North Side Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top North Side Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $1,313, price is now CA $1,039 per person
CA $1,039
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8/10 Very Good! (290 reviews)
I had an issue with Expedia App this I could not see any comments that host was making. I saw the text address at the door of the property and I started communication with host then. Once communication was started everything went well. Professional and timely attendance from the team so the stay was good.

Reviewed on Jun 12, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,787, price is now CA $1,295 per person
CA $1,295
per person
Aug 22 - Aug 29
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,527 reviews)
Super decorative, cozy, and the rooms were super clean! Valet was quick and convenient!

Reviewed on Jun 8, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was CA $1,879, price is now CA $1,487 per person
CA $1,487
per person
Aug 22 - Aug 29
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,065 reviews)
Valet parking was an easy process.

Reviewed on Jun 12, 2026

Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $1,422, price is now CA $1,143 per person
CA $1,143
per person
Aug 22 - Aug 29
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
6.6/10 (1,002 reviews)
Free shuttle ,from airport , budget friendly hotel. It was okay and decent enough . Walking distance to food n gas station n other places.

Reviewed on Jun 11, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $1,611, price is now CA $1,313 per person
CA $1,313
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.4/10 Very Good! (122 reviews)
This was a great option for us and we would most definately stay here again! It is beautiful and perfect for a weekend stay.

Reviewed on Jun 12, 2026

Where to stay in North Side

Find the best North Side areas and neighborhoods for the activities you enjoy most. Learn more about North Side
North Shore

North Shore

4 out of top 10 points of interest in this area
4.5/5(30 area reviews)

Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations.

Find hotels in North Shore

Ready to book your vacation to North Side?

 

Choose your dates

North Side Hotel Deals

The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
The price is CA $200 per night from Jun 15 to Jun 16
CA $200
CA $228 total
Jun 15 - Jun 16
includes taxes & fees
9.4/10 Exceptional! (1,825 reviews)
"Stayed fir a concert nearby. The hotel was very nice, with nice views of the river and city."

Reviewed on Jun 13, 2026

The Landing Hotel at Rivers Casino
Holiday Inn Express & Suites Pittsburgh North Shore by IHG

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

2.5 out of 5
228 Federal St Pittsburgh PA
The price is CA $141 per night from Jun 21 to Jun 22
CA $141
CA $161 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,452 reviews)
"The room was clean. Staff was friendly and helpful. Breakfast was good."

Reviewed on Jun 13, 2026

Holiday Inn Express & Suites Pittsburgh North Shore by IHG
Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore

3 out of 5
223 Federal St Pittsburgh PA
The price is CA $176 per night from Jul 13 to Jul 14
CA $176
CA $200 total
Jul 13 - Jul 14
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Property was right across street from PNC park which was great. Parking was very limited due to construction next door. Was charged $27 a day to park the car and were told if we left to drive somewhere they wouldn’t guarantee a spot to park when got back so had to walk everywhere and not go places ..."

Reviewed on Jun 11, 2026

Springhill Suites by Marriott Pittsburgh North Shore
See all 2,040 properties in North Side
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

Stay near popular North Side attractions

PNC Park

4.7/5 (3,076 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
See properties

Frequently asked questions

Can I cancel my flight booking to North Side due to COVID-19?
If you haven't booked yet, glance over the terms and conditions of your preferred airline. If you've already secured your flight to North Side, click through to our Customer Service Portal. It will help you work out which COVID-19 policies apply to your reservation and provide you with the next steps.
What's the best way to find cheap flights to North Side that have flexible change policies?
We understand that travel arrangements can change in a flash, so reserving a flexible fare with Expedia makes sense. Simply tick the "No change fee" box below the "Flexible change policies" filter. Your well-priced and flexible flight to North Side is only a few clicks away.
What are some of the general tips for travelers to North Side during the COVID-19 outbreak?
The COVID-19 pandemic has transformed the world in all sorts of ways, including how we travel. These tips will help you understand these new challenges and get you ready for your journey to North Side:
  • Understand if any restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so don't forget to check before you lock in your flight.
  • Keep your face mask on during airport screening. A TSA employee will require you to adjust your mask for identification purposes.
  • Avoid handing your boarding pass (paper or electronic) directly to a TSA employee. Rather, you should place the pass on the reader and then hold it up for the agent to visually inspect it.
  • You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. You'll have to remove it for X-ray screening.
  • Remove personal items from your pocket, such as your phone, keys and wallet, and place them in your carry-on rather than into bins. This will reduce handling during screening.
  • If you want to take food on the plane with you, put it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA employee will need to handle your food container or carry-on bag for closer inspection.

Which airlines fly to North Side?
Let American Airlines fly you there. This top carrier operates 929 flights each month to Pittsburgh Intl. Airport (PIT), a North Side gateway.
How can I find cheap tickets to North Side?
Book in advance, fly in or out of nearby airports, use points or miles — there's no shortage of ways! Another one is to make use of Expedia's "flexible dates" feature. Find a North Side flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to North Side was .
How much is a flight to North Side?
In the last seven days, round-trip tickets to North Side sold for as low as and reached a maximum cost of . For one-way fares departing from (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in North Side?
Start arranging your North Side journey by reserving a seat on one of the 3773 flights a month to Pittsburgh Intl. Airport (PIT). This is the region's principal gateway.
When is the cheapest time to fly to North Side?
Consider jetting off early in the week to land the best deal to North Side. Tuesday is normally the most affordable day to fly, with Monday right behind it. Saturday often has the costliest prices. This is because a lot of travelers like to start their break on a weekend.
How much is a plane ticket to North Side?
In the last seven days, seats ranged between and . Swipe through our fantastic deals to North Side, pick your favorite and then start packing!
Which airlines with flights to North Side employ COVID-19 cleanliness policies?
Physical distancing is only one small part of new air travel measures to reduce the spread of COVID-19. From check-in to arrival, these airlines will bring you to North Side with comfort and confidence:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.