Downtown Pittsburgh Vacation Packages

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Top Holiday Package Deals in Downtown Pittsburgh

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

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $1,196, price is now CA $934 per person
CA $934
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
7.8/10 Good! (169 reviews)
Very nice building: apartment needed TLC but all & all nice stay!

Reviewed on Aug. 10, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $2,065, price is now CA $1,396 per person
CA $1,396
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
7.6/10 Good! (16 reviews)
Highly recommend! The property was great - with the stunning lobby, fast elevators, and clean, bright unit. Check was not required (after completing the online process & getting my code). The fully furnished apartment with lots of kitchen appliances & coffee! Bed was firm & comfortable, shower was hot with lots of pressure. It even had a washer/dryer. Great location - near restaurants & it really felt like it was connected to the city. Everyone (desk clerk, valet & manager) was friendly & helpful. Finding the parking was a challenge - I suggest calling ahead for directions to the garage.

Reviewed on Aug. 23, 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was CA $1,902, price is now CA $1,419 per person
CA $1,419
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Everything was great

Reviewed on Aug. 12, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,357, price is now CA $1,024 per person
CA $1,024
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
The property was great the and the sfaff were awesome.

Reviewed on Aug. 17, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,837, price is now CA $1,441 per person
CA $1,441
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
8.4/10 Very Good! (1,333 reviews)
My room had a mildewy smell, and wasn’t properly cleaned.

Reviewed on Aug. 22, 2025

Where to stay in Downtown Pittsburgh

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

2 out of top 10 points of interest in this area
4.5/5(30 area reviews)

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.

Find hotels in North Shore

Downtown Pittsburgh Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Aug 27 to Aug 28
CA $210
CA $240 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (2,959 reviews)
"Hotel was ok. Staff was nice. Hotel needs to be modernized though."

Reviewed on Aug. 22, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Sep 10 to Sep 11
CA $220
CA $251 total
Sep 10 - Sep 11
includes taxes & fees
9/10 Wonderful! (1,611 reviews)
"Mark the bellman was super friendly and the front desk staf was exceptional."

Reviewed on Aug. 22, 2025

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Sep 7 to Sep 8
CA $163
CA $190 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very Good! (1,336 reviews)

Reviewed on Aug. 21, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,785 properties in Downtown Pittsburgh
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Downtown Pittsburgh vacation package cost?
Starting from an incredible CA $934, you can create your own Downtown Pittsburgh package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Downtown Pittsburgh?
Crafting your own Downtown Pittsburgh vacation package with Expedia is such a simple way to save. We have access to more than 550 air carriers and 1,000,000 hotels around the globe. With such a fabulous range to pick from, you'll have no issues putting together your ideal trip.
Where should I stay in Downtown Pittsburgh?
A journey to Downtown Pittsburgh isn't over until you've seen Acrisure Stadium and PNC Park. Stay somewhere close by for easy access to these awesome attractions.
What are the top hotels in Downtown Pittsburgh?
If this will be your first visit to Downtown Pittsburgh, lock in a room at Distinct Downtown Digs 1bedroom 1ba Gym or The Industrialist Hotel, Pittsburgh, Autograph Collection. Both offer friendly service and are top options with many savvy travelers.
How far in advance should I book my Downtown Pittsburgh vacation?
While prices do change, we generally recommend booking your vacation as soon as possible. Most international fares can be found on Expedia up to a year in advance. If circumstances have left you booking late, you might still get lucky. Cheaper tickets to Downtown Pittsburgh sometimes emerge in the weeks prior to departure.
What does an Expedia Downtown Pittsburgh travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of activities and tours and watch your savings pile up. When it comes to crafting your Downtown Pittsburgh escape, you're in charge!
What should I know before booking a Downtown Pittsburgh travel package?
When you book your hotels, flights and car rentals together, you'll score amazing discounts. Whether you're organizing a mountain getaway in a cabin or prefer to stay in a convenient hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Downtown Pittsburgh Expedia vacation package?
Yes, you're in control. We offer more than 550 airlines throughout the world, so you can design your Downtown Pittsburgh getaway according to your budget and travel needs.
If I'm not able to travel, can I cancel my Downtown Pittsburgh vacation package?
It's difficult to predict what the future holds, so it's good to know that you can cancel or change your Downtown Pittsburgh vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Downtown Pittsburgh

PPG Paints Arena

PPG Paints Arena

5/5(80 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena
Market Square

Market Square

4.5/5(115 reviews)

Giant games, fun activities, restaurants and shops fill this lively pedestrian piazza at the core of the city.

Market Square
Point State Park

Point State Park

4.5/5(24 reviews)

Sunbathe in the shallows beneath the giant fountain, walk the riverside trails and explore the rich history of Pittsburgh in one of the city’s favorite parks.

Point State Park

Things to do

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

CA $43
per adult
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

CA $81
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
Step into the shadows and discover the haunting tales of our city's past.

Pittsburgh Ghosts Steel City Haunted Tour

CA $36
per adult
100% of travellers recommend
Pittsburgh Ghosts Steel City Haunted Tour
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.