Search Castles in South Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar
No exact matches found, but these alternatives could be just right

Recommended hotels in South Side

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

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
7.2 out of 10, Good, (1,016 reviews)
"Breakfast to be hotel buffet was pretty darn good!"
United States
Chaunye S.
The price is AED 261
AED 297 total
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Exterior
HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
3.0 star property
South Side Flats
8.6 out of 10, Excellent, (1,002 reviews)
"Quick check in, easy parking, good location. "
United States
Tom
The price is AED 466
AED 532 total
includes taxes & fees
22 Jan - 23 Jan
HYATT house Pittsburgh-South Side
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Cozy&Modern 2Bdr Apt PIttsburgh

Cozy&Modern 2Bdr Apt PIttsburgh

Cozy&Modern 2Bdr Apt PIttsburgh
2.0 star property
South Side Flats
10.0 out of 10, Exceptional, (10 reviews)
"Great spot!"
United States
Kevin D.
The price is AED 323
AED 447 total
includes taxes & fees
14 Jan - 15 Jan
Cozy&Modern 2Bdr Apt PIttsburgh
Exterior
2615 Jane Down - Southside

2615 Jane Down - Southside

2615 Jane Down - Southside
2.0 star property
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.
2615 Jane Down - Southside
Fridge, microwave, oven, stovetop
Pet-Friendly Southside Getaway - Sleeps 12

Pet-Friendly Southside Getaway - Sleeps 12

Pet-Friendly Southside Getaway - Sleeps 12
2.0 star property
South Side Slopes
Pet-Friendly Southside Getaway - Sleeps 12
Interior
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

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

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
2.0 star property
South Side Flats
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
Exterior
SpringHill Suites by Marriott Pittsburgh Southside Works

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, (1,002 reviews)
"Nice hotel Good location Easy Pittsburgh access "
United States
Michelle
The price is AED 417
AED 475 total
includes taxes & fees
1 Feb - 2 Feb
SpringHill Suites by Marriott Pittsburgh Southside Works
Property grounds
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

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

Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
2.0 star property
South Side Slopes
The price is AED 388
AED 1,135 total
includes taxes & fees
14 Jan - 15 Jan
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
Exterior
Carey Way Quarters-Stylish 3BR Loft-Prime Location

Carey Way Quarters-Stylish 3BR Loft-Prime Location

Carey Way Quarters-Stylish 3BR Loft-Prime Location
South Side Flats
9.2 out of 10, Wonderful, (5 reviews)
"Good stay, easy check in, lovely location. "
United States
Carolee V.
The price is AED 444
AED 887 total
includes taxes & fees
7 Feb - 8 Feb
Carey Way Quarters-Stylish 3BR Loft-Prime Location
TV, offices
Fun Crash Pad • City Views • Off-Street Parking

Fun Crash Pad • City Views • Off-Street Parking

Fun Crash Pad • City Views • Off-Street Parking
South Side Slopes
7.8 out of 10, Good, (12 reviews)
"Overall cozy visit. The off street parking was key and the owner communicated well"
United States
Brody W.
Fun Crash Pad • City Views • Off-Street Parking
Interior
King Bed - BBQ & Hot Tub - Centrally Located

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.
The price is AED 462
AED 1,384 total
includes taxes & fees
20 Jan - 21 Jan
King Bed - BBQ & Hot Tub - Centrally Located
Exterior
Kasa South Side Pittsburgh

Kasa South Side Pittsburgh

Kasa South Side Pittsburgh
4.0 star property
South Side Flats
8.2 out of 10, Very Good, (106 reviews)
"Location to restaurants was great. Elevator was out of order in the parking garage the whole time and had to walk the stairs twice a day. For a week we were there."
United States
Frank
The price is AED 354
AED 642 total
includes taxes & fees
18 Jan - 19 Jan
Kasa South Side Pittsburgh
Interior
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
South Side Flats
7.8 out of 10, Good, (8 reviews)
"Home was very comfy children enjoyed there stay I was able to relax and feel comfortable stay I would definitely book again."
United States
bonita f.
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
3 bedrooms, iron/ironing board, WiFi, bed sheets
*Historic Gem* Heart of Southside-Sleeps 10

*Historic Gem* Heart of Southside-Sleeps 10

*Historic Gem* Heart of Southside-Sleeps 10
South Side Flats
9.6 out of 10, Exceptional, (24 reviews)
"Nice location"
United States
Shannon M.
*Historic Gem* Heart of Southside-Sleeps 10
Exterior
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!

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.
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
Property grounds
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
South Side Flats
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic property. Intriguing history. Great location."
United States
Kevin M.
The price is AED 1,234
AED 2,294 total
includes taxes & fees
14 Jan - 15 Jan
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
Exterior
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!

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.
The price is AED 1,175
AED 2,452 total
includes taxes & fees
14 Jan - 15 Jan
Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy!
Outdoor dining
Pittsburgh Pennsylvania house

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.
Pittsburgh Pennsylvania house
Exterior
Wingate by Wyndham Cranberry

Wingate by Wyndham Cranberry

Wingate by Wyndham Cranberry
2.5 star property
Cranberry Township
8.6 out of 10, Excellent, (1,344 reviews)
"Clean room and very friendly staff and great breakfast :)"
United States
Christine
The price is AED 340
AED 378 total
includes taxes & fees
18 Jan - 19 Jan
Wingate by Wyndham Cranberry
Exterior
The Maverick by Kasa

The Maverick by Kasa

The Maverick by Kasa
3.0 star property
East Liberty
9.0 out of 10, Wonderful, (871 reviews)
"Clean and comfortable stay!"
United States
Kara
The price is AED 323
AED 368 total
includes taxes & fees
1 Feb - 2 Feb
The Maverick by Kasa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Side Hotel Reviews

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent
"Clean room, outstanding staff, great location to a lot of shops, restaurants, and venues. "
Eric 3-night trip
Posted 1 day ago
Hilton Garden Inn Pittsburgh Downtown