Chester Holidays

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Top hotels in Chester

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 S$166 per night from 28 Apr to 29 Apr
S$166
includes taxes & fees
28 Apr - 29 Apr
8.6/10 Excellent! (3,952 reviews)
"Really cool hotel, about a 10min walk to Downtown."

Reviewed on 14 Apr, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
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 S$181 per night from 27 Apr to 28 Apr
S$181
includes taxes & fees
27 Apr - 28 Apr
7.2/10 Good! (2,847 reviews)
"Good stay wouldn’t recommend the buffet very basic and overpriced $16for cold $20 for both hot &cold"

Reviewed on 15 Apr, 2025

Doubletree by Hilton Philadelphia Airport
Sheraton Suites Philadelphia Airport
Sheraton Suites Philadelphia Airport
3.5 out of 5
4101b Island Ave, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is S$197 per night from 20 Apr to 21 Apr
S$197
includes taxes & fees
20 Apr - 21 Apr
8.2/10 Very Good! (1,227 reviews)
"The refrigerator in one of my rooms was not working. My room was not ready upon check in."

Reviewed on 14 Apr, 2025

Sheraton Suites Philadelphia Airport
See all 2,623 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 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.

Popular places to visit

Citizens Bank Park

Citizens Bank Park

4.5/5(10 reviews)

Catch an event at Citizens Bank Park during your trip to Philadelphia. Experience the acclaimed theatre scene and great live music in this vibrant area.

Citizens Bank Park
Philadelphia Museum of Art which includes art

Philadelphia Museum of Art

4.5/5(41 reviews)

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

Philadelphia Museum of Art
Fairmount Park

Fairmount Park

Philadelphia's premier park is bustling with greenery, public art and first-class museums.

Fairmount Park

What to do in Chester

Philadelphia: Museum of Illusions Timed Entrance Ticket

Philadelphia: Museum of Illusions Timed Entrance Ticket

S$35
per adult
98% of travellers recommend
Philadelphia: Museum of Illusions Timed Entrance Ticket
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

S$79
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

S$139
per traveller
100% of travellers recommend
Two Flight Indoor Skydiving Experience
See all activities in Chester

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.