Cheswick Vacations

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    Find the right fit
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    Plan, book, and manage your trip all in one place

Find the Best Cheswick Vacation Packages

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 ₩178,662 per night from Jul 15 to Jul 16
₩178,662
₩203,676 total
Jul 15 - Jul 16
includes taxes & fees
8/10 Very Good! (2,919 reviews)
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Reviewed on Jun 29, 2025

Wyndham Grand Pittsburgh Downtown
La Quinta Inn by Wyndham Pittsburgh Airport
La Quinta Inn by Wyndham Pittsburgh Airport
3 out of 5
8507 University Blvd, Coraopolis, PA
Fully refundableReserve now, pay when you stay
The price is ₩113,897 per night from Jul 7 to Jul 8
₩113,897
₩129,842 total
Jul 7 - Jul 8
includes taxes & fees
7.8/10 Good! (1,969 reviews)
"Everything was as advertised"

Reviewed on Jun 26, 2025

La Quinta Inn by Wyndham Pittsburgh Airport
Drury Plaza Hotel Pittsburgh Downtown
Drury Plaza Hotel Pittsburgh Downtown
3 out of 5
745 Grant Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ₩161,053 per night from Jul 13 to Jul 14
₩161,053
₩183,602 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (1,892 reviews)
"Great stay, and lots of perks for not being a member of this hotel brand."

Reviewed on Jun 30, 2025

Drury Plaza Hotel Pittsburgh Downtown
See all 1,828 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.

Frequently asked questions

How much does a Cheswick vacation package cost?
You'll find cheap prices 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?
January, February and March are the best times to search for cheap Cheswick vacation packages. Opting to travel in quieter months means you'll typically find better prices on flights and hotels.
How many days is enough for Cheswick?
The ideal duration for your Cheswick vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to go to all the major sights and explore some hidden spots along the way.
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.
How to plan a trip to Cheswick?

  1. Choose your dates: The things you'd like to do in Cheswick and your favorite season can help you decide when to travel.
  2. Set a budget: Consider costs like food, flights and transportation when working out how much to save for your trip to Cheswick. Then, choose a hotel that matches your budget, whether that's an affordable option or a swankier retreat.
  3. Decide how long to go away for: Now that you know more about Cheswick, you can work out the right length of your vacation. Pull together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Cheswick vacation package.

Discover the most popular places to visit in Cheswick

Oakland featuring a garden

University of Pittsburgh

4.5/5(843 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
The Gates Hillman Center is a unique building that houses the computer science program and research. I love how outside the box the building is #StunningStructures

Carnegie Mellon University

4.5/5(520 reviews)

Walk around the campus of Carnegie Mellon University, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

Carnegie Mellon University
Heinz Field which includes a lake or waterhole

Acrisure Stadium

4.5/5(998 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.