Cheswick Trips (flight + hotel)

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    Better together

    Save up to P 3,118 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Cheswick

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 P7,029 per night from Jul 16 to Jul 17
P7,029
P8,013 total
Jul 16 - Jul 17
includes taxes & fees
8/10 Very Good! (2,881 reviews)
"The hotel was nice and clean and a short walking distance to the park and baseball stadium."

Reviewed on Jul 8, 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 P8,085 per night from Jul 27 to Jul 28
P8,085
P9,217 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,533 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 ..."

Reviewed on Jul 9, 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 P7,151 per night from Jul 16 to Jul 17
P7,151
P8,152 total
Jul 16 - Jul 17
includes taxes & fees
8.2/10 Very Good! (1,322 reviews)
Thank you
"Wonderful stay - great service and location!"

Reviewed on Jul 7, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,834 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.

Popular places to visit

Kennywood which includes rides

Kennywood

Open for the past 115 years, with an eclectic mix of modern rides and more traditional thrills, this amusement park clearly knows how to entertain the masses.

Kennywood

What to do in Cheswick

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

P7,716
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

P1,973
per adult
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
Pittsburgh: Evening Ghost Tour

Pittsburgh: Evening Ghost Downtown Walking Tour

P1,832
per adult
100% of travellers recommend
Pittsburgh: Evening Ghost Downtown Walking Tour
See all activities in Cheswick

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.

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