Chester Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to ฿4,531 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Chester

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 ฿3,850 per night from 10 Jul to 11 Jul
฿3,850
฿5,233 total
10 Jul - 11 Jul
includes taxes & fees
8.2/10 Very Good! (1,761 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
Motto by Hilton Philadelphia Rittenhouse Square
Motto by Hilton Philadelphia Rittenhouse Square
3.5 out of 5
31 S 19th St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is ฿3,245 per night from 3 Aug to 4 Aug
฿3,245
฿3,776 total
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,466 reviews)
"Great experience."

Reviewed on 30 Jun 2025

Motto by Hilton 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 ฿3,986 per night from 27 Jul to 28 Jul
฿3,986
฿4,638 total
27 Jul - 28 Jul
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 3,017 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.

Popular places to visit

University of Pennsylvania

University of Pennsylvania

5/5(5 reviews)

Explore the campus of University of Pennsylvania, a top university in Philadelphia. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

University of Pennsylvania
Philadelphia Museum of Art showing art

Philadelphia Museum of Art

4.5/5(41 reviews)

One of the country’s largest museums, with hundreds of thousands of objects, a Rodin Museum, renowned impressionist art and a sculpture garden.

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

Liberty Bell Center

4/5(51 reviews)

Set in the historical heart of the city, this glass pavilion that houses America’s symbol of independence is one of the most visited sights in Philadelphia.

Liberty Bell Center

What to do in Chester

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

฿979
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

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

฿1,926
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

฿1,926
per adult
Center City Philadelphia Food Tour with Reading Market
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.