A wooden signpost with "NINE MILE RUN" written on it, surrounded by snow-covered trees and a fence.

Wilkinsburg Vacations from $646

Book a Hotel + Flight or Car together to unlock savings

Your Wilkinsburg Vacation

Say bye-bye to planning hassles and hello to a Wilkinsburg vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Squirrel Hill South, which is great for cycling, golfing and dining. Make your trip to Wilkinsburg even more fun and exciting by including some sightseeing. University of Pittsburgh, Carnegie Mellon University and PPG Paints Arena are some of the popular attractions you'll want to explore. Expedia is here to help you escape your routine. Tailor your vacation to Wilkinsburg to match your travel style, whatever that may look like.

The Latest Wilkinsburg Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A brick building with a large arched entrance labeled "STAYPGH".
    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 10 hours ago
    Stay Pittsburgh
  • A multi-story hotel with a brick facade, large windows, and a flagpole with an American flag.
    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 10 hours ago
    Hampton Inn & Suites Pittsburgh-Downtown
  • A rooftop lounge with seating and a view of the cityscape at dusk.
    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 10 hours ago
    Joinery Hotel Pittsburgh, Curio Collection by Hilton
  • An outdoor seating area with wicker furniture, a fire feature, and a view of the building's exterior.
    Dec 4 - Dec 7

    Homewood Suites by Hilton Pittsburgh Downtown + Flight

    Downtown Pittsburgh
    3 nights
    3.0 star property
    9.2/10 - Wonderful (1,595 reviews)
    "Great location within walking distance from several museums. Parking garage was convenient and easy to walk in / out, drive in / out. The room had everything I needed including a full kitchen. The lights, the lamp switches, the shower were well placed. Breakfast was not luxurious but had the staples: 2 hot meats and 2 hot sides, hot oatmeal, apples and bananas and 2 kinds of fruit juice, and std selection of yogurt and breads. Not just a muffin and bad coffee like in too many motels in the..."
    Reviewed November 3, 2026
    Roundtrip • Boston (BOS) - Pittsburgh (PIT)
    BOS - PIT • Nonstop PIT - BOS • Nonstop
    $975
    $778
    per traveler
    found 10 hours ago
    Homewood Suites by Hilton Pittsburgh Downtown
  • A cityscape with high-rise buildings, including a prominent Westin hotel.
    Dec 4 - Dec 7

    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 • Boston (BOS) - Pittsburgh (PIT)
    BOS - PIT • Nonstop PIT - BOS • Nonstop
    $1,108
    $899
    per traveler
    found 10 hours ago
    The Westin Pittsburgh, a Marriott Hotel

Where to stay in Wilkinsburg

Find the best Wilkinsburg areas and neighborhoods for the activities you enjoy most. Learn more about Wilkinsburg
Learn more about Wilkinsburg
A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

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.

A city skyline at dusk with illuminated buildings, a prominent bridge, and a river.
Photo by TM
Open Photo by TM

North Shore

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.

A dinosaur statue in front of a historic building with inscriptions.

Oakland

Academic and healthcare hub, Oakland boasts museums, shopping venues, and diverse dining options along Forbes and Fifth Avenue. Explore historic districts and easily navigate the area via the distinctive city steps and public transportation.

A building with a large sign reading 'THE TERMINAL' and storefronts for 'posman books' and 'solidcore.'
Photo by TM
Open Photo by TM

Strip District

Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months.

A bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

North Side

If you're spending time in North Side, check out sights like PNC Park or Acrisure Stadium and hop on the metro to see more the city at North Side Station or Allegheny Station.

Wilkinsburg Hotel Deals

A rooftop lounge with a stone fire pit, cushioned seating, and a view of the cityscape.

SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square
3.0 star property
2 mi from Wilkinsburg
8.8 out of 10, Excellent, (1,002 reviews)
"We plan to use"
$101 nightly
The price is $115
Nov 22 - Nov 23
Total with taxes and fees
SpringHill Suites by Marriott Pittsburgh Bakery Square
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 Wilkinsburg
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.