Chester Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Bill Dillard

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 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

Find the Best Chester Vacation Packages

Chester Hotel Deals

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 ₩108,657 per night from Aug 10 to Aug 11
₩108,657
₩123,869 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (2,019 reviews)
"Fairly well kept."

Reviewed on Aug 1, 2025

La Quinta Inn by Wyndham Pittsburgh Airport
Wyndham Garden Pittsburgh Airport

Wyndham Garden Pittsburgh Airport

3 out of 5
1 Industry Lane, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ₩95,873 per night from Aug 3 to Aug 4
₩95,873
₩109,294 total
Aug 3 - Aug 4
includes taxes & fees
6.6/10 (1,017 reviews)
"Hreat"

Reviewed on Jul 27, 2025

Wyndham Garden Pittsburgh Airport
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
710 Aviation Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ₩269,557 per night from Aug 23 to Aug 24
₩269,557
₩307,295 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (1,501 reviews)
"It was expensive, but the convenience of being right in the airport was worth every penny. Made my whole travel experience 100 times better!!"

Reviewed on Aug 1, 2025

Hyatt Regency Pittsburgh International Airport
See all 135 properties in Chester
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 Chester vacation package cost?
You can grab a vacation package to this top destination on Expedia. However, how much your vacation to Chester costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Chester?
To pick up cheap Chester vacation packages, organize your getaway outside of busy periods such as school holidays. You'll generally find better availability and lower prices for hotels and flights.
How many days is enough for Chester?
The ideal length for your Chester vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to check out all the leading attractions and explore some hidden treasures along the way.
How to find the best Chester package deals?
Use Expedia's filter tool to help you find some great Chester package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Chester package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Chester vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Chester vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Chester?
If you're planning a spontaneous Chester getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Chester?

  1. Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to visit Chester.
  2. Plan your budget wisely: Besides the price of your hotel, you should factor in other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could crop up during your trip to Chester.
  3. Decide how long to go away for: Now that you know more about Chester, you can figure out the right length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, book the ideal Chester vacation package for you.

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