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 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Parking. 32.00 is steep when you are paying price for room. Booked thru third party which I didn’t know I did. Tv didn’t work. Called desk. Sent two guys up. First one had no idea what to do. Sent second guy who stated he was housekeeping. Took tv off wall and never came back. My husband fixed t.v. As it sat on counter.

Reviewed on Jul. 13, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
8/10 Very Good! (2,882 reviews)
Great stay. Location is really convenient.

Reviewed on Jul. 11, 2025

Placemakr Downtown Pittsburgh

Placemakr Downtown Pittsburgh

4 out of 5
Downtown Pittsburgh
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
7.2/10 Good! (10 reviews)
It was a difficult time getting in to park - there were no clear instructions, and their main portico was blocked off for a wedding the next day. We were let in by Valet, who wasn't supposed to let us get in until we had a code, but we couldn't park anywhere to get in to get said code. Once inside, the onsite person was friendly, but clueless. We actually had to help him check us in. A little embarrassing, but we got in. The unit was very clean! The space was perfect for our stay.

Reviewed on Jul. 7, 2025

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
9/10 Wonderful! (1,529 reviews)
It was a very cool experience staying at this historic hotel. It's in a great area. The lobby is stunning. The room we stayed in was spacious but nothing fancy. Our bed was very uncomfortable - it caved into the middle. The friendly staff gave offered us a breakfast credit for the bad sleep. Overall we would stay again.

Reviewed on Jul. 9, 2025

Renaissance Pittsburgh Hotel

Renaissance Pittsburgh Hotel

4 out of 5
Downtown Pittsburgh
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
9/10 Wonderful! (1,002 reviews)
Absolutely loved the hotel. The room was very spacious and had a fantastic view. The staff was great. The bar inside the hotel was relaxed and the bartender was awesome. There is so many dining options within walking distance from the hotel. During my stay they was doing the Picklesburgh Festival, and this did not impact my stay at all. It was a great stay, planning to do it again soon.

Reviewed on Jul. 11, 2025

Ready to book your vacation to Cheswick?

 

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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 $170 per night from Jul 16 to Jul 17
CA $170
CA $194 total
Jul 16 - Jul 17
includes taxes & fees
8/10 Very Good! (2,884 reviews)
"Great stay. Location is really convenient."

Reviewed on Jul. 11, 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 $196 per night from Jul 27 to Jul 28
CA $196
CA $224 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,534 reviews)
"Beautiful property."

Reviewed on Jul. 13, 2025

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Joinery Hotel Pittsburgh, Curio Collection by Hilton
4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Jul 20 to Jul 21
CA $173
CA $198 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,326 reviews)
"Great customer service, friendly front desk agent , he upgraded us, highly recommend"

Reviewed on Jul. 13, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,832 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

4.5/5(67 reviews)

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

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.

University of Pittsburgh
Acrisure Stadium

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.

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
JUST THE TOUR - An open top Double Decker Bus Sightseeing Tour of Pittsburgh.

JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.

CA $62
per adult
94% of travellers recommend
JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.
Happy hour cruiser

2 Hour Private Sightseeing Charter Boat Cruise

CA $527
per traveller
2 Hour Private Sightseeing Charter Boat Cruise
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 $644 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.