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Hotels in South Shore, Chicago

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Our top choices for South Shore hotels

The Wade

The Wade
4.5 star property
Streeterville, 15.1 km from South Shore
8.6 out of 10, Excellent, (1,875 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is CA $240
CA $285 total
includes taxes & fees
Jul 1 - Jul 2
The Wade

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 15.2 km from South Shore
7.8 out of 10, Good, (3,135 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is CA $156
CA $253 total
includes taxes & fees
Jul 5 - Jul 6
Freehand Chicago

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 14.6 km from South Shore
9.0 out of 10, Wonderful, (1,018 reviews)
"Great hotel to stay."
United States
Josias
The price is CA $282
CA $377 total
includes taxes & fees
Jul 6 - Jul 7
theWit Chicago, a Hilton Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 14.4 km from South Shore
9.4 out of 10, Exceptional, (2,138 reviews)
"Excellent hotel! Will definitely stay again."
United States
Justin
The price is CA $226
CA $312 total
includes taxes & fees
Jul 5 - Jul 6
Arlo Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 15.6 km from South Shore
8.8 out of 10, Excellent, (2,289 reviews)
"Would definitely stay there again"
United States
Benjy
The price is CA $194
CA $263 total
includes taxes & fees
Jul 6 - Jul 7
The Godfrey Hotel Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 14.6 km from South Shore
9.4 out of 10, Exceptional, (3,445 reviews)
"Staff was great."
United States
Marianne
The price is CA $277
CA $380 total
includes taxes & fees
Jul 1 - Jul 2
Hyatt Regency Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
14.5 km from South Shore
9.0 out of 10, Wonderful, (3,429 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is CA $238
CA $334 total
includes taxes & fees
Jul 5 - Jul 6
Swissotel - Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 14.1 km from South Shore
9.2 out of 10, Wonderful, (2,268 reviews)
"Wonderful stay"
United States
Taylor
The price is CA $172
CA $247 total
includes taxes & fees
Jul 5 - Jul 6
Silversmith Hotel Chicago Downtown

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 16.7 km from South Shore
8.2 out of 10, Very good, (1,661 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is CA $163
CA $194 total
includes taxes & fees
Jul 1 - Jul 2
The Chicago Hotel Collection Ambassador Gold Coast

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 15.5 km from South Shore
9.0 out of 10, Wonderful, (3,684 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is CA $227
CA $270 total
includes taxes & fees
Jul 1 - Jul 2
Eurostars Magnificent Mile

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 13.1 km from South Shore
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location, clean hotel, and very accommodating staff."
United States
Neydee
The price is CA $276
CA $369 total
includes taxes & fees
Jun 30 - Jul 1
The Blackstone, Autograph Collection

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 15.3 km from South Shore
9.4 out of 10, Exceptional, (1,002 reviews)
"Great place!"
United States
Kelly
The price is CA $204
CA $243 total
includes taxes & fees
Jul 1 - Jul 2
Moxy Chicago Downtown

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 15.9 km from South Shore
9.0 out of 10, Wonderful, (4,472 reviews)
"Great stay!"
United States
Avradita
The price is CA $208
CA $248 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Chicago/Magnificent Mile Suites

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 15.5 km from South Shore
7.8 out of 10, Good, (1,654 reviews)
"Enjoyed our stay"
United States
keary
The price is CA $131
CA $156 total
includes taxes & fees
Jul 5 - Jul 6
The Chicago Hotel Collection - Magnificent Mile

LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
14.1 km from South Shore
9.4 out of 10, Exceptional, (147 reviews)
"Very nice place to stay"
United States
Jarrett
The price is CA $229
CA $268 total
includes taxes & fees
Jun 30 - Jul 1
LIVN - West Loop Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 15.4 km from South Shore
9.2 out of 10, Wonderful, (1,832 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is CA $217
CA $305 total
includes taxes & fees
Jul 5 - Jul 6
Omni Chicago Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 13.3 km from South Shore
8.0 out of 10, Very good, (10,156 reviews)
"Great stay!"
United States
Daniel
The price is CA $194
CA $230 total
includes taxes & fees
Jun 30 - Jul 1
Congress Plaza Hotel

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
River North, 15.3 km from South Shore
8.8 out of 10, Excellent, (1,569 reviews)
"Great stay"
United States
Matt
The price is CA $190
CA $268 total
includes taxes & fees
Jul 5 - Jul 6
Hotel 55 Chicago Downtown

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 14 km from South Shore
8.6 out of 10, Excellent, (2,195 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is CA $210
CA $249 total
includes taxes & fees
Jul 2 - Jul 3
Central Loop Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 14.7 km from South Shore
8.8 out of 10, Excellent, (5,274 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is CA $219
CA $260 total
includes taxes & fees
Jul 5 - Jul 6
River Hotel
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.

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.

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.

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.

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.

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.

Top South Shore Hotel Reviews

Frequently asked questions

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.

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