North Side Vacation Packages

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Top Holiday Package Deals in North Side

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

CA $1,024
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,213 reviews)
The location is very good. Clean and quite. The facility needs big updates.

Reviewed on Oct 1, 2026

Stay Pittsburgh

Stay Pittsburgh

Downtown Pittsburgh
CA $1,380
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8/10 Very good! (332 reviews)
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh
CA $1,675
per person
Dec 4 - Dec 7
just found
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

Downtown Pittsburgh
CA $1,104
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pittsburgh (PIT)
8.2/10 Very good! (1,320 reviews)
The rooms were clean, the staff was incredibly helpful and friendly!! The location was exactly what we needed for a concert at PPG arena. The rooms could use some updates, including more modern outlets and charging amenities. WiFi access up in the rooms was a challenge when working out of the room.

Reviewed on Oct 1, 2026

The Maverick by Kasa

The Maverick by Kasa

East Liberty
CA $1,063
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pittsburgh (PIT)
9/10 Wonderful! (1,006 reviews)
Not needed

Reviewed on Oct 1, 2026

Where to stay in North Side

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

North Side Hotel Deals

The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $186
CA $213 total
Oct 6 - Oct 7
includes taxes & fees
The Landing Hotel at Rivers Casino
Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore

223 Federal St Pittsburgh PA
CA $146
CA $166 total
Oct 14 - Oct 15
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"Great location, friendly staff and clean!"

Reviewed on Oct 1, 2026

Springhill Suites by Marriott Pittsburgh North Shore
Hyatt Place Pittsburgh-North Shore

Hyatt Place Pittsburgh-North Shore

260 North Shore Drive Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $168
CA $192 total
Oct 14 - Oct 15
includes taxes & fees
Hyatt Place Pittsburgh-North Shore
See all 2,133 properties in North Side
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.

Stay near popular North Side attractions

A stadium with a unique roof structure, a large Heinz sign, and a body of water in the foreground.

Acrisure Stadium

9.2/10 (3,391 reviews)
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
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PNC Park stadium with a statue of a baseball player in front.

PNC Park

9.4/10 (3,076 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
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A city skyline at dusk with a river and a bridge.

Rivers Casino

8.6/10 (1,596 reviews)
Why not try your luck with a visit to Rivers Casino during your travels in Pittsburgh? Amble around this vibrant area's riverfront or experience its acclaimed theater scene.
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An indoor climbing center with a large rock wall and various climbing equipment.

Kamin Science Center

9.2/10 (212 reviews)
Embark on a journey of scientific discovery at Pittsburgh’s most visited museum.
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A bird with blue, black, and orange feathers perched on a railing.

National Aviary

9.2/10 (137 reviews)
Marvel at giant condors, feed lorikeets and meet penguins at one of the largest aviaries in the United States.
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A building with ornate architectural details and large windows displaying artwork.

Andy Warhol Museum

9.2/10 (316 reviews)
Learn all about one of Pittsburgh’s most famous and eccentric native sons in this museum dedicated to the king of pop art.
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Stage AE

8.4/10 (257 reviews)
You can make plans for a show at Stage AE on your trip to Pittsburgh. Experience the entertainment choices or attend a sporting event in this vibrant area.
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Ross Park Mall

9.0/10 (199 reviews)
You can find the perfect gifts to bring home at Ross Park Mall during your trip to Pittsburgh. Stroll along the riverfront or attend a sporting event in this vibrant area.
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Things to do

Picture 4 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

CA $41
per adult
86% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

CA $45
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $18
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.