South Side Flats Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in South Side Flats

Price found within the past 48 hours. Click for updated prices.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,521, price is now CA $1,286 per person
CA $1,286
per person
Mar 20 - Mar 23
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $2,593, price is now CA $1,889 per person
CA $1,889
per person
Apr 21 - Apr 24
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pittsburgh (PIT)
7.8/10 Good! (203 reviews)
Clean and very cozy

Reviewed on Feb 1, 2026

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was CA $2,387, price is now CA $1,970 per person
CA $1,970
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Pittsburgh (PIT)
8.8/10 Excellent! (1,002 reviews)
It was amazing !! The staff was incredible. Definitely would come back again to stay.

Reviewed on Feb 1, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $1,764, price is now CA $1,483 per person
CA $1,483
per person
Apr 21 - Apr 24
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Very friendly staff and clean room.

Reviewed on Feb 1, 2026

City Sights 2 Queen Beds Downtown Apt

City Sights 2 Queen Beds Downtown Apt

2 out of 5
Downtown Pittsburgh
Price was CA $1,802, price is now CA $1,566 per person
CA $1,566
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Pittsburgh (PIT)
6/10 (1 review)

Where to stay in South Side Flats

Find the best South Side Flats areas and neighborhoods for the activities you enjoy most. Learn more about South Side Flats
Downtown Pittsburgh which includes a bridge and a river or creek

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(187 area reviews)

Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.

Find hotels in Downtown Pittsburgh

South Side Flats Hotel Deals

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

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

2.5 out of 5
20 S 10th St Pittsburgh PA
Fully refundable
The price is CA $102 per night from Mar 16 to Mar 17
CA $102
CA $116 total
Mar 16 - Mar 17
includes taxes & fees
7.2/10 Good! (1,010 reviews)
VERY nice and helpful daytime front desk staff! A homeless man walked in and was taking things from the convenience mart in the front and the front desk staff member (I think she was a manager) handled it perfectly! I also had to extend my stay and they were very accommodating

Reviewed on Feb 8, 2026

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

HYATT house Pittsburgh-South Side

3 out of 5
2795 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Feb 24 to Feb 25
CA $173
CA $197 total
Feb 24 - Feb 25
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
Clean room. Such a nice staff 👍

Reviewed on Feb 8, 2026

HYATT house Pittsburgh-South Side
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Feb 16 to Feb 17
CA $160
CA $182 total
Feb 16 - Feb 17
includes taxes & fees
8.2/10 Very Good! (3,411 reviews)
Staff were outstanding, and very helpful. Pool and hot tub was nice to have, especially the hot tub. Food in the hotel restaurant was OK, but nothing spectacular.

Reviewed on Feb 6, 2026

Wyndham Grand Pittsburgh Downtown
See all 1,908 properties in South Side Flats
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a South Side Flats vacation package cost?
Handcraft your South Side Flats vacation package from an affordable CA $1,286. Pick from any combination of flights, hotels and rental cars to pull together the trip of your dreams. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to South Side Flats?
Browse and lock in everything all in one place with our South Side Flats vacation packages. You'll find bargains on flights, hotels, tours and more that'll keep your wallet happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options all over the world to pick from, you have countless opportunities to mix and match as you like.
Where should I stay in South Side Flats?
A getaway in South Side Flats wouldn't be complete without checking out Rex Theater. Why not book a hotel close to this great attraction?
What are the top hotels in South Side Flats?
Get your vacation off to an excellent start by booking a room at South Side Paradise. It's one of most popular properties in South Side Flats. Another top option is Kasa South Side Pittsburgh.
How far in advance should I book my South Side Flats vacation?
Browse Expedia to compare international flights ASAP. In most cases, you can purchase a seat up to a year prior to departure. If it's too early for your preferred air carrier, or you have to book last minute, fear not. Cheap fares to South Side Flats sometimes emerge just weeks before the date of departure.
What does an Expedia South Side Flats travel package include?
Car rentals, flights and hotels — we bring you the very best deals. All you'll have to do is figure out your preferred combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it easy to customize an exciting South Side Flats vacation.
What should I know before booking a South Side Flats travel package?
When you book your flights, hotels and car rentals together, you'll pick up awesome discounts. Whether you're planning an outdoor getaway in a chalet or want to stay in a convenient hotel in the city, Expedia will help make it happen.
Can I choose my airline with a South Side Flats Expedia vacation package?
With a vacation package, you're in control. Whether you want to fly to South Side Flats in coach or business class, simply choose from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my South Side Flats vacation package?
Because we know life can throw you a few curveballs, the answer is yes. For further information, check out our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in South Side Flats

PNC Park which includes a city

PNC Park

4.5/5(67 reviews)

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
Mario Lemieux statue

PPG Paints Arena

5/5(80 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

4.5/5(36 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh

Things to do

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $18
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

CA $67
per adult
Whiskey Rebellion & Prohibition Tour
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

CA $80
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.