Chester Holidays
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Your Chester Holiday
Select a Chester holiday package and concentrate on what's important — having fun. There's no more planning nightmares, just a lot more time to uncover the best of this awesome city, such as its rich history and cultural experiences. Swarthmore College, Harrahs Casino and Racetrack and Widener University are just a few of the many attractions you'll want to check out during your trip to Chester. Whoever you're travelling with and whatever your bank balance, your ultimate Chester holiday is just a few clicks away with Expedia.
Chester Holiday
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Philadelphia Intl. Airport (PHL) |
Population | 34,100 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Philadelphia Museum of Art, Philadelphia Zoo and Mann Centre for the Performing Arts |
Our pick of the best Chester Hotel Deals
Comfort Inn Philadelphia International Airport West
1300 Providence Ave Chester PA
Fully refundable
AU$134
1 Nov - 2 Nov
includes taxes & fees
7/10 Good! (1,216 reviews)
"Not clean. Staff not helpful"
Reviewed on 20 Oct 2026
Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
AU$233
29 Oct - 30 Oct
includes taxes & fees
9/10 Wonderful! (4,862 reviews)
"We arrived at the hotel an hour after check in, but were told we had to wait 20 minutes for the room to be ready. It ended up being 45 minutes. When the room was ready, it was the wrong room (twin beds instead of a queen). I the manager was helpful but it was overall very frustrating because we had ..."
Reviewed on 19 Oct 2026
The Windsor Suites
1700 Ben Franklin Pkwy Philadelphia PA
AU$237
29 Oct - 30 Oct
includes taxes & fees
8.8/10 Excellent! (3,346 reviews)
"The view was very lovely especially with the balcony, and the room was clean and tidy. It is spacious! The hotel is also a short walk from so many places and restaurants."
Reviewed on 20 Oct 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.
Stay near popular Chester attractions
Chester City Hall
7.8/10 (23 reviews)
Chester City Hall stands as the administrative heart of one of Pennsylvania's oldest cities. Visitors can explore its architecture and learn about local governance during regular business hours.
Subaru Park
7.0/10 (40 reviews)
Subaru Park nestles along the Delaware River, providing intimate views of Union matches beneath the Commodore Barry Bridge. Evening games showcase stunning sunsets while passionate supporters create an electric atmosphere.
Harrah's Casino and Racetrack
7.6/10 (114 reviews)
Why not roll the dice with a visit to Harrah's Casino and Racetrack during your travels in Chester? Experience the acclaimed art galleries or attend a sporting event in this walkable area.
WSFS Bank Sportsplex
Catch an event at WSFS Bank Sportsplex during your trip to Chester. Visit the casinos in this family-friendly area or simply enjoy its restaurants.
The Block Event Center at Harrahs Philadelphia
After visiting The Block Event Center at Harrahs Philadelphia, make a plan to see the other sights and activities in Chester. Visit the casinos in this family-friendly area or simply enjoy its restaurants.
Crozier Park
Crozer Park offers a tranquil urban retreat with lush greenery and well-maintained walking paths. Visitors can escape city life with a peaceful morning stroll or invigorating run through its scenic surroundings.
South Chester Market Place
This community marketplace offers a welcoming atmosphere with unique local vendors selling everything from clothing to housewares. Browse artisan goods and savour generous portions of soul food in the vibrant food court.
Veterans Memorial Park
Veterans Memorial Park honours military service with thoughtful monuments in a serene setting. Explore the peaceful grounds and well-maintained trails for a reflective experience away from Chester's urban bustle.
What to do in Chester
LEGOLAND® Discovery Center Philadelphia
AU$35
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
AU$83
per adult
82% of travellers recommend
Double Decker Hop-On Hop-Off City Sightseeing Philadelphia (1, 2, or 3-Day)
AU$69
per adult
92% of travellers recommend
Frequently asked questions
How much does a Chester holiday 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 holiday 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 holiday packages and you could land some excellent off-season deals.
How many days is enough for Chester?
Chester holidays 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 neighbourhoods 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 holiday package to Chester?
Chester offers everything you need for an unforgettable trip. Begin your Chester holiday 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 personalise 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 holiday as a package?
You can enjoy significant savings on your next Chester break by booking a personalised holiday 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 holiday 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?
- 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.
- 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.
- 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.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Chester holiday 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.
