South Shore Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in South Shore

Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,482, price is now CA $1,143 per person
CA $1,143
per person
Oct 20 - Oct 24
found 11 hours ago
Roundtrip flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.4/10 Very Good! (1,345 reviews)
Great dog friendly location. Nice room

Reviewed on Aug. 30, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was CA $2,170, price is now CA $1,340 per person
CA $1,340
per person
Oct 23 - Oct 28
found 10 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Changed rooms 3 times as TV wasn’t working. Coffee machine not working. Easy to walk to restaurants. Quiet.

Reviewed on Aug. 24, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $2,739, price is now CA $1,962 per person
CA $1,962
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Pittsburgh (PIT)
7.6/10 Good! (19 reviews)
Unique, incredible preservation of the historical aspects of the property fused with modern design in the condos .

Reviewed on Aug. 25, 2025

Renaissance Pittsburgh Hotel

Renaissance Pittsburgh Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,838, price is now CA $1,437 per person
CA $1,437
per person
Oct 16 - Oct 22
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
9/10 Wonderful! (1,010 reviews)
Very convenient location to PNC park.

Reviewed on Aug. 30, 2025

Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio

2 out of 5
Oakland
Price was CA $1,686, price is now CA $1,322 per person
CA $1,322
per person
Oct 23 - Oct 28
found 10 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
9.6/10 Exceptional! (30 reviews)
Elegant place with everything organized extremely well!

Reviewed on Jul. 25, 2025

Where to stay in South Shore

Find the best South Shore areas and neighborhoods for the activities you enjoy most. Learn more about South Shore
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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 Shore Hotel Deals

Sheraton Pittsburgh Hotel at Station Square

Sheraton Pittsburgh Hotel at Station Square

3.5 out of 5
300 West Station Square Drive, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Sep 3 to Sep 4
CA $197
CA $224 total
Sep 3 - Sep 4
includes taxes & fees
Sheraton Pittsburgh Hotel at Station Square
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 $208 per night from Sep 28 to Sep 29
CA $208
CA $237 total
Sep 28 - Sep 29
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Sep 29 to Sep 30
CA $219
CA $249 total
Sep 29 - Sep 30
includes taxes & fees
9/10 Wonderful! (1,631 reviews)
"Never felt so safe and spoiled. Bright and clean. Nothing felt cheap but actually premium. The views are amazing from 16th floor. Beds were so good I didn’t want to go home."

Reviewed on Aug. 27, 2025

Omni William Penn Hotel
See all 1,780 properties in South Shore
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 Shore vacation package cost?
Less than you might think — from just CA $1,143, actually! By combining hotels, flights and car rentals into a custom-built travel package, your South Shore escape is just clicks away.
How do I get a cheap travel package to South Shore?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got everything you need. Pick the combination that suits your style and see your savings stack up. Of course, a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 properties around the globe, which lets you customize your South Shore vacation.
Where should I stay in South Shore?
Urban explorers come from every corner of the globe to experience Acrisure Stadium and PNC Park in South Shore. Stay near these fantastic attractions to make sightseeing a breeze.
What are the top hotels in South Shore?
When it comes to welcoming places to stay in South Shore, you can't beat Sheraton Pittsburgh Hotel at Station Square. Be sure to browse its deals and land a bargain.
How far in advance should I book my South Shore vacation?
Earlier is always better. Airlines generally release flight tickets up to a year in advance, and this is when you can score some rock-bottom prices. Just been told you should take some vacation time next month? That's alright! Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia South Shore travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings grow. When it comes to creating your South Shore break, you're in charge!
What should I know before booking a South Shore travel package?
Locking in all the parts of your getaway together is a smart way to save. Bundle your flights, car rentals and hotels into a tidy package. But it's not just hotels. Expedia has all sorts of properties, including vacation rentals like beachfront villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a South Shore Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Just select your favorite carrier and put together the perfect South Shore trip.
If I'm not able to travel, can I cancel my South Shore 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 booked your South Shore vacation package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

Discover the most popular places to visit in South Shore

Monongahela Incline featuring a gondola

Monongahela Incline

4.5/5(22 reviews)

Spectacular views of the Pittsburgh cityscape await at the top of the steepest funicular railway in the United States.

Monongahela Incline

Things to do

Pittsburgh Segway Tour

Pittsburgh Segway Tour

CA $80
per adult
Pittsburgh Segway Tour
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

CA $43
per adult
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

CA $186
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
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.