Title: Upper Hill Vacation Packages & Trips 2025 from CA $747 | Expedia.ca

  

[Upper Hill Travel Guide](https://expedia.ca/Pittsburgh-Upper-Hill.dx804080657100279808)[Hotels in Upper Hill](https://expedia.ca/Upper-Hill-Pittsburgh-Hotels.0-n804080657100279808-0.Travel-Guide-Filter-Hotels)[Flights to Pittsburgh](https://expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.ca/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[Upper Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Hill.d804080657100279808.Car-Rental-Guide)

![](https://images.trvl-media.com/place/2800/fcb40c65-9440-4b35-a274-5c5a55ccdaf8.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Upper Hill Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Dan Koczur

-   ## 
    
    Plan, book, travel with confidence
    

### 

Better together

Save up to CA $1,096 when you book a flight and hotel together\*

### 

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

### 

Rest easy

Plan, book, and manage your trip all in one place

## Top Holiday Package Deals in Upper Hill

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

![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Pittsburgh - Green Tree

CA $719

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

8/10 Very Good! (1,029 reviews)

Room was clean and entire hotel appeared very clean . Staff was very friendly and pleasant

Reviewed on Oct 29, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YUL&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12343&paandie=true&dealMarker=hjXjpKTjU3tPwGnJ3EFTCiN1usF2bXdi3TRQDBGTQrBu1muC-nLP5-O2DRF-ZGmT)

![Hilltop Inn](https://images.trvl-media.com/lodging/1000000/30000/26400/26335/74db8fbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilltop Inn

CA $1,441

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

5/10 (1,007 reviews)

It wasn’t the best but I’ve stayed in worse! Good for people on tight budget!

Reviewed on Oct 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YUL&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26335&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TSeqHJZOGC6QZZGgBqRlRHPJp86HmaFtFsg7e2lxvL1p)

![DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

Downtown Pittsburgh

CA $849

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

8.2/10 Very Good! (1,018 reviews)

Clean room, friendly staff.

Reviewed on Oct 25, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YUL&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6149&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TSeqHJZOGC6QZZGgBqRlRHNRxpq9P4VmiJcjP_91M2g7)

![DoubleTree by Hilton Pittsburgh Airport](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363975/2ae8f16f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Pittsburgh Airport

CA $825

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

8.6/10 Excellent! (1,013 reviews)

The bartender that was on staff the evening of October 27, 2025 was amazing. She was so attentive and took care of everything quickly. Very impressed with her services.

Reviewed on Oct 27, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YUL&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1363975&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TSeqHJZOGC6QZZGgBqRlRHMeAjf1fjGO2NikkqWsVeES)

![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Quinta Inn by Wyndham Pittsburgh Airport

CA $732

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

8/10 Very Good! (2,087 reviews)

Decent place, decent price. Be sure to ask fora room away from their permanent residents.

Reviewed on Oct 29, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YUL&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2472&paandie=true&dealMarker=hjXjpKTjU3tPwGnJ3EFTCiN1usF2bXdi3TRQDBGTQrDNff4_oBR7zgvNl7zZGE41)

## 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](https://expedia.ca/Pittsburgh-Upper-Hill.dx804080657100279808)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473877-Downtown-Pittsburgh.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Pittsburgh

2 out of top 10 points of interest in this area

4.5/5(187 area reviews)

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.

[Find hotel + flight trips in Downtown Pittsburgh](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Pittsburgh&DestID=6057662&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473955-North-Shore-Pittsburgh.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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 hotel + flight trips in North Shore](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Shore&DestID=553248633938969308&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Southwest Pennsylvania](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94063-The-Andy-Warhol-Museum.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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.

[Find hotel + flight trips in North Side](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Side&DestID=891415173200363520&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473848-Oakland-Pittsburgh.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Oakland

1 out of top 10 points of interest in this area

4/5(22 area reviews)

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.

[Find hotel + flight trips in Oakland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Oakland&DestID=183908&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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.

[Find hotel + flight trips in Shadyside](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Shadyside&DestID=6156339&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Upper Hill Hotel Deals

![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl, Pittsburgh, PA

Fully refundableReserve now, pay when you stay

CA $164

CA $187 total

Dec 1 - Dec 2

includes taxes & fees

8/10 Very Good! (3,069 reviews)

Parking sucked super expensive

Reviewed on Oct 28, 2025

[](https://expedia.ca/Hotel-Search?startDate=01%2F12%2F2025&endDate=02%2F12%2F2025&selected=25509&PinnedHotelID=25509&HadPinnedHotel=true&regionId=804080657100279808)

![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

La Quinta Inn by Wyndham Pittsburgh Airport

8507 University Blvd, Coraopolis, PA

Fully refundableReserve now, pay when you stay

CA $106

CA $121 total

Nov 9 - Nov 10

includes taxes & fees

8/10 Very Good! (2,071 reviews)

Yes

Reviewed on Oct 29, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=2472&PinnedHotelID=2472&HadPinnedHotel=true&regionId=804080657100279808)

![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue, Pittsburgh, PA

Fully refundableReserve now, pay when you stay

CA $132

CA $150 total

Nov 23 - Nov 24

includes taxes & fees

8/10 Very Good! (1,006 reviews)

The staff were very courteous. The room was spacious and clean.

Reviewed on Oct 24, 2025

[](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=12343&PinnedHotelID=12343&HadPinnedHotel=true&regionId=804080657100279808)

[See all 1,819 properties in Upper Hill](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&regionId=804080657100279808)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Upper Hill

![PNC Park which includes a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/229000/229651-Pittsburgh.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

[](https://expedia.ca/PNC-Park-North-Shore.d6034814.Vacation-Attraction)

![University of Pittsburgh](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473449-Pittsburgh.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### University of Pittsburgh

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

[](https://expedia.ca/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction)

![Acrisure Stadium](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473754-Heinz-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Acrisure Stadium

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

[](https://expedia.ca/Acrisure-Stadium-North-Shore.d6058087.Vacation-Attraction)

### Things to do

![Step into the shadows and discover the haunting tales of our city's past. ](https://mediaim.expedia.com/localexpert/48610757/dce2ec3b-6f3a-453d-9a0b-82e94abaaca3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Echoes from the Iron Forge: Pittsburgh Phantoms Ghost Tour

CA $36

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/echoes-from-the-iron-forge-pittsburgh-phantoms-ghost-tour.a48610757.activity-details)

![Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl](https://mediaim.expedia.com/localexpert/697587/fb378b65-03b5-422b-84c6-ec829fe06b75.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $18

per adult

[](https://expedia.ca/things-to-do/pittsburgh-bar-hunt-party-through-pittsburgh-bar-crawl.a697587.activity-details)

![Dive deep into film history and some iconic film productions!](https://mediaim.expedia.com/localexpert/3317476/facd62b5-fbdf-4a69-b02b-79aad120479e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Reel Pittsburgh Movie Tour

CA $45

per adult

[](https://expedia.ca/things-to-do/reel-pittsburgh-movie-tour.a3317476.activity-details)

[See all activities in Pittsburgh](https://expedia.ca/things-to-do/search?rid=804080657100279808)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.