South Side Holidays
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Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €834, price is now €694 per person
€694
per person
19 Feb - 23 Feb
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
I thoroughly enjoyed this hotel. Many stylish and thoughtful touches. The housekeeping staff did a great job. I stayed 7 nights and could’ve easily stayed 7 more.
Reviewed on 13 Jan 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was €1,103, price is now €744 per person
€744
per person
19 Feb - 23 Feb
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Cleanliness, exceptional customer service, and a complimentary upgrade made our stay outstanding! The way the buffet staff efficiently managed the line, guided guests to tables, and consistently kept the food fresh—all while wearing genuine smiles—was truly impressive. Our room was spotless, modern, and well-stocked, exceeding our expectations. We will definitely be back!
Reviewed on 11 Jan 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €872, price is now €736 per person
€736
per person
19 Feb - 23 Feb
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
Clean room, amazinggggg views, everyone was so nice. Must go downstairs to Toro and get a martini from John!!
Reviewed on 10 Jan 2026
Where to stay in South Side
Find the best South Side areas and neighborhoods for the activities you enjoy most. Learn more about South Side
North Side
1 out of top 10 points of interest in this area
While visiting North Side, you might make a stop by sights like North Beach and Michigan Maritime Museum.
Top hotels in South Side
Baymont by Wyndham South Haven
1555 Phoenix Rd South Haven MI
Fully refundableReserve now, pay when you stay
The price is €65 per night from 22 Jan to 23 Jan
€65
22 Jan - 23 Jan
includes taxes & fees
7.6/10 Good! (1,002 reviews)
room was very clean and staff was very friendly
Reviewed on 3 Jan 2026
Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy
117 55th St Grand Junction MI
The price is €154 per night from 14 Jan to 15 Jan
€154
14 Jan - 15 Jan
includes taxes & fees
9.6/10 Exceptional! (67 reviews)
The staff was superb, very responsive and quick to help! It was just unfortunate our room got flooded, our new cabin's water pipes froze, and had to get our bed side lights fixed with limited lighting.
Reviewed on 7 Jan 2026
Captain's Quarters Motel
3242 Blue Star Highway Saugatuck MI
9.4/10 Exceptional! (847 reviews)
Didn't eat breakfast here, N/A
Reviewed on 15 Nov 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.