Highland Park Vacations from $230
Book a Hotel + Flight or Car together to unlock savings
Photo by Aileen R
- 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 Highland Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn Belle Vernon
Price was $288, price is now $230 per person
$230
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Pittsburgh (PIT)
7.6/10 Good! (357 reviews)
The staff were great, but the hallways smell of smoke and the rooms are quite dilapidated.
Reviewed on Dec 1, 2025
Renaissance Pittsburgh Hotel
Downtown Pittsburgh
Price was $526, price is now $407 per person
$407
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Pittsburgh (PIT)
9/10 Wonderful! (1,001 reviews)
Spotless room, great beds & linens, friendly and attentive staff. Loved the ambiance and vibe of Braddock's Rebellion too. Will definitely stay at the Renaissance Pittsburgh again.
Reviewed on Dec 7, 2025
Homewood Suites by Hilton Pittsburgh Southpointe
Price was $343, price is now $270 per person
$270
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Pittsburgh (PIT)
8.8/10 Excellent! (1,002 reviews)
Clean room, good amenities, friendly staff, no issues. Would return, especially in the summertime. Plenty of activities outside for the warm season, grills/bar/basketball court. Hot tub and pool indoors for cold season. Good breakfast until 10. 12pm checkout which felt like a perfect time.
Reviewed on Dec 7, 2025
Hilton Garden Inn Pittsburgh Area Beaver Valley, PA
Price was $338, price is now $276 per person
$276
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Pittsburgh (PIT)
9/10 Wonderful! (371 reviews)
Okay but could be better. Lotion in bathroom empty, meager amt of toilet paper, no sheets for fold out couch, duvet seemed set up wrongly for main bed, VERY low lighting in room, no comfy chair, needs another hook or two for towels. In other words things just aren’t thought out well for actual room occupation.
Reviewed on Dec 7, 2025
Villagio Boutique Hotel
North Side
Price was $341, price is now $279 per person
$279
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Pittsburgh (PIT)
9.6/10 Exceptional! (66 reviews)
I loved the colors and feel of the place. It was wonderful turning on the fireplace first thing in the morning. Made it super cozy. Ed and the staff were wonderful and very accommodating. With it being my first time in Pittsburgh, Ed was really helpful with giving us a quick run down of the area and recommended great places for us to check out. I highly recommend staying at the Paradoor and look forward to staying there in the future!
Reviewed on Dec 8, 2021
Where to stay in Highland Park
Find the best Highland Park areas and neighborhoods for the activities you enjoy most. Learn more about Highland Park
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.
Highland Park Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $137 total per night from Dec 28 to Dec 29
$137 total
Dec 28 - Dec 29
Total with taxes and fees
8.2/10 Very Good! (3,228 reviews)
The hotel was immaculate. The view was the greatest view. You can see so much then they had a SKY lounge room that you can just look out of the windows and see everything hotel was very clean very well. Kept everyone on the staff was very polite. I would definitely stay there again. They even allowed ...
Reviewed on Dec 8, 2025
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $177 total per night from Dec 21 to Dec 22
$177 total
Dec 21 - Dec 22
Total with taxes and fees
9/10 Wonderful! (1,813 reviews)
Wonderful staff and accommodations..great location especially if you plan on attending something at PPG arena
Reviewed on Dec 9, 2025
La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd Coraopolis PA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $80 total per night from Dec 18 to Dec 19
$80 total
Dec 18 - Dec 19
Total with taxes and fees
8/10 Very Good! (2,166 reviews)
I loved my stay at La Quinta. The airport shuttle service was very convenient, and the location is extremely close to the airport. The staff was friendly, the room was spacious, and the morning breakfast was fresh and enjoyable. Overall, a great and comfortable stay.
Reviewed on Dec 10, 2025
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 Highland Park
Three Rivers Heritage Trail
This path winds its way through the center of Pittsburgh and ventures into the leafy suburbs filled with parks and football fields.
PPG Paints Arena
4.5/5(596 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.
University of Pittsburgh
4.5/5(843 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.
Things to do
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
$102
per adult
Pittsburgh Steelers Football Game at Acrisure Stadium
$235
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.