South Side Holidays from £1,135
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Price found within the past 48 hours. Click for updated prices.
Sand Hill On The Lake
Price was £1,439, price is now £1,135 per person
£1,135
per person
9 May - 16 May
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.4/10 Very Good! (96 reviews)
The cottage is a beautiful room. Super quiet and peaceful. Only wish is that there was coffee mugs and some eating utensils. Forces you to not enjoy the room because you have to leave to get food or coffee but anyway I recommend this room. Very romantic.
Reviewed on 15 Feb 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,387, price is now £1,516 per person
£1,516
per person
2 May - 9 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Beautiful, amazing location, very clean, helpful staff, only negative was I was unable to purchase water after hours on site, had to make a quick walk to 7-Eleven.
Reviewed on 30 Mar 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was £2,682, price is now £1,816 per person
£1,816
per person
30 May - 6 Jun
found 19 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Amazing experience will be back soon
Reviewed on 29 Mar 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was £2,414, price is now £1,722 per person
£1,722
per person
30 May - 6 Jun
found 19 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Room was clean, I loved that it had robes, amazing view, and couldn’t hear much noise from other rooms. One thing I will say was that it smelled humid when we arrived nothing too crazy.
Reviewed on 30 Mar 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,517, price is now £1,140 per person
£1,140
per person
2 May - 9 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,582 reviews)
Great place to stay the young lady checking us in was not very friendly. Never received my complimentary drinks. There was never anyone at the bar. Valet guy was very helpful!!! Other than the small things it was a good stay!!!
Reviewed on 29 Mar 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 Michigan Maritime Museum and North Beach.
Top hotels in South Side
Only 2 blocks to beach, one block to kids corner, over half an acre!
South Haven MI
7.8/10 Good! (42 reviews)
The house was a great location for our family of 12! Perfect for taking 2 year olds to the park and South Beach easily, and loved having the trail to walk each morning. The yard was big and family friendly. Plenty of beds for all and great fun in the poker/game outbuilding! The second hand furniture ...
Reviewed on 18 Aug 2025
Starlite Resort
3353 Blue Star Highway Saugatuck MI
Fully refundableReserve now, pay when you stay
The price is £81 per night from 6 Apr to 7 Apr
£81
6 Apr - 7 Apr
includes taxes & fees
9.4/10 Exceptional! (819 reviews)
We spent two nights in the off season - very clean room, beds, and bath. Super convenient location, pulled right up to our door. Quiet at night. We didn’t get to use the outside area, nor was the “breakfast nook” open during our stay - (again, off season), but those amenities looked nice too. We ...
Reviewed on 29 Mar 2026
Baymont by Wyndham South Haven
1555 Phoenix Rd South Haven MI
Fully refundableReserve now, pay when you stay
The price is £60 per night from 31 Mar to 1 Apr
£60
31 Mar - 1 Apr
includes taxes & fees
7.8/10 Good! (1,003 reviews)
Was very disappointed in the room, was expecting a tub and there wasn’t one only walk in shower with crappy water pressure.
Reviewed on 28 Mar 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.