When is the best time to go to South Shore?

The best time to go to South Shore is during the summer months, from June to August, when the weather is warm and ideal for enjoying the region's outdoor attractions. This period offers long, sunny days great for exploring the Indiana Dunes National Park, which stretches along Lake Michigan. You'll find plenty of opportunities for hiking, swimming, and relaxing on the beaches. The lake's waters are at their most inviting during these months. Couples often find summer particularly appealing for romantic strolls along the shore at sunset or enjoying outdoor dining in towns like Chesterton. The pleasant evenings are great for experiencing local festivals and events that often take place during this season. Families with children will also appreciate the summer for its extensive range of outdoor activities. The warmer temperatures mean kids can spend hours playing in the sand and splashing in Lake Michigan without getting cold.

Can I cancel my hotel reservation on Expedia?

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel’s cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right South Shore hotel for you.

How can I save on a South Shore hotel booking with Expedia?

With Expedia, you’ll unlock our lowest prices by becoming a member. It’s free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on South Shore hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

How much is the nightly rate at a South Shore hotel?

Hotel prices in South Shore often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

10 Best Hotels in South Shore, Chicago for 2026

Aerial View of the Hyde Park Neighborhood of Chicago, Illinois during Summer

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Our top choices for South Shore hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 14.7 km from South Shore

Jeffrey

CA $384 total

includes taxes & fees

Jun 30 - Jul 1

Hyatt Regency Chicago

The Loop, 14.6 km from South Shore

Marianne

CA $376 total

includes taxes & fees

Jul 1 - Jul 2

Omni Chicago Hotel

Streeterville, 15.4 km from South Shore

Bruce

CA $263 total

includes taxes & fees

Jul 8 - Jul 9

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 15 km from South Shore

Joseph

CA $381 total

includes taxes & fees

Jun 28 - Jun 29

Sheraton Grand Chicago Riverwalk

Streeterville, 14.7 km from South Shore

Pamela

CA $419 total

includes taxes & fees

Jul 5 - Jul 6

InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 15 km from South Shore

Sabrina

CA $413 total

includes taxes & fees

Jul 6 - Jul 7

Aloft by Marriott Chicago Mag Mile

Streeterville, 15.2 km from South Shore

Allesandra

CA $283 total

includes taxes & fees

Jul 5 - Jul 6

Radisson Blu Aqua Hotel Chicago

14.4 km from South Shore

April

CA $398 total

includes taxes & fees

Jul 5 - Jul 6

Fairmont Chicago at Millennium Park

The Loop, 14.4 km from South Shore

Michele

CA $447 total

includes taxes & fees

Jul 8 - Jul 9

Suite, 1 Bedroom, Corner | Private kitchen

Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 12.7 km from South Shore

Joan

CA $288 total

includes taxes & fees

Jul 6 - Jul 7

2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 14.7 km from South Shore

William

CA $428 total

includes taxes & fees

Jun 30 - Jul 1

Hotel Riu Plaza Chicago

Streeterville, 15.3 km from South Shore

Kyle

CA $342 total

includes taxes & fees

Jul 5 - Jul 6

Hilton Chicago/Magnificent Mile Suites

Streeterville, 15.9 km from South Shore

Avradita

CA $235 total

includes taxes & fees

Jul 5 - Jul 6

55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

Theatre District, 14.6 km from South Shore

Joel

CA $407 total

includes taxes & fees

Jun 29 - Jun 30

Swissotel - Chicago

14.5 km from South Shore

Sergio

CA $291 total

includes taxes & fees

Jul 1 - Jul 2

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Streeterville, 15.9 km from South Shore

Randy

CA $277 total

includes taxes & fees

Jul 2 - Jul 3

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 15.1 km from South Shore

Felisha

CA $309 total

includes taxes & fees

Jun 28 - Jun 29

The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 16.7 km from South Shore

Zhiwen

CA $259 total

includes taxes & fees

Jun 29 - Jun 30

River Hotel

The Loop, 14.7 km from South Shore

Jody

CA $208 total

includes taxes & fees

Jul 5 - Jul 6

Sofitel Chicago Magnificent Mile

15.9 km from South Shore

Ellie

CA $434 total

includes taxes & fees

Jul 5 - Jul 6

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Where to stay in South Shore

Find the best South Shore areas and neighborhoods for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

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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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The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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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 river with a city skyline in the background, surrounded by green trees and grass.

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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Top South Shore Hotel Reviews

The Royal Sonesta Chicago Downtown

10/10 Excellent

"The property is close to the Riverwalk and CTA bus and train routes. The room is spacious with a large sitting area and bathroom. The bar is warm and inviting, with dining inside or outside. All types of restaurants are nearby and within walking distance. Millenium and Grant Park are a few blocks away. The Magnificent Mile is within walking distance or you can take several buses up Michigan Avenue. The staff is very helpful and you will enjoy your visit."

Arlo Chicago

10/10 Excellent

"We stayed at the Arlo for four nights. The staff could not have been any nicer or helpful, not only did they give excellent restaurant recommendations they also were friendly and went out of their way to make us feel at home. The only problem we had during our stay was that we were unable to successfully use the user free bikes. There was an issue with the account on the hotels end. The front counter attendance were very apologetic and proceeded to work through the issue. Sadly, we did not have another opportunity to try out the bikes. We would definitely recommend the Arlo hotel to any of our friends visiting Chicago. iIf we go back to Chicago, I will definitely choose this hotel."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"There are so many things to like about the Ambassador Hotel, starting with its incredible Gold Coast location, it’s amazing history as a landmark hotel in Chicago, it’s traditional, elegant interiors nicely updated. Last but not least a big shout out to the front desk as well as restaurant/cocktail lounge staff for the incredible service that they provided to me and one of my best friend’s from college. She was coming from Australia so we planned a mini-reunion and the staff (especially William (or “Billy”) at the front desk) who went out of their way to make this a special several days for us! I will definitely be returning to the Ambassador the next time I get the pleasure of a visit to Chicago."

Hotels in South Shore, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for South Shore hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Omni Chicago Hotel

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Sheraton Grand Chicago Riverwalk

InterContinental Chicago Magnificent Mile by IHG

Aloft by Marriott Chicago Mag Mile

Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

Homewood Suites by Hilton Chicago Downtown South Loop

LondonHouse Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

Hilton Chicago/Magnificent Mile Suites

L7 Chicago by LOTTE

Swissotel - Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

DoubleTree by Hilton Chicago - Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

Sofitel Chicago Magnificent Mile

Where to stay in South Shore

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top South Shore Hotel Reviews

The Royal Sonesta Chicago Downtown

Frequently asked questions

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