South Side Castle Hotels

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Recommended hotels in South Side

Carey Way Quarters - Explorer's Dream Pad

Carey Way Quarters - Explorer's Dream Pad
South Side Flats
Carey Way Quarters - Explorer's Dream Pad

King Bed | Free Parking | Arcade | Fire Pit

King Bed | Free Parking | Arcade | Fire Pit
South Side Flats
9.8 out of 10, Exceptional, (26 reviews)
"Great location to the things we wanted to go and do We celebrated my wife’s 60 birthday "
United States
Scott A.
$404 nightly
The price is $432
Mar 1 - Mar 2
Total with taxes and fees
King Bed | Free Parking | Arcade | Fire Pit

Carey Way Quarters – Modern 2BR Near Carson Street

Carey Way Quarters – Modern 2BR Near Carson Street
South Side Flats
9.0 out of 10, Wonderful, (9 reviews)
"Great home in the heart of Southside Pittsburgh. Nice roomy location, extremely comfortable beds a quiet location, close to restaurants, shops and Southside Park. We’d definitely stay here again! "
United States
Michele E.
$170 nightly
The price is $184
Feb 28 - Mar 1
Total with taxes and fees
Carey Way Quarters – Modern 2BR Near Carson Street

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

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
2.5 star property
South Side Flats
7.4 out of 10, Good, (1,005 reviews)
"Staff was amazing, room was extremely clean & Breakfast was delicious "
United States
Olivia
$75 nightly
The price is $86
Mar 16 - Mar 17
Total with taxes and fees
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Traveler's Rest Hotel

Traveler's Rest Hotel
2.0 star property
South Side Flats
9.6 out of 10, Exceptional, (94 reviews)
"Friendly Staff, clean room"
United States
Devon
$136 nightly
The price is $156
Mar 2 - Mar 3
Total with taxes and fees
Traveler's Rest Hotel

❤️Cozy Townhome on Carey with Private Deck Space ❤️

❤️Cozy Townhome on Carey with Private Deck Space ❤️
South Side Flats
8.4 out of 10, Very Good, (34 reviews)
"Great location near the local nightlife"
United States
Andrew M.
$208 nightly
The price is $235
Feb 23 - Feb 24
Total with taxes and fees
❤️Cozy Townhome on Carey with Private Deck Space ❤️

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
South Side Flats
$177 nightly
The price is $200
Feb 18 - Feb 19
Total with taxes and fees
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
10.0 out of 10, Exceptional, (4 reviews)
"We appreciated the way most everything was as shown in photos and loved the 4 furnished decks. The owner quickly responded to our needs and questions. Nice to have parking not on street."
United States
Deborah C.
$366 nightly
The price is $415
Feb 18 - Feb 19
Total with taxes and fees
City Skyline - Outside decks - Contemporary

Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!

Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
South Side Slopes
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Very good location to get to the city and great restaurants. Amazing view! The host was very nice and great to work with. "
United States
Eric A.
$594 nightly
The price is $672
Feb 18 - Feb 19
Total with taxes and fees
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!

Central 5BD Getaway - Spacious Home w/ BBQ

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
10.0 out of 10, Exceptional, (10 reviews)
"Great host and property "
United States
Eric G.
$391 nightly
The price is $443
Feb 18 - Feb 19
Total with taxes and fees
Central 5BD Getaway - Spacious Home w/ BBQ

Modern 5BR Retreat • Multiple En Suites • Prime South Side Location • Walkable

Modern 5BR Retreat • Multiple En Suites • Prime South Side Location • Walkable
South Side Flats
$396 nightly
The price is $448
Feb 18 - Feb 19
Total with taxes and fees
Modern 5BR Retreat • Multiple En Suites • Prime South Side Location • Walkable

Pet-Friendly Southside Getaway - Sleeps 12

Pet-Friendly Southside Getaway - Sleeps 12
South Side Slopes
10.0 out of 10, Exceptional, (1 review)
"House is in great shape, good location, everything is updated, and the host is very responsive for questions or issues "
United States
Brett K.
$552 nightly
The price is $625
Feb 18 - Feb 19
Total with taxes and fees
Pet-Friendly Southside Getaway - Sleeps 12

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, (2 reviews)
"Everything was great. We would definitely stay here again. "
United States
Jason M.
$289 nightly
The price is $327
Feb 18 - Feb 19
Total with taxes and fees
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

2615 Jane Down - Southside

2615 Jane Down - Southside
South Side Flats
10.0 out of 10, Exceptional, (2 reviews)
"Location was excellent. The place was very nice, we had a great time."
United States
Leah W.
$169 nightly
The price is $191
Feb 18 - Feb 19
Total with taxes and fees
2615 Jane Down - Southside

King Bed - BBQ & Hot Tub - Centrally Located

King Bed - BBQ & Hot Tub - Centrally Located
South Side Flats
8.0 out of 10, Very Good, (2 reviews)
"It was an excellent stay and a very accurate property description. "
United States
chad s.
$332 nightly
The price is $376
Feb 23 - Feb 24
Total with taxes and fees
King Bed - BBQ & Hot Tub - Centrally Located

SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works
3.0 star property
South Side Flats
8.4 out of 10, Very Good, (1,001 reviews)
"Nice hotel Good location Easy Pittsburgh access "
United States
Michelle
$122 nightly
The price is $139
Feb 18 - Feb 19
Total with taxes and fees
SpringHill Suites by Marriott Pittsburgh Southside Works

*Historic Gem* Heart of Southside-Sleeps 10

*Historic Gem* Heart of Southside-Sleeps 10
South Side Flats
9.2 out of 10, Wonderful, (25 reviews)
"Nice location"
United States
Shannon M.
$251 nightly
The price is $284
Feb 18 - Feb 19
Total with taxes and fees
*Historic Gem* Heart of Southside-Sleeps 10

The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!

The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
South Side Flats
8.0 out of 10, Very Good, (1 review)
"It was a nice and beautiful place "
United States
Alyssa B.
$151 nightly
The price is $165
Mar 1 - Mar 2
Total with taxes and fees
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!

Industrial Chic Studio-Modern Comfort in the Burgh

Industrial Chic Studio-Modern Comfort in the Burgh
South Side Flats
9.6 out of 10, Exceptional, (5 reviews)
"Great place to stay. Easy access to bridges which then led us to Pitt to visit. Owner was very responsive to our questions. We'd stay here again!"
United States
Rich D.
$165 nightly
The price is $181
Feb 22 - Feb 23
Total with taxes and fees
Industrial Chic Studio-Modern Comfort in the Burgh

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Allentown
$449 nightly
The price is $508
Feb 18 - Feb 19
Total with taxes and fees
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
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

Find out more about South Side

South Side Castles information

Number of reviews
2,198
Accommodation
1 Castles
Lowest Price
$86
Highest Price
$672

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