Romantic Hotels & Resorts in South Side from NZ$527
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Romantic Hotels
Our top choices for South Side romantic hotels
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l ParkMiller Beach
8.6 out of 10, Excellent, (46 reviews)
"It was a very cute little bungalow and property. We even saw deer!"
Carrah D.
The price is NZ$1,095
includes taxes & fees
31 May - 1 June
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking TrailsMiller Beach
8.8 out of 10, Excellent, (48 reviews)
"Great place and great location "
Travis B.
The price is NZ$1,069
includes taxes & fees
21 May - 22 May
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!South Evanston
10.0 out of 10, Exceptional, (37 reviews)
"Excellent property and host. Truly enjoyed our stay. "
Shashi Y.
The price is NZ$527
includes taxes & fees
25 May - 26 May
Smart Home, direct Beach Dunes Nat’l Park access, luxury amenities
Smart Home, direct Beach Dunes Nat’l Park access, luxury amenitiesMiller Beach
8.0 out of 10, Very good, (22 reviews)
"Short drive to National Park and State Park hikes! Short walk to very nice beach area! Wonderful place to stay, fully stocked and plenty of room for 2 adults and 2 teens… and a dog!"
Erica R.
The price is NZ$1,270
includes taxes & fees
1 June - 2 June
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz LoungeDowntown Evanston
9.8 out of 10, Exceptional, (37 reviews)
"Property is very well appointed, very comfortable, and conveniently located. Underground parking was great! Host was super attentive. Would definitely stay again!"
Melinda L.
The price is NZ$630
includes taxes & fees
2 June - 3 June
Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home
Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart HomeMiller Beach
9.0 out of 10, Wonderful, (38 reviews)
"Had a great time with our family for the weekend. "
Caroline R.
The price is NZ$3,344
includes taxes & fees
25 May - 26 May
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe SuiteEvanston
9.8 out of 10, Exceptional, (56 reviews)
"Everything was perfect. Location is very accessible to everywhere.Cozy place and facilities are all good."
JH P.
The price is NZ$1,056
includes taxes & fees
2 June - 3 June
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.
Top South Side Hotel Reviews
Hyatt Place Chicago-South/University Medical Center
10/10 Excellent
Explore a world of travel with Expedia
- Kimpton Hotels in South Side
- Sonesta Hotel in South Side
- Sonesta Hotel in Southwest Side
- Kimpton Hotels in Southwest Side
- La Quinta Inn & Suites Hotels in Woodlawn
- Accor Hotels in South Chicago
- Motel 6 Hotels in Hyde Park
- Hilton Hotels in Hyde Park
- Hard Rock Hotels in Grace Abbott Homes
- Hotels near SR Crown Hall
- Hotels near Auburn Park
- Hotels near Soldier Field
- Englewood Hotels
- Hotels near Renaissance Society
- Oakland Hotels
- Greektown Hotels
- Hotels near Hyde Park Hair Salon
- Hotels near University of Chicago
- Hotels near Grant Park
- Hyde Park Hotels
- Lower West Side Hotels
- Near South Side Hotels
- West Englewood Hotels
- Washington Park Hotels
- Chinatown Hotels
- Chicago Museum Campus Hotels
- Hotels near Arie Crown Theater
- Central Station Hotels
- Canaryville Hotels
- Cheap Hotels in South Side
- Spa Hotels in South Side
- Business Hotels in South Side
- All Inclusive Hotels in Chicago
- Hotels with Pool in Chicago
- Golf Hotels in Chicago
- Business Hotels in Chicago
- Lgbt Welcoming Hotels in Chicago
- Family Hotels in Chicago
- Casino Hotels in Chicago
- Boutique Hotels in Chicago
- Spa Hotels in Chicago
- Beach Hotels in Chicago
- Cheap Hotels in Near South Side
- Cheap Hotels in Near West Side
- Lgbt Welcoming Hotels in West Loop
- Boutique Hotels in The Loop
- Lgbt Welcoming Hotels in South Loop
- Luxury Hotels in Hyde Park
- Cheap Hotels in Hyde Park
- Hotels with Pool in Hyde Park
- Pet Friendly Hotels in Hyde Park
- Lgbt Welcoming Hotels in Printers Row
- Cheap Hotels in Magnificent Mile
- Spa Hotels in Magnificent Mile
- Cheap Hotels in Downtown Chicago
- Luxury Hotels in Downtown Chicago
- Lgbt Welcoming Hotels in Downtown Chicago
- Beach Hotels in Downtown Chicago
- Hotels with Pool in Armour Square
- Residences in South Side
- Villas in South Side
- Apartments in Chicago 35th Street-Lou Jones-Bronzeville Station
- Visit Gage Park
- Visit Prairie District
- Visit South Loop
- Visit Fuller Park
- Visit Grace Abbott Homes
- Visit Jackson Park Highlands
- Visit McKinley Park
- Visit Indian Village
- Visit Washington Park
- Visit Bronzeville
- Visit Canaryville
- Visit Greater Grand Crossing
- Visit Douglas
- Bridgeport Art Center
- Copernicus Statue
- Hyde Park Hair Salon
- Robie House
- Field Museum of Natural History
- Supreme Life Building
- Millennium Park
- Zhou B Art Center
- Wintrust Arena
- Obama's House
- Sixt Rental Cars in Hyde Park
- Enterprise Rental Cars in Hyde Park
- Hertz Rental Cars in South Side
- Hertz Rental Cars in Southwest Side
- Avis Rental Cars in Chicago
- Car hire near Chicago Museum Campus
- Car hire near Chicago
- Car hire near St Pius Church
- Car hire near Hyde Park Hair Salon
- Car hire near Hyde Park
- Car hire near 311 S Wacker Dr