Upper Hill Vacation Packages

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Top Holiday Package Deals in Upper Hill

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

Americas Best Value Inn Pittsburgh Airport

CA $827

per person

Dec 3 - Dec 9

found 14 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Pittsburgh (PIT)

6.6/10 (1,002 reviews)

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

CA $1,623

per person

Dec 3 - Dec 9

found 14 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Pittsburgh (PIT)

8.6/10 Excellent! (228 reviews)

This hotel and suite were spacious and beautiful. It is inside the historic former Union Station, the building is stunning with a grand rotunda entrance, Very unique, We had a one bedroom apartment with a kitchen (full) and laundry in the apartment. It is centrally located downtown, making it easy to get around Pittsburgh. Friendly front desk staff who are super helpful.

Reviewed on Sep 15, 2026

Pittsburgh Marriott City Center

Downtown Pittsburgh

CA $1,218

per person

Dec 3 - Dec 9

found 15 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Pittsburgh (PIT)

8.2/10 Very good! (1,333 reviews)

Clean rooms

Reviewed on Sep 15, 2026

Crowne Plaza Suites Pittsburgh South by IHG

CA $1,005

per person

Dec 3 - Dec 9

found 15 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Pittsburgh (PIT)

8.6/10 Excellent! (1,004 reviews)

Good place to stay

Reviewed on Sep 15, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Downtown Pittsburgh

CA $1,341

per person

Dec 3 - Dec 9

found 14 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Pittsburgh (PIT)

8.6/10 Excellent! (1,639 reviews)

We took advantage of off-site parking to save but loved the hotel bar and rooftop views. Would definitely stay here again!

Reviewed on Sep 16, 2026

Where to stay in Upper Hill

Find the best Upper Hill areas and neighborhoods for the activities you enjoy most. Learn more about Upper Hill

A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

2 out of top 10 points of interest in this area

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 yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

North Shore

2 out of top 10 points of interest in this area

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.

The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

Oakland

1 out of top 10 points of interest in this area

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 street with a Starbucks and a plaza with colorful steps.

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

1 out of top 10 points of interest in this area

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

Upper Hill Hotel Deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

CA $172

CA $196 total

Oct 12 - Oct 13

includes taxes & fees

8.4/10 Very good! (3,801 reviews)

"Great property to stay at for a Steelers game!"

Reviewed on Sep 16, 2026

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA

CA $200

CA $228 total

Sep 20 - Sep 21

includes taxes & fees

8.2/10 Very good! (1,334 reviews)

"Clean rooms"

Reviewed on Sep 15, 2026

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

CA $168

CA $191 total

Oct 6 - Oct 7

includes taxes & fees

9.4/10 Exceptional! (2,315 reviews)

"The bed is not the most comfortable"

Reviewed on Sep 16, 2026

See all 2,020 properties in Upper Hill

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.