Cheswick Vacations from $482
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The Inn on Negley
Shadyside
$820
per person
Dec 4 - Dec 7
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
10/10 Exceptional! (224 reviews)
So clean! A beautiful house and an amazing breakfast! Staff were wonderful. Short walk to shops and restaurants. Highly recommended.
Reviewed on Sep 23, 2026
The Maverick by Kasa
East Liberty
$755
per person
Nov 25 - Nov 28
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
9/10 Wonderful! (1,006 reviews)
As a hotel property that has been converted from a YMCA, it’s a bit quirky. First, there are very few staff on site as the hotel promotes itself as being highly automated. That meant that one of party didn’t have a working tv that was fixed upon her request. Another of our party had burned out light bulbs that also went unreplaced. The furniture in our rooms was shabby. Room cleaning service was an added cost when you requested the bed to be made, fresh towels, etc. One would expect that with few staff and services that the price would reflect those cost savings. It didn’t.
Reviewed on Sep 27, 2026
What to do in Cheswick
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
86% of travellers recommend
Pittsburgh Steelers Football Game at Acrisure Stadium
$306
per adult
Pittsburgh: Pasta Making Class With Local Chef
$75
per adult
Cheswick Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Oct 12 - Oct 13
Total with taxes and fees
Pittsburgh Marriott City Center
112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$152 nightly
$173 total
Oct 16 - Oct 17
Total with taxes and fees
8.2/10 Very Good! (1,329 reviews)
"The parking is very expensive"
Reviewed on Sep 27, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$136 nightly
$155 total
Oct 28 - Oct 29
Total with taxes and fees
9.4/10 Exceptional! (2,369 reviews)
"Great location, room and hotel were clean and comfortable. We had a river view which we enjoyed. Hotel was next door to the football stadium and a short walk to PNC baseball park. On game days golfcarts are available for hire for $5. Science museum is next door. Natl Aviary nearby. The hotel is located ..."
Reviewed on Sep 28, 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.
Find the Best Cheswick Vacation Packages
Cheswick Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 1,750 |
Top Sights | Pittsburgh Zoo and PPG Aquarium, Kennywood and Sandcastle Water Park |
More vacations you might like
Frequently asked questions
How much does a Cheswick vacation package cost?
You'll find cheap prices from $482 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.
