CHICAGO GUIDE • OFF THE BEATEN PATH

Top 5 Chicago

Hidden Gems

Beyond the landmarks is another Chicago. Local favorites, unexpected escapes, and unforgettable experiences worth discovering.

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EXPLORE THE GEMS

TOP 5 HIDDEN GEMS

A scenic view of Millennium Park in Chicago at sunset, showing the city skyline with tall skyscrapers and people walking and biking on the park's pathway.

01

The 606

BUCKTOWN / WICKER PARK • FREE

OUTDOOR ESCAPE

An elevated trail weaving through some of Chicago’s most vibrant neighborhoods. Walk, bike, discover public art, and experience the city from an entirely different perspective.

EXPLORE THE 606
A tropical-themed bar with wooden decor, lush green plants, and warm lighting. A large circular sign reads 'Three Dots and a Dash Chicago' on a vibrant green leafy wall. There are bar stools, candles, and shelves filled with bottles behind the bar.

02

Three Dots and a Dash

RIVER NORTH • $$$

COCKTAIL HIDEAWAY

Hidden below the streets of River North, this acclaimed tropical cocktail hideaway delivers elaborate drinks, atmospheric interiors, and one of Chicago’s most distinctive nightlife experiences.

VIEW VENUE
People sitting and relaxing along the rocky shoreline at Lake Michigan with Chicago skyline in the background on a sunny day.

03

Promontory Point

HYDE PARK • FREE

LAKEFRONT ESCAPE

A peaceful lakefront peninsula with sweeping skyline views, limestone steps along the water, and one of the most beautiful places in Chicago to watch the sun fall across the city.

EXPLORE THE POINT
Inside a large, glass-domed conservatory filled with lush greenery, colorful flowering plants, and tall palm trees, with sunlight streaming through the glass ceiling.

04

Garfield Park Conservatory

GARFIELD PARK • RESERVATIONS RECOMMENDED

CULTURAL ESCAPE

Step inside one of the nation’s largest botanical conservatories, where soaring glass ceilings shelter lush palms, tropical gardens, and an unexpected green oasis in the heart of Chicago

EXPLORE THE CONSERVATORY
Night view of a curved urban street under a bridge with illuminated streetlights and moving car lights, featuring street signs for Lower Wacker Drive and a plaque for The Magnificent Mile.

05

Lower Wacker Drive

THE LOOP • FREE

CHICAGO CURIOSITY

Descend beneath downtown and discover Chicago’s famous lower-level street system, a cinematic maze of concrete, columns, bridges, and city infrastructure hidden beneath the streets above

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