Title: Windgap Vacation Packages 2026 from $455 | Expedia.com

[Hotels in Windgap](https://expedia.com/Windgap-Pittsburgh-Hotels.0-n804085477339189248-0.Travel-Guide-Filter-Hotels)[Flights to Pittsburgh](https://expedia.com/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.com/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[Car Rentals in Windgap](https://expedia.com/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 Vacations from $455

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 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

## The Latest Windgap Vacation Packages

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

![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b0ce2278_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh

$455

per person

Jun 11 - Jun 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

8.2/10 Very Good! (3,437 reviews)

Front desk clerk was extremely helpful, room was affordable and clean. Looking forward to our next stay in Pittsburgh there!

Reviewed on Mar 25, 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

Save 100% on your flight

$585

per person

May 24 - May 26

found 16 hours ago

Roundtrip flight included

Boston (BOS) 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

![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

Save 100% on your flight

$1,053

per person

Jun 5 - Jun 7

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

8.2/10 Very Good! (71 reviews)

Clean room and friendly staff

Reviewed on Mar 21, 2026

![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Omni William Penn Hotel

Downtown Pittsburgh

$744

per person

Jun 11 - Jun 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

9.2/10 Wonderful! (1,967 reviews)

We got there very late so only option was to have dinner there but the dinner experience wasn’t par with the price and Hotel level.

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

$634

per person

Jun 5 - Jun 7

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

7.8/10 Good! (247 reviews)

Clean room. Good air conditioning. Clean sheets and towels. Everything was exactly as advertised.

Reviewed on Mar 11, 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.com/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(2,278 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.com/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(575 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.com/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)

![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(17 area reviews)

 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.com/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)

![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(587 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.com/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)

![South Shore showing a city, landscape views and a river or creek](https://images.trvl-media.com/place/553248634333002587/46d6c5fe-6780-4437-8b35-94be38c886fb.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Mount Washington

 Restaurant Row and scenic leafy parks lie along the ridge of a famous hill, where George Washington mapped the terrain for the British. 

[Find hotel + flight trips in Mount Washington](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Mount%20Washington&DestID=6343586&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

$129 nightly

$147 total

Apr 19 - Apr 20

Total with taxes and fees

8.2/10 Very Good! (3,449 reviews)

Lovely hotel in a great location.

Reviewed on Mar 25, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%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

$183 nightly

$209 total

Apr 1 - Apr 2

Total with taxes and fees

9.2/10 Wonderful! (1,967 reviews)

We got there very late so only option was to have dinner there but the dinner experience wasn’t par with the price and Hotel level.

Reviewed on Mar 24, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%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

$136 nightly

$155 total

Mar 29 - Mar 30

Total with taxes and fees

8.4/10 Very Good! (1,467 reviews)

Wonderful stay. Love the vibe. Great area.

Reviewed on Mar 23, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=17900777&PinnedHotelID=17900777&HadPinnedHotel=true&regionId=804085477339189248)

[See all 1,959 properties in Windgap](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F27%2F2026&endDate=3%2F28%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.com/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.com/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)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.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.com/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.com/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.com/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.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Windgap

![PNC Park showing 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(789 reviews)

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

[](https://expedia.com/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

4.5/5(607 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.com/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(856 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.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction)

### Things to do

![Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena](https://mediaim.expedia.com/localexpert/47588438/9191c759-53fb-49fa-8583-0093ee671ca3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

$84

per adult

[](https://expedia.com/things-to-do/pittsburgh-penguins-ice-hockey-game-at-ppg-paints-arena.a47588438.activity-details)

![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

$29

per adult

**80%** of travellers recommend

[](https://expedia.com/things-to-do/pittsburgh-museum-of-illusions-entrance-ticket.a50578729.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

$13

per adult

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

[See all activities in Pittsburgh](https://expedia.com/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.