A park with autumn trees, a bridge, and a building labeled UPMC in the background.

Adventure Sport Hotels & Resorts in South Side from NZ$180

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Check availability on South Side Adventure Sport Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for South Side adventure hotels

A row of brick townhouses with front porches, a small garden, and a visible mailbox.
A neatly made bed with white linens, a green knitted throw, and a rolled white towel. There are two pillows, one green and one gold. A small bedside table with a lamp and a plant is visible.
A bar area with a dark hexagonal wall pattern, a wooden bar counter, and a sign that reads "STEEL CITY".
A modern dining area with a black wall, a stainless steel refrigerator, and a dining table set with blue napkins and white plates.

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

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
United States
Sean O.
NZ$882
includes taxes & fees
30 Sept - 1 Oct
Central 5BD Getaway - Spacious Home w/ BBQ
An outdoor dining area with a wooden table and black chairs, surrounded by string lights and a white pergola.
A room with a television mounted on the wall, a wicker chair with blue cushions, a wooden cabinet with drawers, and a wall-mounted lamp.
A neatly made bed with a yellow throw blanket, a modern headboard, and a wall-mounted sign that reads "LET'S STAY N BED".
A framed cityscape with a bridge reflected in water, a lamp, and a vent on the wall.

2. Pittsburgh Pennsylvania house

Pittsburgh Pennsylvania house
South Side Flats
United States
Adrian C.
NZ$483
includes taxes & fees
20 Oct - 21 Oct
Pittsburgh Pennsylvania house
A modern kitchen with white cabinets, stainless steel appliances, and a central island with a basket of decorative items.
A neatly made bed with a quilted cover, two bedside lamps, and a framed floral artwork on the wall.
A modern living room with two blue armchairs, a round marble coffee table, and a kitchen in the background.
A patio area with a round table and a fire pit.

3. Clean and comfortable 3BR home in the South Side neighborhood

Clean and comfortable 3BR home in the South Side neighborhood
South Side Slopes
United States
Amanda R.
NZ$1,218
includes taxes & fees
11 Oct - 12 Oct
Clean and comfortable 3BR home in the South Side neighborhood
A table set with candles and a bouquet of flowers, overlooking a cityscape at night.
An outdoor patio area with tables and chairs, potted plants, and string lights.
A spacious bar area with high ceilings, large windows, and a variety of seating options.
A multi-story brick building with a sign indicating it is the Washington Education Center.

4. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
Lawrenceville
United States
Sydney
NZ$180
includes taxes & fees
28 Oct - 29 Oct
TRYP by Wyndham Pittsburgh/Lawrenceville
A rooftop lounge with seating and a view of the cityscape at dusk.
A cozy living room with a brown leather sofa, a wooden chair, and a coffee table. There is a bookshelf filled with books and decorative items.
A spacious lobby with a grand staircase, seating areas, and a mezzanine level.
A kitchen counter with various baked goods and fruits, framed artwork on the wall, and a coffee maker.

5. Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
United States
Anngelique
NZ$256
includes taxes & fees
25 Oct - 26 Oct
Joinery Hotel Pittsburgh, Curio Collection by Hilton
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
A grand hallway with ornate ceiling decorations, a wooden railing, and a long corridor.
A formal dining room with multiple tables set for service, large chandeliers, and ornate wood paneling.
A river with boats and a city skyline in the background.

6. Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh
United Kingdom
Dale
NZ$431
includes taxes & fees
29 Oct - 30 Oct
Omni William Penn Hotel
A modern kitchen with a central island, bar stools, and a stainless steel refrigerator.
A rooftop lounge with a modern design, featuring a large bed, seating area, and a view of a tall building in the background.
A modern hotel room with a large bed, a desk with a computer, a TV, and a dining area in the background.
A modern hotel lobby with a large reception desk, two symmetrical seating areas, and a central decorative wall.

7. Etage Executive Living

Etage Executive Living
Downtown Pittsburgh
United States
Starr
NZ$400
includes taxes & fees
1 Oct - 2 Oct
Etage Executive Living
A rooftop lounge with a stone fire pit, cushioned seating, and a view of the cityscape.
A modern interior with a glass staircase, a stainless steel elevator, and a large window allowing natural light.
A modern restaurant interior with a bar area, seating, and a television.
A modern lounge area with a sofa, chairs, a dining table, and a TV mounted on the wall.

8. SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square
Larimer
United States
ijeoma
NZ$280
includes taxes & fees
12 Oct - 13 Oct
SpringHill Suites by Marriott Pittsburgh Bakery Square
A staircase with patterned carpet, a metal handrail, and a wooden floor leading to a door with a stained glass window.
A bedroom with a large bed, a fireplace, and a ceiling fan.
A courtyard with a brick building, a tree, and a stone table.
A traditional room with a fireplace, a sofa, a chandelier, and a mirror.

9. Villagio Boutique Hotel

Villagio Boutique Hotel
North Side
United States
renee
NZ$226
includes taxes & fees
13 Oct - 14 Oct
Villagio Boutique Hotel
An indoor swimming pool with a sunroof, lounge area, and reception desk.
A hotel bar area with a counter, bar stools, and a television screen.
A hotel room with a living area, a kitchenette, a bed, and a bathroom.
A hotel lobby with sofas, armchairs, a chandelier, and a 'Champions Club' sign.

10. DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree
Pittsburgh
United States
Angelica
NZ$240
includes taxes & fees
27 Oct - 28 Oct
DoubleTree by Hilton Pittsburgh - Green Tree
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Top South Side Hotel Reviews

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

8/10 Good
"There's no microwave in the room. Can't warm any food in the room"
LYNN 2-night trip
Posted 1 hour ago
Wyndham Grand Pittsburgh Downtown
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

8/10 Good
"Joinery overall is a great place to stay. In a great location, close to public transit. The HVAC didn’t work in the room."
Molly 2-night trip
Posted 1 hour ago
Joinery Hotel Pittsburgh, Curio Collection by Hilton
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

10/10 Excellent
"This place was great! Super clean. Helpful staff! I could drive up to the floor where my room was. Facility was super clean. On-site restaurants were nice. The room was clean. No issues. It was great. I would definitely stay again"
Sheila 1-night trip
Posted 6 hours ago
DoubleTree by Hilton Pittsburgh - Green Tree
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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

10/10 Excellent
"Super awesome rooms"
Jodel 1-night trip
Posted 7 hours ago
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

10/10 Excellent
"Staff was great"
Michael 3-night trip
Posted 1 day ago
Courtyard by Marriott Pittsburgh University Center
Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore

10/10 Excellent
"The hotel was clean, comfortable and had a perfect location for a Steelers game and enjoying the North Shore area!"
Jennifer 3-night trip
Posted 1 day ago
Springhill Suites by Marriott Pittsburgh North Shore
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

8/10 Good
"Our room was in need of a remodel, looked very tired. Blackout shades was falling apart. Cabinet doors missing. But room was clean and staff was very kind. I would stay again. Close to train station was a plus!!"
Jeff 2-night trip
Posted 1 day ago
Pittsburgh Marriott City Center
SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works

10/10 Excellent
"Lots to do and great places to eat near by. Good breakfast in the morning. Very pleasant staff"
Kevin 1-night trip
Posted 3 days ago
SpringHill Suites by Marriott Pittsburgh Southside Works
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

10/10 Excellent
"The breakfasts were acceptable, though the supplies were not completely stocked ...but again, with a little wait, resupplies arrived. There was an electrical problem with the toaster, but it was repaired just after i finished breakfast. Ive stayed at holiday inn express elsewhere in the country, so i knew what was on faire...i might suggest that the breakfast hours be extended to 10 am...i had to contend with 2 bus groups which made things a bit more rushed than desired."
micheal 2-night trip
Posted 4 days ago
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

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