Windgap Vacations from $416
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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
Downtown Pittsburgh
Price was $513, price is now $416 per person
$416
per person
Apr 3 - Apr 5
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,142 reviews)
Staff were outstanding, and very helpful. Pool and hot tub was nice to have, especially the hot tub. Food in the hotel restaurant was OK, but nothing spectacular.
Reviewed on Feb 6, 2026
Red Roof Inn PLUS+ Pittsburgh East - Monroeville
Save 100% on your flight
Price was $670, price is now $477 per person
$477
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Pittsburgh (PIT)
6/10 (1,007 reviews)
Convenient price?Well and nice staff and clean
Reviewed on Feb 4, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $815, price is now $631 per person
$631
per person
Apr 3 - Apr 5
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 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
Downtown Pittsburgh
Price was $648, price is now $527 per person
$527
per person
Apr 3 - Apr 5
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Very friendly staff and clean room.
Reviewed on Feb 1, 2026
Where to stay in Windgap
Find the best Windgap areas and neighborhoods for the activities you enjoy most. Learn more about Windgap
Downtown Pittsburgh
2 out of top 10 points of interest in this area
4.5/5(2,251 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.
Windgap Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $136 total per night from Feb 11 to Feb 12
$136 total
Feb 11 - Feb 12
Total with taxes and fees
8.2/10 Very Good! (3,391 reviews)
The room was very clean and all the staff was top notch for service. The valet parking was nothing more than organized chaos. There was a dance event at the hotel so that added to the loads of cars stacking up in front, but I guess if that’s all I have to point out then it wasn’t that bad. We’ll ...
Reviewed on Feb 1, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $182 total per night from Feb 12 to Feb 13
$182 total
Feb 12 - Feb 13
Total with taxes and fees
9/10 Wonderful! (1,938 reviews)
Check-in was the quickest I have ever experienced at a hotel.
Reviewed on Feb 3, 2026
La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd Coraopolis PA
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $70 total per night from Feb 22 to Feb 23
$70 total
Feb 22 - Feb 23
Total with taxes and fees
8/10 Very Good! (2,227 reviews)
All was great
Reviewed on Feb 5, 2026
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.
Discover the most popular places to visit in Windgap
University of Pittsburgh
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.
PNC Park
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
PPG Paints Arena
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.
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
$67
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
Pittsburgh: Beauty of the Burgh Bike Tour
$59
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.