Cheswick Vacations from $304

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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.
SpringHill Suites by Marriott Pittsburgh Washington

SpringHill Suites by Marriott Pittsburgh Washington

3 out of 5
Price was $402, price is now $304 per person
$304
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
7.8/10 Good! (926 reviews)
Staff were nice kids loved trundle bed Rooms needed maintenance

Reviewed on Sep 15, 2025

Hampton Inn & Suites Pittsburgh/Waterfront-West Homestead

Hampton Inn & Suites Pittsburgh/Waterfront-West Homestead

2.5 out of 5
West Homestead
Save 100% on your flight
Price was $630, price is now $457 per person
$457
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Pittsburgh (PIT)
7.8/10 Good! (1,001 reviews)
Another great stay @ Hampton West Homestead Waterfront

Reviewed on Sep 26, 2025

Hampton Inn Pittsburgh-Bridgeville

Hampton Inn Pittsburgh-Bridgeville

2.5 out of 5
Save 100% on your flight
Price was $527, price is now $388 per person
$388
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Pittsburgh (PIT)
9.4/10 Exceptional! (858 reviews)
Well refrigerator was unplugged. Otherwise it was good stay. The breakfast was great

Reviewed on Sep 18, 2025

461 Melwood Suites Unit 101 2Bed/2Bath

461 Melwood Suites Unit 101 2Bed/2Bath

3 out of 5
Oakland
Price was $862, price is now $654 per person
$654
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Pittsburgh (PIT)
10/10 Exceptional! (2 reviews)
Very responsive, easy access, great value.

Reviewed on Jun 14, 2025

The Colonial Mt. Lebanon by Luxe PGH

The Colonial Mt. Lebanon by Luxe PGH

3 out of 5
Mount Lebanon
Price was $674, price is now $517 per person
$517
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Pittsburgh (PIT)
2/10 (2 reviews)
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 fascinating museums 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

$174
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
Step into the shadows and discover the haunting tales of our city's past.

Pittsburgh Ghosts Steel City Haunted Tour

$32
per adult
100% of travellers recommend
Pittsburgh Ghosts Steel City Haunted 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
$151 nightly
The price is $172 total per night from Oct 13 to Oct 14
$172 total
Oct 13 - Oct 14
Total with taxes and fees
8/10 Very Good! (3,061 reviews)
"Hotel was in a great area and clean"

Reviewed on Sep 25, 2025

Wyndham Grand Pittsburgh Downtown
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
One Bigelow Square, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Oct 5 to Oct 6
$144 total
Oct 5 - Oct 6
Total with taxes and fees
8.2/10 Very Good! (1,016 reviews)
"Very attentive staff, great location, very clean"

Reviewed on Sep 21, 2025

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
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
$121 nightly
The price is $137 total per night from Oct 5 to Oct 6
$137 total
Oct 5 - Oct 6
Total with taxes and fees
8.2/10 Very Good! (1,369 reviews)
"Giant rooms, clean and comfortable."

Reviewed on Sep 23, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,740 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 $304 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.