Windgap Vacations from $413

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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.
Americas Best Value Inn Pittsburgh Airport
Joinery Hotel Pittsburgh, Curio Collection by Hilton
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Southpointe
Hilton Garden Inn Pittsburgh University Place

Where to stay in Windgap

Find the best Windgap areas and neighborhoods for the activities you enjoy most. Learn more about Windgap

Windgap 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
$124 nightly
The price is $141 total per night from Jul 19 to Jul 20
$141 total
Jul 19 - Jul 20
Total with taxes and fees
8.2/10 Very Good! (3,588 reviews)
"The hotel is in a very convenient location to many Pittsburgh sites: PNC Park, market square, cultural district, The Point. Our beds were comfortable and bathroom countertop was spacious. Our room was not as pictured - no privacy wall between bed and sofa sleeper. Loud squeaky door to our bathroom. ..."

Reviewed on Jun 30, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Jul 12 to Jul 13
$148 total
Jul 12 - Jul 13
Total with taxes and fees
9.4/10 Exceptional! (1,899 reviews)
"Clean room, excellent staff, and the breakfast buffet was great. Also a beautiful walk along the river to PNC Park."

Reviewed on Jun 28, 2026

The Landing Hotel at Rivers Casino
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
1100 Liberty Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $144 total per night from Jul 7 to Jul 8
$144 total
Jul 7 - Jul 8
Total with taxes and fees
8.6/10 Excellent! (146 reviews)
"Room was clean, staff was friendly, check in/out was easy, I would definitely recommend."

Reviewed on Jun 29, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian
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.

Things to do

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