Cheswick Vacations from $485
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Your Cheswick Vacation
The best way to experience this unique city is with a tailor-made Cheswick vacation package. Base yourself in the neighborhood of Lawrenceville, which is great for nightlife, bars and pubs and dining or choose someplace else — our package deals are all about you. Any trip to Cheswick needs a well-thought-out itinerary. Fill yours with leading attractions like Galleria at Pittsburgh Mills, Shady Side Academy and Harmarville Blade Runners Ice Complex. Stop dreaming and start traveling. Check out the many options on Expedia today and finally put your Cheswick vacation plans into action!
The Latest Cheswick vacation packages
Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh
Downtown Pittsburgh
Price was $701, price is now $485 per person
$485
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (290 reviews)
Had an entire apartment for 1 person. Had everything necessary and highly recommend. Great communication.
Reviewed on Jun 8, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Save 100% on your flight
Price was $762, price is now $494 per person
$494
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,527 reviews)
Super decorative, cozy, and the rooms were super clean! Valet was quick and convenient!
Reviewed on Jun 8, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was $662, price is now $498 per person
$498
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.4/10 Very Good! (122 reviews)
good location, perfect for family travel
Reviewed on Jun 3, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $849, price is now $641 per person
$641
per person
Aug 15 - Aug 18
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.
Reviewed on Apr 10, 2026
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Downtown Pittsburgh
Price was $695, price is now $526 per person
$526
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (1,065 reviews)
The room was spotless. The staff were very helpful. The food the in house restaurant was great, along with the service. The parking is not the greatest because of its low capacity but there is public parking close by. When you make the right turn that takes you to the front stay to the left. There is a parking ramp that will take you down under the Steel Building that is across from the hotel. Save yourself some money.
Reviewed on Jun 8, 2026
Discover the most popular places to visit in Cheswick
PNC Park
4.5/5(790 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
Acrisure Stadium
4.5/5(1,015 reviews)
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
PPG Paints Arena
4.5/5(609 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.
What to do in Cheswick
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
80% of travellers recommend
New! Black & Gold Sports History Tour for Sports Fans
$33
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
Cheswick Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from Jul 9 to Jul 10
$141 total
Jul 9 - Jul 10
Total with taxes and fees
8.2/10 Very Good! (3,615 reviews)
"The only problem we had was that we had checked in the day before and still we’re not allowed to valet park when we got there because there was a concert that night and they were allowing random people off the street to park in the garage and not holding spaces for people that were staying at the ..."
Reviewed on Jun 8, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $194 total per night from Jun 14 to Jun 15
$194 total
Jun 14 - Jun 15
Total with taxes and fees
9.2/10 Wonderful! (2,023 reviews)
"Gorgeous hotel in the heart of down town, parking garage located directly across the street for easy safe parking, absolutely amazing stay would go back! Rooms were spotless, staff was friendly, hotel itself had plenty of options for guests to enjoy as well."
Reviewed on Jun 7, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $147 total per night from Jun 16 to Jun 17
$147 total
Jun 16 - Jun 17
Total with taxes and fees
9.4/10 Exceptional! (1,802 reviews)
"Fantastic hotel. Conveniently on the river walk. Valet parking was easy to use. Friendly staff. I wasn't a fan of the breakfast buffet but I'm usually picky."
Reviewed on Jun 9, 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.
Find the Best Cheswick Vacation Packages
Cheswick Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 1,750 |
Top Sights | Pittsburgh Zoo and PPG Aquarium, Kennywood and Sandcastle Water Park |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
