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 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

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Our top choices for South Shore hotels

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 14.7 km from South Shore

Ashraf

CA $317 total

includes taxes & fees

Aug 30 - Aug 31

A modern interior with a bar area, seating, and decorative wooden panels.

2. Best Western Grant Park Hotel

The Loop, 12.7 km from South Shore

Diego

CA $230 total

includes taxes & fees

Sep 1 - Sep 2

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

3. Congress Plaza Hotel

The Loop, 13.3 km from South Shore

Mia

CA $172 total

includes taxes & fees

Sep 8 - Sep 9

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

4. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 12.7 km from South Shore

Dhannetta

CA $251 total

includes taxes & fees

Sep 7 - Sep 8

A large, multi-story hotel with a prominent entrance and classical architectural details.

5. Hilton Chicago

The Loop, 13.1 km from South Shore

Konner

CA $348 total

includes taxes & fees

Sep 7 - Sep 8

A modern kitchen with a large window, a dining area, and a view of the sea.

6. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 12.7 km from South Shore

AMBER

CA $265 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

7. Travelodge by Wyndham Downtown Chicago

The Loop, 13.3 km from South Shore

Randall

CA $181 total

includes taxes & fees

Aug 30 - Aug 31

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

8. Central Loop Hotel

Theatre District, 14 km from South Shore

Yiyang

CA $197 total

includes taxes & fees

Aug 30 - Aug 31

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

9. Le Méridien Essex Chicago

The Loop, 13 km from South Shore

Jesse

CA $304 total

includes taxes & fees

Aug 30 - Aug 31

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

10. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 14.3 km from South Shore

Shilpa

CA $231 total

includes taxes & fees

Aug 30 - Aug 31

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

11. Hyatt Centric The Loop Chicago

Theatre District, 14.1 km from South Shore

Tamika

CA $310 total

includes taxes & fees

Aug 30 - Aug 31

A grand staircase in a hotel lobby with marble walls, a patterned carpet, and seating areas with blue and brown upholstered chairs.

12. Club Quarters Hotel Wacker at Michigan, Chicago

The Loop, 14.7 km from South Shore

Daphnie

CA $224 total

includes taxes & fees

Sep 2 - Sep 3

A spacious lobby with a central coffee table, sofas, and a large mirror.

13. The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 16.7 km from South Shore

Alma

CA $220 total

includes taxes & fees

Aug 31 - Sep 1

A hotel lobby with a bar area, seating, and a large mirror.

14. Hilton Garden Inn Chicago Central Loop

The Loop, 14 km from South Shore

Theresa

CA $258 total

includes taxes & fees

Sep 7 - Sep 8

A breakfast buffet with a variety of fruits, pastries, and beverages on a wooden table, set against a modern room with a white sofa and a wooden accent wall.

15. Holiday Inn & Suites Chicago - Downtown by IHG

West Loop, 13.7 km from South Shore

Julenny

CA $262 total

includes taxes & fees

Sep 7 - Sep 8

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

16. The Wade

Streeterville, 15.1 km from South Shore

Ayomikun Jedidiah

CA $246 total

includes taxes & fees

Aug 30 - Aug 31

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

17. Silversmith Hotel Chicago Downtown

Theatre District, 14.1 km from South Shore

Xiao

CA $280 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel with a glass facade, multiple floors, and a visible entrance.

18. Hyatt Place Chicago/Downtown - The Loop

The Loop, 14.4 km from South Shore

LISA

CA $279 total

includes taxes & fees

Sep 7 - Sep 8

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

19. Hampton Inn Majestic Chicago Theatre District

Theatre District, 14.1 km from South Shore

Richard

CA $245 total

includes taxes & fees

Sep 7 - Sep 8

A cozy room with a sofa, a dining table, and a window with a view of buildings.

20. LIVN - West Loop Chicago

14.1 km from South Shore

patrick

CA $213 total

includes taxes & fees

Aug 31 - Sep 1

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Where to stay in South Shore

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

A busy city street with tall buildings, a bus, and cars.

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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A river with yellow boats, a bridge, and tall buildings.

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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A historic castle-like building with intricate stonework and a paved walkway.

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 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

Hilton Chicago

10/10 Excellent

"Spacious, clean, convenient location"

InterContinental Chicago Magnificent Mile by IHG

8/10 Good

"Fantastic location, friendly and helpful staff, and very comfortable bedding (my friend who shared the room wtih me ordered the pillows for use at home!). Rooms are about the size one would expect for this neighborhood - smaller than in the suburbs! The bathroom amenities are high quality. I only subtracted a star because the elevators were very, very slow resulting in us and several other groups of guests using the stairs which were pretty poorly labeled for ease of use and for safety (if there had been an emergency. I gave this feedback to staff who were outwardly receptive - and who hopefully re-sign the stairwells so that other guests like us (and the other 8 people we found in them!) will know exactly where to go whether rushed or at a calm pace."

Hotels in South Shore, Chicago

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Our top choices for South Shore hotels

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

2. Best Western Grant Park Hotel

3. Congress Plaza Hotel

4. Hilton Garden Inn Chicago Downtown South Loop

5. Hilton Chicago

6. Homewood Suites by Hilton Chicago Downtown South Loop

7. Travelodge by Wyndham Downtown Chicago

8. Central Loop Hotel

9. Le Méridien Essex Chicago

10. La Quinta Inn & Suites by Wyndham Chicago Downtown

11. Hyatt Centric The Loop Chicago

12. Club Quarters Hotel Wacker at Michigan, Chicago

13. The Chicago Hotel Collection Ambassador Gold Coast

14. Hilton Garden Inn Chicago Central Loop

15. Holiday Inn & Suites Chicago - Downtown by IHG

16. The Wade

17. Silversmith Hotel Chicago Downtown

18. Hyatt Place Chicago/Downtown - The Loop

19. Hampton Inn Majestic Chicago Theatre District

20. LIVN - West Loop Chicago

Where to stay in South Shore

Downtown Chicago

The Loop

Magnificent Mile

River North

Lincoln Park

Top South Shore Hotel Reviews

Hilton Chicago

Frequently asked questions

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