The Loop Vacations

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Where to stay in The Loop

Find the best The Loop areas and neighborhoods for the activities you enjoy most. Learn more about The Loop
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

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A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

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The Loop Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
AED 379
AED 451 total
7 Sep - 8 Sep
includes taxes & fees
8/10 Very Good! (10,249 reviews)
"The only issue my husband and I have was the bathroom. Ever since our stay, the toilet has been making loud noise and kept running like it was still filling the tank even when we’re not using it. It could be probably cause the old building or old water pipes?? The room we were staying was 1204. But ..."

Reviewed on 2 September 2026

Congress Plaza Hotel
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
AED 532
AED 633 total
8 Sep - 9 Sep
includes taxes & fees
River Hotel
Hilton Chicago

Hilton Chicago

720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
AED 621
AED 846 total
8 Sep - 9 Sep
includes taxes & fees
8.6/10 Excellent! (3,127 reviews)
"I was upgraded to a larger room with amazing views upon request for my birthday weekend stay ! All of the staff were friendly and professional and Willie with housekeeping was especially helpful getting me an extra blanket and making some local recommendations for food and attractions. He was very ..."

Reviewed on 2 September 2026

Hilton Chicago
See all 1,204 properties in The Loop
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular The Loop attractions

A cityscape with modern skyscrapers and the Cloud Gate sculpture.

Millennium Park

9.4/10 (30,446 reviews)
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
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A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)
After visiting Chicago Riverwalk, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.
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A city skyline with tall skyscrapers, a river, and a bridge.

Willis Tower

9.0/10 (9,893 reviews)
Willis Tower is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and fascinating museums in this vibrant area.
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A grand staircase in a historic building with classical architecture, including columns and ornate railings.

Art Institute of Chicago

9.4/10 (7,898 reviews)
You can spend an afternoon exploring the galleries in Art Institute of Chicago during your travels in Chicago. Experience the fascinating museums and acclaimed theater scene in this vibrant area.
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A large illuminated sign with the letters "CHICA" and a circular design.
Photo by © Choose Chicago

Chicago Theatre

9.0/10 (1,866 reviews)
You can enjoy a show at Chicago Theatre during your trip to Chicago. Amble around this vibrant area's riverfront or experience its entertainment choices.
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A cityscape with a prominent modern sculpture in the foreground and a mix of historic and contemporary buildings in the background.

Cloud Gate

9.4/10 (104 reviews)
You can learn about the history of Chicago with a stop at Cloud Gate. Discover the entertainment choices and notable monuments in this vibrant area.
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A city skyline with illuminated skyscrapers and a fountain with water jets.

Buckingham Fountain

9.2/10 (1,301 reviews)
Buckingham Fountain is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.
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A grand hall with a large, ornate dome ceiling and intricate wall decorations.

Chicago Cultural Center

9.2/10 (220 reviews)
Enjoy a stop at Chicago Cultural Center, an entertaining place to visit in Chicago. Discover the fascinating museums and notable monuments in this vibrant area.
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