A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

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Check availability on South Side Romantic Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for South Side romantic hotels

A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.
A modern interior with a sofa, chairs, a glass coffee table, and a kitchen area with a grey wall and framed pictures.
A modern kitchen with granite countertops, stainless steel appliances, and a central island.
A rooftop pool with lounge chairs and a clear view of the cityscape.

1. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
United States
Brian W.
£283
includes taxes & fees
6 Oct - 7 Oct
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.
A modern living room with a sectional sofa, a glass coffee table, and a blue armchair. There is a potted plant, a painting, and a decorative wall piece.
A modern kitchen with dark cabinets, stainless steel appliances, and a central island with seating.
A modern kitchen with a built-in microwave, stove, and toaster. There is a dining area with a glass table and chairs, and a potted plant on the counter.

2. "Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite

"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Evanston
United States
Angela D.
£390
includes taxes & fees
2 Nov - 3 Nov
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
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Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"Great place for a peace of mind beautiful area everything you can think is in walking distance"
Adrian 2-night trip
Posted 1 hour ago
Chinatown Hotel Chicago
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Very closed to the Places we were visiting"
Princets 3-night trip
Posted 2 days ago
Chicago Lake Shore Hotel

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