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

North Side Vacations from $420

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The Latest North Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 4 - Jan 8

    Americas Best Value Inn Pittsburgh Airport + Flight

    Coraopolis
    4 nights
    2.0 star property
    6.6/10 - (1,000 reviews)
    "Thanks."
    Reviewed November 3, 2026
    Roundtrip • Dallas (DFW) - Pittsburgh (PIT)
    DFW - PIT • Nonstop PIT - DFW • 1 stop
    $546
    $420
    per traveler
    found 14 hours ago
    Americas Best Value Inn Pittsburgh Airport
  • Dec 4 - Dec 7

    Stay Pittsburgh + Flight

    Downtown Pittsburgh
    3 nights
    2.0 star property
    8.0/10 - Very good (345 reviews)
    Roundtrip • Boston (BOS) - Pittsburgh (PIT)
    BOS - PIT • Nonstop PIT - BOS • Nonstop
    $908
    $646
    per traveler
    found 13 hours ago
    Stay Pittsburgh
  • Jan 16 - Jan 19

    The Westin Pittsburgh, a Marriott Hotel + Flight

    Downtown Pittsburgh
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "Clean"
    Reviewed November 1, 2026
    Roundtrip • Orlando (MCO) - Pittsburgh (PIT)
    MCO - PIT • Nonstop PIT - MCO • Nonstop
    $799
    $628
    per traveler
    found 17 hours ago
    The Westin Pittsburgh, a Marriott Hotel
  • Dec 4 - Dec 7

    Hampton Inn & Suites Pittsburgh-Downtown + Flight

    Downtown Pittsburgh
    3 nights
    2.5 star property
    9.4/10 - Exceptional (1,366 reviews)
    "The property was clean and updated in a great location. The price was great compared to other properties in the area and included free parking and breakfast. The front desk staff was so friendly! We had one small issue with housekeeping and the manager more than made up for it. I’d definitely stay here again"
    Reviewed November 3, 2026
    Roundtrip • Boston (BOS) - Pittsburgh (PIT)
    BOS - PIT • Nonstop PIT - BOS • Nonstop
    $967
    $764
    per traveler
    found 13 hours ago
    Hampton Inn & Suites Pittsburgh-Downtown
  • Dec 4 - Dec 7

    Joinery Hotel Pittsburgh, Curio Collection by Hilton + Flight

    Downtown Pittsburgh
    3 nights
    4.0 star property
    8.4/10 - Very good (1,704 reviews)
    Roundtrip • Boston (BOS) - Pittsburgh (PIT)
    BOS - PIT • Nonstop PIT - BOS • Nonstop
    $865
    $685
    per traveler
    found 13 hours ago
    Joinery Hotel Pittsburgh, Curio Collection by Hilton

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North Side Hotel Deals

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