago From $200

Le Méridien Essex Chicago

A designated 1961 Chicago Landmark tower designed in mid-century International Style by A. Epstein and Sons.

Lakeview East, Chicago From $150

Majestic Hotel

A 1923 Tudor revival shell detailed with sculpted terra-cotta crests and lions.

Chicago Loop, Chicago From $200

Silversmith Hotel Chicago Downtown

An 1897 commercial craft landmark on Jewelers Row, listed on historic registers.

New Eastside, Chicago From $200

Sports Illustrated Resorts Chicago

A 1928 landmark bank conversion retaining ornate coffered ceilings, mythological terra-cotta ornamentation, and restored neoclassical plasterwork.

Chicago Loop, Chicago From $200

The Allegro Royal Sonesta Hotel Chicago Loop

Original 1926 Art Deco shell featuring a grand marble staircase and geometric chandeliers.

River North, Chicago From $550

The Gwen

A 1929 landmark facade featuring limestone bas-reliefs carved by sculptor Gwen Lux.

Wicker Park, Chicago $$

The Hollander

A 1905 fireproof furniture warehouse transformed into loft rooms with original concrete floors.

Chicago Loop, Chicago From $400

The LaSalle Chicago, Autograph Collection

Occupies the upper five floors of a 1914 Classical Revival landmark skyscraper designed by Daniel Burnham.

Chicago Loop, Chicago From $150

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

A 1928 Italian Renaissance Revival landmark listed on the National Register of Historic Places.

Fulton Market, Chicago From $400

The Publishing House Bed and Breakfast

A 1909 Free Methodist printing house preserved with original maple floors and brickwork.

Wicker Park, Chicago From $350

The Robey

A restored 1929 Art Deco limestone skyscraper paired with a 1905 industrial warehouse.

Gold Coast, Chicago From $250

The Talbott, Autograph Collection

A 1927 Georgian Revival brick landmark on Delaware Place designed by Chicago architect Alfred Alschuler.

Streeterville, Chicago From $150

The Whitehall Hotel

1928 landmark building that previously housed the private mid-century Whitehall Club.

Lakeview East, Chicago From $100

The Willows Hotel

A 1924 apartment hotel with ornate terra-cotta swags and storied Prohibition-era lore.