Overbrook Vacation Packages

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Top Holiday Package Deals in Overbrook

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

Relax Inn Altoona

CA $1,057

per person

Nov 4 - Nov 8

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Pittsburgh (PIT)

6/10 (413 reviews)

They stole my money. Everytime I call they say they will refund it. They took my deposit straight from my card instead of putting a hold on my card. And will not give it back. I spend 300 dollars on a hotel that was super dirty and bathtub did not funtion. I want my money back. Worst hotel ever they won’t give me my money back I spent 300 for one night??? At a motel??? I paid 200 on the app plus the deposit 118??? Hell no

Reviewed on Aug 27, 2026

Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh

CA $1,426

per person

Oct 2 - Oct 7

found 6 hours ago

Roundtrip non-stop flight included

Thunder Bay (YQT) to Pittsburgh (PIT)

8.4/10 Very good! (3,785 reviews)

Stay Pittsburgh

Downtown Pittsburgh

CA $1,464

per person

Oct 2 - Oct 7

found 9 hours ago

Roundtrip non-stop flight included

Thunder Bay (YQT) to Pittsburgh (PIT)

8/10 Very good! (316 reviews)

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

CA $2,373

per person

Oct 2 - Oct 7

found 9 hours ago

Roundtrip non-stop flight included

Thunder Bay (YQT) to Pittsburgh (PIT)

8.6/10 Excellent! (1,002 reviews)

Comfort Suites Altoona North

CA $1,234

per person

Nov 4 - Nov 8

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Pittsburgh (PIT)

9/10 Wonderful! (873 reviews)

Clean room, very poor gym. Old, Hotel, not well maintained.

Reviewed on Aug 30, 2026

Where to stay in Overbrook

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

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 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 PNC Park or Acrisure Stadium and hop on the metro to see more the city at North Side Station or Allegheny Station.

A courtyard with a fountain, brick walls, and trees.

Shadyside

Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible.

Overbrook Hotel Deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $188

CA $214 total

Sep 3 - Sep 4

includes taxes & fees

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $200

CA $228 total

Sep 1 - Sep 2

includes taxes & fees

8.2/10 Very good! (1,322 reviews)

"Very good breakfast included !"

Reviewed on Aug 29, 2026

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $145

CA $165 total

Sep 7 - Sep 8

includes taxes & fees

9.4/10 Exceptional! (2,249 reviews)

"I always enjoy my stays at the Landing. The staff is always friendly and helpful and the rooms and property are well kept. Great hotel."

Reviewed on Aug 29, 2026

See all 1,999 properties in Overbrook

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.