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.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Only parking options are valet for $32 extra or park in the street on some very sketchy streets

Reviewed on Jul. 23, 2025

Placemakr Downtown Pittsburgh

Placemakr Downtown Pittsburgh

4 out of 5
Downtown Pittsburgh
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
7.2/10 Good! (10 reviews)
Practical and accessible

Reviewed on Jul. 12, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
8/10 Very Good! (2,882 reviews)
Seemed a bit worn door was very “sticky”.

Reviewed on Jul. 24, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Location, location, location. The property layout is super convenient with easy access to the convention center and local amenities. Like many properties, I felt the room was not as updated and fresh as the public areas were. Check-in was extremely fast and efficient. The value is in the proximity to the freeway and downtown life.

Reviewed on Jun. 22, 2025

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
9/10 Wonderful! (1,003 reviews)
The hotel was nice, and it was date night. The staff at check-in and check-out were knowledgeable of the area and of the hotel. This is the second time we stayed at this facility. The first time was a wedding block and this time because I found a good price on Expedia.

Reviewed on Jul. 21, 2025

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Cheswick 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
The price is CA $163 per night from Jul 27 to Jul 28
CA $163
CA $185 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (2,944 reviews)
"Staff was excellent and very friendly. They helped make a pleasant stay."

Reviewed on Jul. 22, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Aug 17 to Aug 18
CA $195
CA $223 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,563 reviews)
"Did not walk or tour immediate area."

Reviewed on Jul. 21, 2025

Omni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr, Pittsburgh, PA
The price is CA $172 per night from Aug 25 to Aug 26
CA $172
CA $197 total
Aug 25 - Aug 26
includes taxes & fees
9.4/10 Exceptional! (863 reviews)
White Sox Weekend
"Wanted to see PNC Park, so happens my White Sox were in town. Valet was great, check-in was good. Staff was very friendly and helpful. Room was comfortable, breakfast good, 15 minute walk to PNC. BY the way, on your way to the ballpark, stop in at Tequila Cowboy!"

Reviewed on Jul. 21, 2025

The Landing Hotel at Rivers Casino
See all 1,826 properties in Cheswick
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Cheswick

PNC Park which includes a city

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
University of Pittsburgh

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.

University of Pittsburgh
Acrisure Stadium

Acrisure Stadium

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium

What to do in Cheswick

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

CA $185
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $18
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

CA $81
per adult
100% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Cheswick

Frequently asked questions

How much does a Cheswick vacation package cost?
You can grab a vacation package to this top destination from CA $1,140 on Expedia. However, how much your vacation to Cheswick costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Cheswick?
You can generally find lower prices and greater availability in January, February and March. Browse our cheap Cheswick vacation packages and you could score some great off-season discounts.
How many days is enough for Cheswick?
With about 2 days, you'll have enough time to visit popular neighbourhoods like Harmarville and Verona during your Cheswick vacation. Remember to also add Hartwood Acres Mansion and Deer Lakes Park to your sightseeing itinerary. In the mood for more adventures? Consider venturing outside of Cheswick on day trips and tours.
How to find the best Cheswick package deals?
Begin your search for a Cheswick package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Cheswick package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Cheswick adventure underway.
Is it cheaper to book a Cheswick vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Cheswick vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Cheswick?
If you're considering a spur-of-the-moment Cheswick adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Cheswick?

  1. Pick your travel dates: The things you plan to do in Cheswick and your preferred season can help you decide when to travel.
  2. Set a budget: Consider costs such as flights, food and transportation when working out how much to put aside for your trip to Cheswick. Then, pick a hotel that fits your budget, whether that's an affordable option or a high-end getaway.
  3. Decide how many days away: Start by making a list of all the activities and sights you'd like to experience in Cheswick. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Cheswick vacation package.

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