Cheswick Vacation Packages
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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!
Top Cheswick Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was CA $1,255, price is now CA $1,050 per person
CA $1,050
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.4/10 Very Good! (100 reviews)
It was a little tricky finding the parking lot but once I was there the apartment was beautiful, well stocked, and very comfortable.
Reviewed on May 12, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was CA $1,662, price is now CA $1,338 per person
CA $1,338
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 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
Omni William Penn Hotel
Downtown Pittsburgh
Price was CA $1,477, price is now CA $1,192 per person
CA $1,192
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
9.2/10 Wonderful! (2,011 reviews)
Perfectly located. The rooms are spacious. Beds and linens are comfortable. Appreciate the professionalism of the staff at all the Omni hotels.
Reviewed on May 10, 2026
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $1,379, price is now CA $1,150 per person
CA $1,150
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,066 reviews)
Parking was terrible! No parking on site. They do offer shady valet parking. I refused to do valet parking based on how the works sped off in other people’s cars. Required underground parking deck parking. Not easily accessible to hotel. Which you were also changed for parking and no voucher received.
Reviewed on May 17, 2026
Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was CA $1,365, price is now CA $1,153 per person
CA $1,153
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,222 reviews)
Love Pittsburgh, super busy weekend with graduation and the marathon. Walked everywhere, weather was cool but mostly dry. Peddle pusher was a blast! Highly recommend!
Reviewed on May 14, 2026
Cheswick Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $274 per night from May 25 to May 26
CA $274
CA $312 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (3,535 reviews)
Friendly, patient and kind staff. Took time personally to help us have a great stay.
Reviewed on May 18, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from May 25 to May 26
CA $197
CA $224 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (1,727 reviews)
First and foremost, this hotel is gorgeous. It’s less than a five minute walk from your room to the casino floor, which is worlds better than major casino cities like Vegas and AC. The room was clean. I was a little bummed at the lack of a microwave for personal reasons (I have to rinse my sinuses ...
Reviewed on May 17, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $274 per night from May 24 to May 25
CA $274
CA $312 total
May 24 - May 25
includes taxes & fees
9.2/10 Wonderful! (2,001 reviews)
Ate breakfast the waiter’s name was Harris. He was amazing. Very friendly, very personable and very helpful. The hotel was a great location The only one concern I would have is at the bathrooms are extremely small
Reviewed on May 17, 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 Cheswick
PNC Park
4.5/5(69 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
University of Pittsburgh
4.5/5(36 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.
Acrisure Stadium
4.5/5(94 reviews)
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
What to do in Cheswick
Pittsburgh: Museum of Illusions Entrance Ticket
CA $40
per adult
80% of travellers recommend
New! Black & Gold Sports History Tour for Sports Fans
CA $45
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
