Book a South Side Resort

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Resort in South Side

We don't have any properties that match your exact search

Recommended hotels in South Side

SpringHill Suites by Marriott Pittsburgh Southside Works
Free daily self-service breakfast

SpringHill Suites by Marriott Pittsburgh Southside Works

3.0 star property
8.4 out of 10, Very good, (972)
"I once again enjoyed my (second) stay. Nice facility in a convenient location with fantastic staff!"
The price is NZ$259
includes taxes & fees
26 Aug - 27 Aug
SpringHill Suites by Marriott Pittsburgh Southside Works
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Exterior

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

2.5 star property
7.0 out of 10, Good, (1001)
"Good breakfast, clean and refurbished room"
The price is NZ$160
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Traveler's Rest Hotel
Grand Suite, Multiple Beds, Ensuite, Corner | Living area

Traveler's Rest Hotel

2.0 star property
9.6 out of 10, Exceptional, (82)
"Would stay again!"
Traveler's Rest Hotel
HYATT house Pittsburgh-South Side
Free daily buffet breakfast

HYATT house Pittsburgh-South Side

3.0 star property
8.6 out of 10, Excellent, (1001)
"Great location, good breakfast and friendly staff"
The price is NZ$298
includes taxes & fees
24 Aug - 25 Aug
HYATT house Pittsburgh-South Side
⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
Fridge, microwave, oven, stovetop

⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂

9.4 out of 10, Exceptional, (10)
"Very nice apartment and the location is great. Walking distance to everything in the Southside strip. "
The price is NZ$379
includes taxes & fees
28 Aug - 29 Aug
⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (3)
"Tom was very communicative during the whole stay and had great recommendations! We loved the place, well situated on the South side for easy walking along Carson. Wonderful time in Pittsburgh! "
The price is NZ$413
includes taxes & fees
18 Aug - 19 Aug
Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!
Central 5BD Getaway - Spacious Home w/ BBQ
Fridge, microwave, oven, stovetop

Central 5BD Getaway - Spacious Home w/ BBQ

2.0 star property
10.0 out of 10, Exceptional, (7)
"House was absolutely perfect for our big family trip to Pittsburgh! House was very clean, beds were comfortable and the outside was amazing! We all would recommend and absolutely would stay again!"
Central 5BD Getaway - Spacious Home w/ BBQ
King Bed | Free Parking | Arcade | Fire Pit
Fridge, microwave, oven, stovetop

King Bed | Free Parking | Arcade | Fire Pit

10.0 out of 10, Exceptional, (15)
"Very easy to use and so many great amenities!"
The price is NZ$508
includes taxes & fees
9 Sept - 10 Sept
King Bed | Free Parking | Arcade | Fire Pit
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Fridge, microwave, oven, stovetop

❤️Cozy Townhome on Carey with Private Deck Space ❤️

8.6 out of 10, Excellent, (26)
"got a lil warm in the house the first night but over all a great place"
The price is NZ$424
includes taxes & fees
20 Aug - 21 Aug
❤️Cozy Townhome on Carey with Private Deck Space ❤️
Charming and luxurious 2-bed house in Pittsburgh with AC
Smart TV, fireplace

Charming and luxurious 2-bed house in Pittsburgh with AC

Charming and luxurious 2-bed house in Pittsburgh with AC
*Historic Gem* Heart of Southside-Sleeps 10
Fridge, microwave, oven, stovetop

*Historic Gem* Heart of Southside-Sleeps 10

9.6 out of 10, Exceptional, (18)
"Property was perfect for a quick weekend visit to attend a concert at PPG arena. "
The price is NZ$480
includes taxes & fees
25 Aug - 26 Aug
*Historic Gem* Heart of Southside-Sleeps 10
King Bed | Free Parking | BBQ | Fire pit | Arcade
Fridge, microwave, oven, stovetop

King Bed | Free Parking | BBQ | Fire pit | Arcade

9.6 out of 10, Exceptional, (57)
"We stayed over the Christmas holiday and really enjoyed the townhouse - lots of privacy and room for the whole family. Also loved the convenient location. "
The price is NZ$585
includes taxes & fees
9 Sept - 10 Sept
King Bed | Free Parking | BBQ | Fire pit | Arcade
King bed I 1 block to Carson l Game Room l Fire Pit l BBQ l Sleeps 10 l AC l
Private kitchen

King bed I 1 block to Carson l Game Room l Fire Pit l BBQ l Sleeps 10 l AC l

King bed I 1 block to Carson l Game Room l Fire Pit l BBQ l Sleeps 10 l AC l
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
Interior

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

8.0 out of 10, Very good, (1)
"It was a nice and beautiful place "
The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!
King Bed • Garage • Rooftop Views • Sleeps 14 • Game room • walk to Carson St
Terrace/patio

King Bed • Garage • Rooftop Views • Sleeps 14 • Game room • walk to Carson St

The price is NZ$1,037
includes taxes & fees
19 Aug - 20 Aug
King Bed • Garage • Rooftop Views • Sleeps 14 • Game room • walk to Carson St
King Bed - BBQ & Hot Tub - Centrally Located
Outdoor dining

King Bed - BBQ & Hot Tub - Centrally Located

8.0 out of 10, Very good, (2)
"It was an excellent stay and a very accurate property description. "
King Bed - BBQ & Hot Tub - Centrally Located
Hot Tub | Arcade | King Bed | Free Parking
Fridge, microwave, oven, stovetop

Hot Tub | Arcade | King Bed | Free Parking

10.0 out of 10, Exceptional, (1)
The price is NZ$747
includes taxes & fees
28 Aug - 29 Aug
Hot Tub | Arcade | King Bed | Free Parking
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Outdoor dining

Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside

6.0 out of 10, (3)
"Excellent communication with owner. Fast, friendly and courteous. Located about 450 meter walk up a large hill from Penn Avenue (bus 88) which is about 35 minutes to downtown. Apartment showing its age but fair value for cost. "
The price is NZ$558
includes taxes & fees
17 Aug - 18 Aug
Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside
Pittsburgh Gem - 5BR - Downtown Deck View
Fridge, microwave, oven, stovetop

Pittsburgh Gem - 5BR - Downtown Deck View

10.0 out of 10, Exceptional, (4)
"The place was as advertised. Plenty of space for 6 of us. Would reserve again."
Pittsburgh Gem - 5BR - Downtown Deck View
Southside Slopes Crash Pad - Off Street Parking
Fridge, microwave, oven, stovetop

Southside Slopes Crash Pad - Off Street Parking

8.0 out of 10, Very good, (10)
"Stay was good and properly was clean . Easy check in .. "
Southside Slopes Crash Pad - Off Street Parking
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.
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

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

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

10/10 Excellent
"It was very nice. Always love hoilday in express"
Nicole 1-night trip
Posted 16 hours ago
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Frequently asked questions

What is South Side like for a resort holiday?
Expedia can help you browse resorts and other accommodation options that offer similar amenities and services. If you have trouble finding a resort in South Side that meets your needs, you can use the search filters to look for 4- and 5-star hotels, or search for properties that offer amenities such as swimming pools or all-inclusive packages. We make it easy to book great accommodation so you can focus on creating your trip itinerary.
What's a top resort in South Side?
Our highest-rated resort near South Side: SpringHill Suites by Marriott Pittsburgh Bakery Square - 3-star rating. 3.9 mi (6.2 km) from South Side. Features a terrace, free breakfast and shopping on site. Highly rated for its great location.
What can I do in South Side?
Travellers love the food and drink options in South Side, and say that there are lots of tasty bars and restaurants here. Experience the local theatre scene at Rex Theater, or take the kids to Senator John Heinz Regional History Centre for some family fun. PPG Paints Arena and PNC Park are a couple of additional top attractions in the area.
What's the seasonal weather in South Side?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in South Side are January, February, March and November, with each month seeing an average of 17 inches of snowfall.
What's the best way to get to and around South Side?
Fly into Pittsburgh International Airport (PIT), which is located 15.4 mi (24.9 km) away. You can also search for flights into Latrobe, PA (LBE-Arnold Palmer Regional), which is 31.9 mi (51.3 km) away.