Cheswick Vacations from $453

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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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.4/10 Very Good! (1,334 reviews)
Great location. Wonderful staff. Stay there at least twice a year for weekend getaway.

Reviewed on Aug 6, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Highly recommend!! Rooms and bathrooms are HUGE!!

Reviewed on Aug 3, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
7.6/10 Good! (12 reviews)
Practical and accessible

Reviewed on Jul 12, 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Pittsburgh (PIT)
8.8/10 Excellent! (1,002 reviews)
excellent Gym area. Convenient

Reviewed on Aug 1, 2025

Don't see what you're looking for?
See all available trips from Columbus to Cheswick
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Discover the most popular places to visit in Cheswick

PNC Park showing a city

PNC Park

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

PNC Park
Oakland featuring a garden

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
Heinz Field which includes a lake or waterhole

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

$136
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

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

$59
per adult
100% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Cheswick

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
$134 nightly
The price is $153 total per night from Aug 17 to Aug 18
$153 total
Aug 17 - Aug 18
Total includes taxes and fees
8/10 Very Good! (2,938 reviews)
"Hotel was great.only complaint is the room smelled like a dirty fishtank"

Reviewed on Aug 4, 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
$143 nightly
The price is $163 total per night from Aug 21 to Aug 22
$163 total
Aug 21 - Aug 22
Total includes taxes and fees
9/10 Wonderful! (1,582 reviews)
"Property was great. I feel like WiFi should be included in the price of the room."

Reviewed on Aug 5, 2025

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
$130 nightly
The price is $148 total per night from Aug 24 to Aug 25
$148 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (399 reviews)
"Very convenient to UPitt and Carnegie Mellon"

Reviewed on Aug 3, 2025

Courtyard by Marriott Pittsburgh University Center
See all 1,774 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.

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Frequently asked questions

How much does a Cheswick vacation package cost?
You'll find cheap prices from $453 on Expedia for your Cheswick escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Cheswick costs.
What are the cheapest months to go to Cheswick?
November, December and January are the best times to search for cheap Cheswick vacation packages. Traveling in quieter periods means you can generally find better prices on accommodations and flights.
How many days is enough for Cheswick?
With a well-organized schedule, you can easily visit the main Cheswick sights in a few days. But if you'd like to explore off the beaten track or go on day tours, think about booking your Cheswick vacation for longer.
How to find the best Cheswick package deals?
Finding a cheap Cheswick package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most affordable Cheswick package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Cheswick vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can customize your Cheswick escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Cheswick?
If you're considering a spontaneous Cheswick vacation, 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 land terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Cheswick vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Cheswick vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.