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Check prices for these dates

Tonight
14 Nov - 15 Nov
Tomorrow
15 Nov - 16 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Our top choices for South Side adventure hotels

An outdoor dining area with a wooden table and black chairs, surrounded by string lights and a white pergola.

1. Pittsburgh Pennsylvania house

Pittsburgh Pennsylvania house
South Side Flats
6.0 out of 10, (2 reviews)
"Great 3 bed, 1 bathroom place to stay in Southside Pittsburgh. One block walk to E Carson St. Be sure to bring your own bath towels and soap."
United States
Adrian C.
The price is £189
includes taxes & fees
16 Nov - 17 Nov
Pittsburgh Pennsylvania house
A hallway with wooden doors leading to a bedroom with a bed and a ceiling fan.

2. Cozy Loft Studio in a Triplex, near SouthSideWorks

Cozy Loft Studio in a Triplex, near SouthSideWorks
South Side Flats
8.0 out of 10, Very good, (2 reviews)
"Great communication"
United States
Clay B.
The price is £117
includes taxes & fees
16 Nov - 17 Nov
Cozy Loft Studio in a Triplex, near SouthSideWorks
A city skyline with a view of various buildings, including a prominent UPMC building.

3. Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
South Side Slopes
10.0 out of 10, Exceptional, (7 reviews)
"Great stay! Rooms were comfortable and very clean. "
United States
Anonymous traveller
The price is £266
includes taxes & fees
16 Nov - 17 Nov
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
A row of brick townhouses with front porches, a small garden, and a visible mailbox.

4. Central 5BD Getaway - Spacious Home w/ BBQ

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
10.0 out of 10, Exceptional, (12 reviews)
"Great host and property "
United States
Eric G.
The price is £444
includes taxes & fees
15 Nov - 16 Nov
Central 5BD Getaway - Spacious Home w/ BBQ
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.

5. Omni William Penn Hotel

Omni William Penn Hotel
4.0 star property
Downtown Pittsburgh
9.2 out of 10, Wonderful, (2,019 reviews)
"Beautiful hotel, very clean and would definitely stay again!"
United States
Lori
The price is £124
includes taxes & fees
29 Nov - 30 Nov
Omni William Penn Hotel
A table set with candles and a bouquet of flowers, overlooking a cityscape at night.

6. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
3.0 star property
Lawrenceville
8.6 out of 10, Excellent, (1,249 reviews)
"Great place to stay! Amazing location to so many restaurants and bars and shops. Super clean and great rooms with great views of the city!"
United States
Alayna
The price is £69
includes taxes & fees
23 Nov - 24 Nov
TRYP by Wyndham Pittsburgh/Lawrenceville
A rooftop lounge with seating and a view of the cityscape at dusk.

7. Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton
4.0 star property
Downtown Pittsburgh
8.4 out of 10, Very good, (1,713 reviews)
"Great location."
United States
Eric
The price is £114
includes taxes & fees
3 Dec - 4 Dec
Joinery Hotel Pittsburgh, Curio Collection by Hilton
A rooftop lounge with a stone fire pit, cushioned seating, and a view of the cityscape.

8. SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square
3.0 star property
Larimer
8.8 out of 10, Excellent, (1,000 reviews)
"Great location and super friendly staff. Will definitely be back again"
United States
Brett
The price is £95
includes taxes & fees
22 Nov - 23 Nov
SpringHill Suites by Marriott Pittsburgh Bakery Square
An indoor swimming pool with a diving area, surrounded by seating and a bar area.

9. DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree
4.0 star property
Pittsburgh
8.8 out of 10, Excellent, (1,303 reviews)
"Great place. We loved it. I will consider to stay there next time. Stuff was helpful"
United States
Tetyana
The price is £92
includes taxes & fees
24 Nov - 25 Nov
DoubleTree by Hilton Pittsburgh - Green Tree
A modern living room with a brick accent wall, a flat-screen TV, and a city view.

10. Modern 1BR Brick+Kingbed+Free Parking+Close to DT

Modern 1BR Brick+Kingbed+Free Parking+Close to DT
Bluff
9.8 out of 10, Exceptional, (27 reviews)
"Great place to stay when visiting Pittsburgh!"
United States
Anonymous traveller
The price is £161
includes taxes & fees
15 Nov - 16 Nov
Modern 1BR Brick+Kingbed+Free Parking+Close to DT
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.
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Top South Side Hotel Reviews

A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
Omni William Penn Hotel

Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh

10/10 Excellent

A great traditional style hotel in superb location.
United Kingdom
Dale
Reviewed September 17, 2026
Omni William Penn Hotel

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