South Side Luxury Holidays 2026

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Top Luxury South Side Hotels

HYATT house Pittsburgh-South Side

2795 S Water St Pittsburgh PA

24 min walk from Rex Theater

Stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free Wi-Fi and a fitness centre. Our guests praise the breakfast and the helpful staff ...

8.6/10 Excellent! (1,003 reviews)

"The beds were so comfortable! Our room was huge, clean, with a beautiful view of the river for an affordable price. Lots to do right around the hotel. Fun arcade/bar right across the street. Highly recommend!"

Reviewed on 23 Sept 2026

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

20 S 10th St Pittsburgh PA

9 min walk from Rex Theater

Stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the breakfast and the helpful ...

8/10 Very good! (1,016 reviews)

"The staff is very helpful, and breakfast was great"

Reviewed on 24 Sept 2026

See all 2,044 properties in South Side

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.