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

South Side Hotel Guide - Adventure Sport Hotels in South Side, Pittsburgh

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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 modern dining area with a black wall, a stainless steel refrigerator, and a dining table set with blue napkins and white plates.
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.
An outdoor patio with a dining table, chairs, and an umbrella.

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

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
United States
Sean O.
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 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.
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.

2. Pittsburgh Pennsylvania house

Pittsburgh Pennsylvania house
South Side Flats
United States
Adrian C.
€243
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 modern living room with two blue armchairs, a round marble coffee table, and a kitchen in the background.
A dining area with a long wooden table set for four, surrounded by chairs.
A neatly made bed with a quilted cover, two bedside lamps, and a framed floral artwork on the wall.

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.
€604
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 hotel room with a large mirror, a bedside table with toiletries, two beds, a wardrobe, and a view of the outside through two windows.

4. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
Lawrenceville
United States
Sydney
€90
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
€138
includes taxes & fees
18 Oct - 19 Oct
Joinery Hotel Pittsburgh, Curio Collection by Hilton
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
A spacious lobby with a red carpet, ornate ceiling, and a staircase leading to upper floors.
A grand hallway with ornate ceiling decorations, a wooden railing, and a long corridor.
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
€225
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 modern hotel lobby with a large reception desk, two symmetrical seating areas, and a central decorative wall.
A modern hotel room with a large bed, a desk with a computer, a TV, and a dining area in the background.
A rooftop lounge with a modern design, featuring a large bed, seating area, and a view of a tall building in the background.

7. Etage Executive Living

Etage Executive Living
Downtown Pittsburgh
United States
Anthony
€199
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 lounge area with a sofa, chairs, a dining table, and a TV mounted on the wall.
A modern restaurant interior with a bar area, seating, and a television.

8. SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square
Larimer
United States
ijeoma
€140
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 restaurant with wooden paneled walls, a large mirror, and red curtains.
A courtyard with a brick building, a tree, and a stone table.

9. Villagio Boutique Hotel

Villagio Boutique Hotel
North Side
United States
renee
€115
includes taxes & fees
15 Oct - 16 Oct
Villagio Boutique Hotel
An indoor swimming pool with a sunroof, lounge area, and reception desk.
A hotel lobby with sofas, armchairs, a chandelier, and a 'Champions Club' sign.
A hotel room with a living area, a kitchenette, a bed, and a bathroom.
A hotel bar area with a counter, bar stools, and a television screen.

10. DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree
Pittsburgh
United States
Angelica
€119
includes taxes & fees
27 Oct - 28 Oct
DoubleTree by Hilton Pittsburgh - Green Tree
View all properties

Top South Side Hotel Reviews

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

10/10 Excellent
"All the staff was helpful and friendly. We enjoyed our stay and will be returning again!"
Peggy Erin 2-night trip
Posted 1 hour ago
Pittsburgh Marriott City Center
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"The breakfast and happy hour were wonderful. lots of selections and it was staffed properly. The manager Kyle is definitely an asset to your organization. We will be back."
Paula 3-night trip
Posted 3 hours ago
Drury Plaza Hotel Pittsburgh Downtown
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 4 hours 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 5 hours 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 10 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 11 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 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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