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Chicago Athletic Association, Chicago

Where to stay guide

Where to stay in Chicago: the best neighbourhoods and hotels

Updated 1 October 2026 · 6 areas · 23 hotels picked

Pictured: Chicago Athletic Association

Chicago is the great American city that Europeans tend to overlook, and they're missing out. This is where the skyscraper was born, and the skyline along Lake Michigan is still a jaw-dropper: Art Deco towers, glass giants and steel-framed classics, best seen from an architecture boat tour on the river. Add deep-dish pizza, blues clubs, world-class museums and sandy beaches right in the city, and you have one of the best city breaks in the States.

Almost everything visitors need sits in a compact downtown. The Loop, inside the circle of elevated 'L' tracks, has Millennium Park, the Art Institute and the theatres. North of the river, the Magnificent Mile runs past the department stores and grand hotels towards the leafy, moneyed Gold Coast, with River North's restaurants and bars to the west. Out near O'Hare, Rosemont is the airport base, and Gurnee, up towards Wisconsin, is the family day out.

The short answer

Chicago areas at a glance

The Loop and Millennium ParkFirst-timers, Culture, ArchitectureThe Bean, the Art Institute and the city’s grand old hotels.Hotels: 4 picked
The Magnificent Mile and StreetervilleLuxury, Shopping, FamiliesDepartment stores, the old Water Tower and the city’s top luxury hotels.Hotels: 4 picked
River North and the RiverwalkNightlife, Food, First-timersSteakhouses, galleries and riverside bars in the centre of everything.Hotels: 4 picked
The Gold CoastCouples, Shopping, BeachOld money, Oak Street boutiques and the lakeshore on your doorstep.Hotels: 4 picked
Rosemont and O'HareEarly flights, Conventions, ConcertsAirport hotels with free shuttles, a short train ride from downtown.Hotels: 27
GurneeFamilies, Theme parks, Water parksRollercoasters, an indoor water park and outlet shopping north of the city.Hotels: 10

The Loop and Millennium Park

Chicago Athletic Association, Chicago
The Palmer House Hilton, Chicago
Kimpton Gray Hotel, Chicago
Pictured: Chicago Athletic Association · The Palmer House Hilton · Kimpton Gray Hotel
  • First-timers
  • Culture
  • Architecture
The Bean, the Art Institute and the city’s grand old hotels.

The Loop is Chicago's historic heart, named for the elevated 'L' tracks that circle it and rattle overhead. Millennium Park is its playground, with the mirrored Cloud Gate sculpture (everyone calls it the Bean), the Pritzker Pavilion's free summer concerts and the Art Institute next door. The Theater District glows at night, and the Riverwalk and architecture cruises are a short stroll north.

The hotels are some of the most beautiful in the country. The Chicago Athletic Association, in a converted Venetian Gothic gentlemen's club, sits right opposite Millennium Park. The Palmer House is a 19th-century institution with a ceiling of painted frescoes, and the Kimpton Gray turns a marble-clad office building into a stylish hotel with a bar styled like a law library. The Midland, in a Beaux Arts building, is close to the theatres.

Hotels to look at in The Loop and Millennium Park

The Magnificent Mile and Streeterville

The Peninsula Chicago, Chicago
Sable At Navy Pier Chicago Curio Collection Hilton, Chicago
Park Hyatt Chicago, Chicago
Pictured: The Peninsula Chicago · Sable At Navy Pier Chicago Curio Collection Hilton · Park Hyatt Chicago
  • Luxury
  • Shopping
  • Families
Department stores, the old Water Tower and the city’s top luxury hotels.

North Michigan Avenue, the Magnificent Mile, is Chicago's grand shopping boulevard, running from the river past the department stores and flagship shops to the castle-like Water Tower, one of the few buildings to survive the Great Fire of 1871. East of it, Streeterville stretches to the lake and Navy Pier, with its Ferris wheel, boat trips and summer fireworks.

Luxury hotels cluster here. The Peninsula is steps from the Water Tower with a spa and indoor pool, the Park Hyatt is an Art Deco beauty with an indoor pool and NoMI restaurant, and the InterContinental channels the glamour of the Roaring Twenties. For something different, the Sable sits right on Navy Pier with views of the lake and skyline, a hit with families.

Hotels to look at in The Magnificent Mile and Streeterville

River North and the Riverwalk

Royal Sonesta Chicago River North, Chicago
Westin Chicago River North, Chicago
L7 Chicago By Lotte, Chicago
Pictured: Royal Sonesta Chicago River North · Westin Chicago River North · L7 Chicago By Lotte
  • Nightlife
  • Food
  • First-timers
Steakhouses, galleries and riverside bars in the centre of everything.

River North sits between the Chicago River and the Magnificent Mile, and it's where the city goes out. Old warehouses hold art galleries, steakhouses and deep-dish pizza joints, and the bars range from rooftop terraces to speakeasies. Below, the Riverwalk lines the water with cafés and wine bars, and the architecture cruises depart from here.

It's perfectly placed between the Loop and the Mag Mile. The Royal Sonesta River North has a heated indoor pool and a rooftop sundeck, the Westin River North is a ten-minute walk from the Chicago Theatre, and L7 is a boutique hotel steps from the Riverwalk. The all-glass Swissôtel, designed by Chicago architect Harry Weese, has wrap-around views from Navy Pier to Millennium Park.

Hotels to look at in River North and the Riverwalk

The Gold Coast

The Drake, Chicago
Waldorf Astoria Chicago, Chicago
The Whitehall Hotel BW Premier Collection, Chicago
Pictured: The Drake · Waldorf Astoria Chicago · The Whitehall Hotel BW Premier Collection
  • Couples
  • Shopping
  • Beach
Old money, Oak Street boutiques and the lakeshore on your doorstep.

At the northern end of the Magnificent Mile, the Gold Coast is Chicago's most elegant neighbourhood: tree-lined streets of brownstones and mansions, designer boutiques on Oak Street, and the bars and steakhouses of Rush Street. Oak Street Beach, where the city's sand meets Lake Michigan, is a few blocks away.

The Drake has been the grande dame where the Magnificent Mile begins since 1920. The Waldorf Astoria brings Parisian style, with fireplaces or private terraces and a lap pool in its spa. The Whitehall is a charming historic hotel half a block from Michigan Avenue, and the Viceroy is a sleek option near the Oak Street shops. Romantic, refined and a little calmer than downtown proper.

Hotels to look at in The Gold Coast

Rosemont and O'Hare

Doubletree Hotel Chicago O'Hare Airport-Rosemont, Rosemont
Embassy Suites by Hilton Chicago O'Hare Rosemont, Rosemont
The Rose Chicago, Tapestry Collection by Hilton, Rosemont
Pictured: Doubletree Hotel Chicago O'Hare Airport-Rosemont · Embassy Suites by Hilton Chicago O'Hare Rosemont · The Rose Chicago, Tapestry Collection by Hilton
  • Early flights
  • Conventions
  • Concerts
Airport hotels with free shuttles, a short train ride from downtown.

Rosemont sits right beside O'Hare, one of the world's busiest airports, and it's packed with airport hotels. It has its own entertainment district, the Donald E. Stephens Convention Center and Allstate Arena nearby, and the Blue Line 'L' runs straight into downtown.

The DoubleTree and the Embassy Suites face the convention centre, and both are just minutes from the airport; the Embassy Suites runs its shuttle from 4am to midnight. The Rose is a pet-friendly boutique hotel with triple-glazed windows to keep the planes out, and the Sheraton is a reliable choice. Stay here for flights and events; stay downtown for the city.

Hotels to look at in Rosemont

Gurnee

Great Wolf Lodge Gurnee, Gurnee
Hampton Inn Chicago/Gurnee, Gurnee
Woodspring Suites Gurnee - Chicago, Gurnee
Pictured: Great Wolf Lodge Gurnee · Hampton Inn Chicago/Gurnee · Woodspring Suites Gurnee - Chicago
  • Families
  • Theme parks
  • Water parks
Rollercoasters, an indoor water park and outlet shopping north of the city.

About an hour north of downtown, on the road to Wisconsin, Gurnee is Chicagoland's family playground. Six Flags Great America has the region's biggest rollercoasters, and Great Wolf Lodge is a huge resort with an indoor water park that works whatever the weather, a real bonus in a Chicago winter.

The Hampton Inn is right across the road from Six Flags, and WoodSpring Suites is a budget-friendly option for longer stays. It's not a base for exploring the city, but for a few days of thrills tacked onto a Chicago break, it's ideal.

Hotels to look at in Gurnee

Which area?

First visit? Stay in the Loop or River North and walk to almost everything. Luxury and shopping? The Magnificent Mile or the Gold Coast. Foodies should also explore the West Loop, Chicago's hottest restaurant district, a short ride from downtown. Flying out early? Rosemont, next to O'Hare.

Getting around

Downtown is compact and walkable, and the 'L' trains are quick and cheap; the Blue Line runs from O'Hare and the Orange Line from Midway straight into the Loop. Winters are bitterly cold and windy, so a hotel close to the sights matters more from December to March. Summer is festival season, when the lakefront comes alive.

See live prices in Chicago →

Questions about where to stay in Chicago

What is the best area to stay in Chicago?
For a first visit, the Loop or River North, both within walking distance of Millennium Park, the Art Institute, the Riverwalk and the Magnificent Mile. For luxury and shopping, choose the Magnificent Mile or the Gold Coast.
Is it better to stay in the Loop or on the Magnificent Mile?
The Loop is best for culture, architecture and theatres, and has handsome historic hotels, but it is quieter at night. The Magnificent Mile has the shops, Navy Pier and most of the big luxury hotels, and is livelier in the evenings.
Where should families stay in Chicago?
Streeterville and the Magnificent Mile are great for families, close to Navy Pier, the lakefront and the beaches, with hotels that have indoor pools. For theme parks, Gurnee has Six Flags Great America and Great Wolf Lodge’s indoor water park.
Where is the nightlife in Chicago?
River North has the densest concentration of bars, clubs and restaurants downtown, and Rush Street in the Gold Coast is lively too. Further out, Wicker Park and the West Loop are popular with locals.
Which part of downtown Chicago is quietest?
The Gold Coast’s residential side streets are the calmest part of central Chicago, and the Loop empties out in the evenings once office workers head home.