
South Shore Vacations
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Where to stay in South Shore
Find the best South Shore areas and neighborhoods for the activities you enjoy most. Learn more about South Shore

Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
South Shore Hotel Deals

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥21,880 per night from Jan 19 to Jan 20
¥21,880
¥30,320 total
Jan 19 - Jan 20
includes taxes & fees
8.4/10 Very Good! (2,510 reviews)
Staff members were friendly and helpful. Great location walking distance and transportation options.
Reviewed on Jan 9, 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥14,112 per night from Jan 18 to Jan 19
¥14,112
¥16,567 total
Jan 18 - Jan 19
includes taxes & fees
8.8/10 Excellent! (3,694 reviews)
The hotel is off the strip, but that is a plus because it is away from all the tourists. The suites were nice, and the beds are comfortable. The staff was very customer-centric and attentive to our needs. Easy to walk to the Magnificent Mile and the public transportation system. We loved everything ...
Reviewed on Jan 11, 2026

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥22,528 per night from Jan 18 to Jan 19
¥22,528
¥30,392 total
Jan 18 - Jan 19
includes taxes & fees
8.4/10 Very Good! (2,233 reviews)
This stay was perfection from beginning to end. Totally wonderful experience in every way.
Reviewed on Jan 9, 2026
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.
Frequently asked questions
Discover the most popular places to visit in South Shore

Michigan Avenue
4.5/5(332 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do

Skydeck - Willis Tower Admission
¥6,889
per adult
100% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
¥3,845
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




