Lifestyle
Gray's Guides
Chicago

Chicago

There's plenty to explore in this cosmopolitan Midwestern city. Visit world class museums, vibrant parks, and renowned restaurants.

Stay

From family-run inns to world-renowned luxury resorts, find a welcoming home away from home.

The Langham

This stunning luxury hotel offers gorgeous views of the Chicago River and Lake Michigan.

The Peninsula

This luxury hotel is ideally located just a block away from the Museum of Contemporary Art and Water Tower Place.

Thompson

Located in iconic Gold Coast, the Thompson is comfortable, modern, and sophisticated.

The Hoxton

A more trendy stay in the heart of Fulton Market District.

Waldorf Astoria

This elegant hotel has large rooms and is found in a great location.

Pendry

Step into a 1929 art deco building in the Loop, paying a perfect tribute to both the past and present.

Eat

Dining out is an essential part of any travel experience. Explore our favorite restaurants, bars, and more.

Monteverde

Known for its incredible Italian fare and impeccable service, Monteverde is a go-to choice for visitors and locals alike.

Bavette's Bar & Boeuf

Chicago is known for its steak, and this lively, yet intimate spot is perhaps our favorite steakhouse in the city.

Lou Malnati's

What's a trip to Chicago without deep dish pizza? Opt for Lou Malnati's, a local favorite.

Le Colonial

This gorgeous French-Vietnemese restaurant is housed in a Gold Coast row house.

Duck Duck Goat

Renowned Chef Izard's creation, Duck Duck Goat offers terrific Chinese-American fare.

LÝRA

Enjoy thoughtful Greek food in an earth-toned, indoor-meets-outdoor space.

Little Goat Diner

Also by Chef Izard, this is her diner featuring creative, gourmet takes on comfort food classics.

Rose Mary

Italy meets Croatia at this industrial-chic restaurant in the historic Fulton Market district.

Aba

Enjoy elevated Mediterranean fare and creative cocktails at this rooftop restaurant.

Chicago q

House-smoked BBQ in an upscale space.

Maple & Ash

Two-Michelin star chef Danny Grant brings us an unforgettable culinary experience.

Drink

Dining out is an essential part of any travel experience. Explore our favorite restaurants, bars, and more.

RL Restaurant

Sip martinis at Ralph Lauren's iconic Chicago restaurant.

Kumiko

A Japanese dining bar known for its creative cocktails and hip atmosphere.

Three Dots and a Dash

An elevated tiki bar experience in River North.

Green Mill

At over 100 years old, this jazz and cocktail lounge is simply iconic. Note - they only accept cash.

The Allis

Soho House's public restaurant and bar is a terrific place to meet for drinks.

The Violet Hour

Artisinal cocktails and pre-prohibition libations are served in this Wicker Park bar.

What to do

Immerse yourself in local activities — including world-class golf courses, beaches, spas, parks, and more.

Cubs Game

Visit Wrigley Field and experience iconic Chicago baseball.

Oak Street Beach

The perfect place to spend a summer day; relax in the sand with a view of the Chicago skyline.

The Second City

Watch a show at this iconic comedy club, comedy theater, and school of improvisation known for its many famous alums.

Chicago River Architecture Tour

Spend 90 minutes aboard a boat on the Chicago River and learn about the city's fascinating architecture.

Lincoln Park Zoo

A free 35-acre zoo founded in 1868, making it the fourth oldest zoo in North America.

Chicago Riverwalk

A 1.25 mile walk along the Chicago River; explore cafes, shops, restaurants, and more.

Culture

Discover local art museums, theaters, landmarks, festivals, and more.

Art Institute of Chicago

Found in 1879, this is one of the oldest and largest art museums in the world.

Museum of Contemporary Art

One of the world's largest contemporary art venues.

Field Museum

Chicago's natural history museum, found in 1893.

Museum of Science and Industry

Spend a day at the largest science center in the Western Hemisphere.

Millennium Park

Explore public art, exhibitions, gardens, and more.

Steppenwolf Theatre Company

Enjoy live performances at this legendary theatre company.

Explore Chicago Photography

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