Chartiers City Vacation Packages

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Top Holiday Package Deals in Chartiers City

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

The Inn on Negley

Shadyside

CA $1,285

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pittsburgh (PIT)

10/10 Exceptional! (225 reviews)

This Inn is beautiful, perfectly located within a couple minutes of downtown, very well maintained, breakfast was wonderful, the room was super comfortable with quality linens and a very comfortable batch. Wonderful staff as well, Peter gave us some history of Pittsburgh and some ideas to make our trip back home even better! We plan on coming back to Pittsburgh and staying here again.

Reviewed on Sep 30, 2026

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

CA $1,920

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Pittsburgh (PIT)

8.6/10 Excellent! (1,001 reviews)

Stay Pittsburgh

Downtown Pittsburgh

CA $1,540

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Pittsburgh (PIT)

8/10 Very good! (334 reviews)

Pittsburgh Marriott City Center

Downtown Pittsburgh

CA $1,343

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Pittsburgh (PIT)

8.2/10 Very good! (1,330 reviews)

Great experience. We will be back here to stay again!

Reviewed on Oct 5, 2026

The Landing Hotel at Rivers Casino

North Side

CA $2,087

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Pittsburgh (PIT)

9.4/10 Exceptional! (2,376 reviews)

Where to stay in Chartiers City

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

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 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.

Chartiers City Hotel Deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $176

CA $201 total

Oct 22 - Oct 23

includes taxes & fees

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $191

CA $217 total

Oct 18 - Oct 19

includes taxes & fees

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $155

CA $177 total

Nov 3 - Nov 4

includes taxes & fees

8.8/10 Excellent! (1,247 reviews)

"Such a lovely hotel. So close to everything. Rooms were spotless, staff were friendly, parking was abundant, and always felt safe as mother traveling with small children. When we go back to Pittsburgh this is where we will stay."

Reviewed on Oct 6, 2026

See all 2,018 properties in Chartiers City

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.