A snow-covered cityscape with illuminated buildings and a distant skyline.

North Side Vacations from $357

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

The Latest North Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A reception area with a tiled floor, two patterned armchairs, a desk with a reception sign, and a large mirror.
    Jan 15 - Jan 18

    Americas Best Value Inn Pittsburgh Airport + Flight

    Coraopolis
    3 nights
    2.0 star property
    6.6/10 - (1,001 reviews)
    Roundtrip • New York (NYC) - Pittsburgh (PIT)
    LGA - PIT • Nonstop PIT - JFK • Nonstop
    $454
    $357
    per traveler
    found 1 day ago
    Americas Best Value Inn Pittsburgh Airport
  • A brick building with a large arched entrance labeled "STAYPGH".
    Jan 15 - Jan 18

    Stay Pittsburgh + Flight

    Downtown Pittsburgh
    3 nights
    2.0 star property
    8.0/10 - Very good (345 reviews)
    Roundtrip • New York (NYC) - Pittsburgh (PIT)
    LGA - PIT • Nonstop PIT - JFK • Nonstop
    $645
    $463
    per traveler
    found 1 day ago
    Stay Pittsburgh
  • An indoor swimming pool with a diving area, surrounded by seating and a bar area.
    Jan 15 - Jan 18

    DoubleTree by Hilton Pittsburgh - Green Tree + Flight

    Pittsburgh
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,298 reviews)
    Roundtrip • New York (NYC) - Pittsburgh (PIT)
    LGA - PIT • Nonstop PIT - JFK • Nonstop
    $591
    $472
    per traveler
    found 1 day ago
    DoubleTree by Hilton Pittsburgh - Green Tree
  • A rooftop lounge with seating and a view of the cityscape at dusk.
    Jan 15 - Jan 18

    Joinery Hotel Pittsburgh, Curio Collection by Hilton + Flight

    Downtown Pittsburgh
    3 nights
    4.0 star property
    8.4/10 - Very good (1,708 reviews)
    Roundtrip • New York (NYC) - Pittsburgh (PIT)
    LGA - PIT • Nonstop PIT - JFK • Nonstop
    $542
    $436
    per traveler
    found 1 day ago
    Joinery Hotel Pittsburgh, Curio Collection by Hilton
  • A modern kitchen with stainless steel appliances, a marble countertop, and a view to the living area.
    Dec 18 - Dec 21

    Landing Furnished Apartments near UPMC Shadyside + Flight

    Squirrel Hill
    3 nights
    3.0 star property
    Roundtrip • New York (NYC) - Pittsburgh (PIT)
    JFK - PIT • Nonstop PIT - JFK • Nonstop
    $1,238
    $1,003
    per traveler
    found 5 hours ago
    Landing Furnished Apartments near UPMC Shadyside

Discover the most popular places to visit in North Side

A stadium with a unique roof structure, a large Heinz sign, and a body of water in the foreground.

Acrisure Stadium

9.2/10 (3,391 reviews)
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
See properties

What to do in North Side

Picture 3 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
86% of travelers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
See all activities in North Side

North Side Hotel Deals

A modern living room with a large window offering a scenic view of a lake and hills. There is a sofa set and a small coffee table with a remote control on it.

The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino
2.0 star property
1.3 mi from North Side
9.4 out of 10, Exceptional, (2,532 reviews)
$152 nightly
The price is $173
Nov 8 - Nov 9
Total with taxes and fees
The Landing Hotel at Rivers Casino
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.
See all properties in North Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.