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The Loop - Downtown Vacation Packages

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

The Loop neighborhood is Chicago’s exciting downtown. Ride just under 2 miles (3 kilometers) on the elevated L trains that have followed a rectangular loop over the city streets since 1897. Step off the train to visit restaurants, cultural attractions, shops, clubs and beautiful parklands. Shop along historic State Street and stroll on the Riverwalk north of the Loop for dining and entertainment.

Enjoy Chicago’s cultural scene in the Loop. See exhibits and programs at the Chicago Cultural Center during the day and choose from the Lyric Opera of Chicago, the Joffrey Ballet or the Chicago Symphony Orchestra for evening performances. Attend a Broadway show at the Ford Oriental Theatre.

Venture out on the glass-bottomed ledge of the Skydeck on Willis Tower’s 103rd floor. At 1,450 feet (443 meters), this is one of the world’s tallest buildings. View up to 50 miles (80 kilometers) away across four states.

East of the Loop is Millennium Park, planned and opened around the year 2000. This vast space features the lovely Lurie Garden, which offers educational programs for children and adults. The Jay Pritzker Pavilion and the Great Lawn performance space seats more than 10,000 people. Many events held here are free.

The park’s art is large and unique. Gaze at Anish Kapoor’s Cloud Gate, reflecting the city skyline and overhead skies on shiny steel plates. Because of its curved shape with concave underside, locals call this the Bean. The 50-foot (15-meter) towers of Jaume Plensa’s Crown Fountain project faces of Chicago citizens, with water appearing to spout from their mouths. Look for the current exhibits of modern and contemporary art in the outdoor Boeing Galleries.

Extending south along Lake Michigan is the rest of Grant Park. Stroll through this large park to enjoy its gardens, sculptures and the gorgeous Buckingham Fountain shaped like a rococo wedding cake. Enter the Art Institute of Chicago, filled with American and Impressionist art.

Between sightseeing outings, stop for authentic Chicago-style pizza across the Loop neighborhood.


Guide to Exploring The Loop


Top Hotel Deals

See all 460 Hotels in The Loop
$143
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
3.4
of 5, from 393 reviews
3.0 out of 5.0

Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

$130
Club Quarters Hotel, Central Loop

Club Quarters Hotel, Central Loop

111 West Adams Street, Chicago
4.2
of 5, from 2,045 reviews
4.0 out of 5.0

Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board of Trade, Willis Tower, Grant Park and the Riverfront, the Theatre District and Magnificent Mile.

$191
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.2
of 5, from 2,558 reviews
4.0 out of 5.0

This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent Mile shopping, and Wrigley Tower.

$116
Chicago's Essex Inn

Chicago's Essex Inn

800 S Michigan Ave, Chicago
3.6
of 5, from 1,355 reviews
3.5 out of 5.0

Across from the greenery and attractions of Grant Park, the Essex Inn is 3 blocks from the Loop business district and Lake Michigan, 4 blocks from the Art Institute, and a mile from Loop theaters.

$139
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
4.2
of 5, from 922 reviews
4.0 out of 5.0

Situated in the heart of "the Loop," the contemporary Central Loop Hotel is steps from all of Chicago’s major business and cultural destinations such as Chicago Board of Trade, Chicago Mercantile Exchange, Grant Park, the State Street shopping district and the Art Institute of Chicago.

$144
Hard Rock Hotel Chicago

Hard Rock Hotel Chicago

230 North Michigan Avenue, Chicago
4.1
of 5, from 2,069 reviews
4.0 out of 5.0

On Michigan Avenue and across from Millennium Park, this rock-inspired hotel occupies the 36-story, Art Deco-style Carbide and Carbon Building in downtown's Loop; Macy's is a block away.

$130
River Hotel

River Hotel

75 East Wacker Drive, Chicago
4.2
of 5, from 1,031 reviews
4.0 out of 5.0

Located in The Loop, this hotel is within a 10-minute walk of Chicago Theater, Wrigley Building, and Tribune Tower. Ford Center for the Performing Arts Oriental Theatre and Chicago Cultural Center are also within 10 minutes.

$189
Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago
4.3
of 5, from 2,864 reviews
4.0 out of 5.0

This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are less than a mile away.

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