Cheswick Vacations from $318
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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.
Fairmont Pittsburgh
Downtown Pittsburgh
Save 100% on your flight
Price was $1,233, price is now $879 per person
$879
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.8/10 Excellent! (1,002 reviews)
It was amazing !! The staff was incredible. Definitely would come back again to stay.
Reviewed on Feb 1, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $979, price is now $713 per person
$713
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Melwood Suites Unit 103 Studio
Oakland
Save 100% on your flight
Price was $3,498, price is now $2,591 per person
$2,591
per person
Apr 22 - Apr 26
just found
Roundtrip flight included
New York (LGA) to Pittsburgh (PIT)
8/10 Very Good! (2 reviews)
I actually got the "suite" for a family member and his sons. Unfortunately, the pre-teens became mischievous after my family member fell asleep (after a long funeral service).
Security called and texted me several times to let me know about their misbehavior.
I understood.
What I did not appreciate was the tenor of the persons tone as he threatened a few times to "call the cops," even after I assured him that I had reached my family member.
His manner was mean-spirited and ominous.
Then again, I suppose he had a right to be, considering the children's behavior and the insensitivity to other tenants.
I would not payback a steep price for the accommodations again, nor would I recommend it to others.
Reviewed on Sep 28, 2025
Discover the most popular places to visit in Cheswick
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.
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.
What to do in Cheswick
Pittsburgh Pirates Baseball Game at PNC Park
$70
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
Cheswick Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $137 total per night from Feb 12 to Feb 13
$137 total
Feb 12 - Feb 13
Total with taxes and fees
8.2/10 Very Good! (3,408 reviews)
I was given a different room from the one I booked and the front desk was kinda rude. Parking was not an option and they make no effort to inform you of this prior, but offer a costly/ pressured valet solution on arrival... Room felt like a motel 6. Very outdated and alot of things were broken. For ...
Reviewed on Feb 11, 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 18 to Feb 19
$182 total
Feb 18 - Feb 19
Total with taxes and fees
9.2/10 Wonderful! (1,937 reviews)
Room was dirty. The housekeeper was wonderful and tried to make up for it as best she could. Sofa bed was basically box springs only.. no padding at all to call a mattress. Barely got any sleep. Bathroom was small for a suite. Tons of wasted space. Could have had another bed and bathroom for the ...
Reviewed on Feb 8, 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)
Everything was great except we never got our wake up call
Reviewed on Feb 10, 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.
