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

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 AU$180 per night from 20 July to 21 July
AU$180
20 July - 21 July
includes taxes & fees
8.6/10 Excellent! (4,036 reviews)
"Staff was very helpful. The location is excellent. Room was clean and comfortable"

Reviewed on 30 Jun. 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 AU$261 per night from 20 July to 21 July
AU$261
20 July - 21 July
includes taxes & fees
8.2/10 Very Good! (1,759 reviews)
"It was ok. The hotel could use an update. Wall paper coming off wall in bathroom, stains on carpet in room. Location is nice, close to plenty of good restaurants,"

Reviewed on 1 Jul. 2025

Sonesta Philadelphia Rittenhouse Square
Doubletree by Hilton Philadelphia Airport
Doubletree by Hilton Philadelphia Airport
4 out of 5
4509 Island Ave, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 27 July to 28 July
AU$219
27 July - 28 July
includes taxes & fees
7.2/10 Good! (3,207 reviews)
"Great place! I totally recommend"

Reviewed on 2 Jul. 2025

Doubletree by Hilton Philadelphia Airport
See all 3,009 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Discover the most popular places to visit in Chester

Philadelphia Museum of Art showing art

Philadelphia Museum of Art

4.5/5(10 reviews)

This sweeping museum is home to over 227,000 objects and hosts around 25 special exhibitions per year.

Philadelphia Museum of Art
Liberty Bell Center featuring a monument, heritage architecture and a city

Liberty Bell Center

4.5/5(14 reviews)

Displayed right in the heart of the city, this bell is one of Philadelphia’s most prized possessions.

Liberty Bell Center
Reading Terminal Market showing markets, cbd and signage

Reading Terminal Market

4.5/5(11 reviews)

When peckish in Philadelphia, this is the definitive place to stop by. Gorge on local produce like Philly cheese-steaks, Amish-style doughnuts and shoofly pie.

Reading Terminal Market

What to do in Chester

Hop-On Hop-Off bus in front of the Philadelphia Museum of Art

Philadelphia Hop-On Hop-Off Bus Tour

AU$54
per adult
86% of travellers recommend
Philadelphia Hop-On Hop-Off Bus Tour
Spirit of Philadelphia Dinner Cruise

Spirit of Philadelphia Signature Dinner Cruise

AU$212
per adult
Spirit of Philadelphia Signature Dinner Cruise
Dark Philly Adult Night Tour

Dark Philly Adult Night Tour

AU$58
per adult
96% of travellers recommend
Dark Philly Adult Night Tour
See all activities in Chester

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?

  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 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.