Chester Vacations

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Find the Best Chester Vacation Packages

Chester Hotel Deals

Comfort Inn Philadelphia International Airport West

Comfort Inn Philadelphia International Airport West

3 out of 5
1300 Providence Ave, Chester, PA
Fully refundableReserve now, pay when you stay
The price is ₩148,019 per night from Aug 11 to Aug 12
₩148,019
₩161,341 total
Aug 11 - Aug 12
includes taxes & fees
7.4/10 Good! (552 reviews)
Very happy with my stay at the comfort
"Everything was very good and there was a nice little restaurant attached to the hotel that we ate at. Hospitality was awesome. Everything was clean. We were very much accommodated."

Reviewed on Jul 29, 2025

Comfort Inn Philadelphia International Airport West
Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is ₩136,939 per night from Aug 17 to Aug 18
₩136,939
₩159,356 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (4,026 reviews)
"Nice hotel, clean and convenient location."

Reviewed on Aug 1, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is ₩154,710 per night from Aug 10 to Aug 11
₩154,710
₩212,442 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,840 reviews)
"Good area and quick service"

Reviewed on Jul 30, 2025

Sonesta Philadelphia Rittenhouse Square
See all 2,896 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.

Discover the most popular places to visit in Chester

Pennsylvania Convention Center

Pennsylvania Convention Center

During your trip, find out what's happening at Pennsylvania Convention Center, a top convention center in Philadelphia. Experience the fascinating museums or attend a sporting event in this vibrant area.

Pennsylvania Convention Center
Reading Terminal Market showing city views, signage and markets

Reading Terminal Market

An enclosed market where you can sample Philly cheesesteaks, shoofly pies, soft pretzels and other local treats, or stock up on organic produce and handmade crafts.

Reading Terminal Market
King of Prussia Mall

King of Prussia Mall

During your trip to King of Prussia, you can search for that perfect souvenir at King of Prussia Mall. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

King of Prussia Mall

Frequently asked questions

How much does a Chester vacation package cost?
You'll find cheap prices on Expedia for your Chester break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Chester costs.
What are the cheapest months to go to Chester?
You can typically find lower rates and better availability in January, February and March. Check out our cheap Chester vacation packages and you could land some excellent off-season deals.
How many days is enough for Chester?
Chester vacations can be short or long, but to get a real feel for this place, we think 2 days is about right. In this timeframe, you can fit in major attractions like Harrah's Casino and Racetrack and Harrah's Casino and Racetrack and seek out some lesser-known gems. Don't miss out on cool neighborhoods such as Springfield and Collingdale either. If you plan wisely, you may even be able to take a day trip outside of Chester too.
Is it worth booking a vacation package to Chester?
Chester offers everything you need for an unforgettable trip. Begin your Chester vacation on a high note by exploring major attractions like Chester City Hall.
How to find the best Chester package deals?
Landing a cheap Chester package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most affordable Chester package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your next Chester break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Chester?
Secure incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Chester break.
How to plan a trip to Chester?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Chester.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will likely be the biggest expense during your trip to Chester.
  3. Work out your trip length: Think about how long you want to spend discovering Chester. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Chester vacation package that brings all your bookings together.

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