Title: Windgap Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $973 Expedia.ca

[Windgap Travel Guide](https://expedia.ca/Pittsburgh-Windgap.dx804085477339189248)[Hotels in Windgap](https://expedia.ca/Windgap-Pittsburgh-Hotels.0-n804085477339189248-0.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)[Windgap Car Rentals](https://expedia.ca/Car-Rentals-In-Windgap.d804085477339189248.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windgap Vacation Packages

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

- ##  
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 Windgap

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

![TownePlace Suites by Marriott Pittsburgh Cranberry Township](https://images.trvl-media.com/lodging/17000000/16420000/16417400/16417365/111351d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### TownePlace Suites by Marriott Pittsburgh Cranberry Township

CA $973

per person

Jun 5 - Jun 7

found 4 hours ago

Roundtrip flight included

Montreal (YUL) to Pittsburgh (PIT)

9.2/10 Wonderful! (429 reviews)

Nice hotel & room. Good breakfast. Great location, although a little difficult to find initially. Would recommend.

Reviewed on Mar 22, 2026

![Placemakr Downtown Pittsburgh at The Pennsylvanian](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/0729901f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

CA $1,931

per person

Jun 5 - Jun 7

found 4 hours ago

Roundtrip flight included

Montreal (YUL) to Pittsburgh (PIT)

8.2/10 Very Good! (71 reviews)

This hotel was amazing. Located in a really convenient part of Pittsburgh youre able to walk around downtown and minutes away from the casino. Our room was spacious and very clean.

Reviewed on Mar 26, 2026

![The Westin Pittsburgh, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

CA $1,440

per person

May 15 - May 17

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

8.6/10 Excellent! (1,001 reviews)

Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

![Etage Executive Living](https://images.trvl-media.com/lodging/23000000/22120000/22118100/22118076/3f15529c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Etage Executive Living

Downtown Pittsburgh

CA $1,344

per person

May 15 - May 17

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

9.2/10 Wonderful! (1,607 reviews)

Gorgeous suite. Beautifully designed, tons of space. Truly ideal. Will be back.

Reviewed on Mar 24, 2026

![Stay Pittsburgh](https://images.trvl-media.com/lodging/78000000/77870000/77861900/77861820/36fd340f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Stay Pittsburgh

Downtown Pittsburgh

CA $1,060

per person

May 15 - May 17

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

7.8/10 Good! (247 reviews)

Very quiet! Room was clean.

Reviewed on Mar 26, 2026

## Where to stay in Windgap

Find the best Windgap areas and neighborhoods for the activities you enjoy most. [Learn more about Windgap](https://expedia.ca/Pittsburgh-Windgap.dx804085477339189248)

![Downtown Pittsburgh which includes a bridge and a river or creek](https://images.trvl-media.com/place/6057662/7df71e93-fe04-46c9-a8b8-caf07e34fbb5.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(190 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)

![North Shore showing a river or creek, a bridge and a city](https://images.trvl-media.com/place/553248633938969308/c1d2f3a4-eff8-47ed-b1af-f88f96028a9d.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)

![Oakland showing an administrative buidling, heritage architecture and signage](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.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)

![View of the Strip District, from Frank Curto Park in Pittsburgh, Pennsylvania](https://images.trvl-media.com/place/6343592/dc99580f-c44b-45af-9529-30dbfbc703a3.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Strip District

4/5(1 area review)

 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. 

[Find hotel + flight trips in Strip District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Strip%20District&DestID=6343592&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![PITTSBURGH, PENNSYLVANIA, USA 4-30-2018 Mellon Park. Designed in 1929 and later donated to the city by Richard Mellon as part of his estate in the Shadyside neighborhood of the the City](https://images.trvl-media.com/place/6156339/b2f1141a-234f-4e0d-9662-7e5f7d7d28a0.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)

## Windgap Hotel Deals

![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b0ce2278_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 $186

CA $212 total

Apr 5 - Apr 6

includes taxes & fees

8.2/10 Very Good! (3,453 reviews)

Wonderful amenities and staff. I had a great time

Reviewed on Mar 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=25509&PinnedHotelID=25509&HadPinnedHotel=true&regionId=804085477339189248)

![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $254

CA $289 total

Apr 1 - Apr 2

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=2998&PinnedHotelID=2998&HadPinnedHotel=true&regionId=804085477339189248)

![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies Pittsburgh PA

Fully refundableReserve now, pay when you stay

CA $201

CA $234 total

Mar 29 - Mar 30

includes taxes & fees

8.4/10 Very Good! (1,470 reviews)

Great location. Staff were friendly and helpful.

Reviewed on Mar 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=17900777&PinnedHotelID=17900777&HadPinnedHotel=true&regionId=804085477339189248)

[See all 1,963 properties in Windgap](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&regionId=804085477339189248)

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 Windgap

![PNC Park which includes a city](https://images.trvl-media.com/place/6034814/2a1c2913-9c06-4fae-9abc-1cb74729e1af.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### PNC Park

4.5/5(69 reviews)

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)

![Mario Lemieux statue](https://images.trvl-media.com/place/2800/a1d63919-12b6-4170-9f84-3ebbdf3ed244.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### PPG Paints Arena

5/5(81 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. 

[](https://expedia.ca/PPG-Paints-Arena-Downtown-Pittsburgh.d6140367.Vacation-Attraction)

![University of Pittsburgh in Pittsburgh, PA ](https://images.trvl-media.com/place/6090505/783a779d-9b7b-411b-8978-ebc0679a7952.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### University of Pittsburgh

4.5/5(36 reviews)

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

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

### Things to do

![Pittsburgh: Museum of Illusions Entrance Ticket](https://mediaim.expedia.com/localexpert/50578729/7320642b-dd30-4e80-8314-21019365b5d8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh: Museum of Illusions Entrance Ticket

CA $40

per adult

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/pittsburgh-museum-of-illusions-entrance-ticket.a50578729.activity-details)

![Looking up to find cool details in the Downtown Skyline](https://mediaim.expedia.com/localexpert/1359315/66d0da09-7cdd-4cab-8a79-cb7588880e7f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Best of the Burgh Walking Tour of Pittsburgh

CA $45

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/best-of-the-burgh-walking-tour-of-pittsburgh.a1359315.activity-details)

![Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl](https://mediaim.expedia.com/localexpert/697587/01f6f0c7-8f7b-4459-af50-26971080b4b2.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)

[See all activities in Pittsburgh](https://expedia.ca/things-to-do/search?rid=804085477339189248)

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