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Our top choices for South Side hotels with designated smoking areas

South Side Vibe! Pittsburgh's best location

South Side Vibe! Pittsburgh's best location
South Side Flats
9.6 out of 10, Exceptional, (12 reviews)
"Nice place"
United States
Andres M.
The price is £177
includes taxes & fees
4 May - 5 May
South Side Vibe! Pittsburgh's best location

Cozy Centralized 3bd 2bath House w/ Free Parking

Cozy Centralized 3bd 2bath House w/ Free Parking
South Side Flats
The price is £296
includes taxes & fees
5 May - 6 May
Cozy Centralized 3bd 2bath House w/ Free Parking

Villagio Boutique Hotel

Villagio Boutique Hotel
4.0 star property
North Side
9.6 out of 10, Exceptional, (102 reviews)
"The room was beautiful. We enjoyed our stay. The staff was great"
United States
Dorethy
The price is £88
includes taxes & fees
26 May - 27 May
Villagio Boutique Hotel

Jefferson Hills Motel

Jefferson Hills Motel
3.0 star property
Clairton
9.0 out of 10, Wonderful, (1,002 reviews)
"I stayed in the room with the hot tub, it was great coming back at the end of the day and soaking in the hot tub"
United States
Mark
The price is £62
includes taxes & fees
7 May - 8 May
Jefferson Hills Motel

Ambridge Inn

Ambridge Inn
3.0 star property
Ambridge
8.2 out of 10, Very good, (105 reviews)
"Great place to stay. "
United States
Winston
The price is £75
includes taxes & fees
3 May - 4 May
Ambridge Inn

Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (78 reviews)
"Everything was perfect. Our host was fantastic. We plan on staying there fir future visits. "
United States
Theresa F.
The price is £158
includes taxes & fees
13 May - 14 May
Cozy Studio with Unique Charm in Private Setting

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
South Park
10.0 out of 10, Exceptional, (38 reviews)
"The cabin was absolutely adorable, cozy, clean and welcoming. And the Hosts were extremely kind and accommodating. They really went out of their way to make our stay special. Would 100% stay here again and hope to in the future!"
United States
Alex S.
The price is £158
includes taxes & fees
3 May - 4 May
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

House can sleep 8 or more people

House can sleep 8 or more people
2.0 star property
Aliquippa
The price is £112
includes taxes & fees
31 May - 1 Jun
House can sleep 8 or more people

Wingate by Wyndham Cranberry

Wingate by Wyndham Cranberry
2.5 star property
Cranberry Township
8.6 out of 10, Excellent, (1,395 reviews)
"Excellent hotel"
United States
Debra
The price is £76
includes taxes & fees
10 May - 11 May
Wingate by Wyndham Cranberry

The Valley Motel

The Valley Motel
2.5 star property
North Side
8.0 out of 10, Very good, (327 reviews)
"Room was clean, bed was comfortable and my stay for the night was quiet. I would use this place again while staying in the area. "
United States
Brendan
The price is £84
includes taxes & fees
3 May - 4 May
The Valley Motel
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.

Find out more about South Side

Discover top South Side attractions

South Side, a vibrant neighbourhood in Chicago, offers a delightful blend of culture and adventure for discerning travellers. Start your exploration at the historic Museum of Science and Industry, where you can engage with interactive exhibits, including a full-size replica of a coal mine and a U-505 submarine. For a taste of local heritage, the Bronzeville neighbourhood, known for its rich African American history, features the stunning murals and the iconic Black Metropolis Historic District, perfect for an afternoon stroll. Families will enjoy the expansive greenery of Washington Park, where picnics and leisurely bike rides can be combined with visits to the nearby DuSable Museum of African American History, which showcases thought-provoking exhibits. If you’re seeking a unique dining experience, indulge in authentic Southern cuisine at some of the local gems, like the renowned Harold’s Chicken Shack. For your stay, consider the boutique hotels in the area which provide a comfortable base; many feature modern amenities and are conveniently located near public transport, allowing you to explore all that South Side has to offer with ease and comfort.

Top South Side Hotel Reviews

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