Chester Holidays from £784

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Your Chester Holiday

With one of our holiday packages to Chester, you'll find countless opportunities for relaxation and adventure. There's loads to experience, including its rich history and cultural experiences. Make your trip to Chester even more fun by including some sightseeing. Swarthmore College, Harrahs Casino and Racetrack and Widener University are among the big attractions you'll want to explore. Whatever your travel plans or budget, putting together a tailored Chester holiday is a cinch with Expedia.

Top Chester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
per person
10 Sept - 17 Sept
found 12 hours ago
Return direct flight included
London (LHR) to Philadelphia (PHL)
8.2/10 Very Good! (1,010 reviews)
Upon arrival we noted air conditioner was not cold. Very nice Ms. Emily helped reset and it was cold for a minute. She called engineering. We had to leave for an event and when we returned to the room much later noted it was still high 70's. Restless, hot night of sleep. The band was fabulous, all staff great especially Marie, Willie, Griffin.

Reviewed on 29 Jun 2025

The Bellevue Hotel, in The Unbound Collection by Hyatt

The Bellevue Hotel, in The Unbound Collection by Hyatt

4.5 out of 5
Center City
per person
8 Aug - 13 Aug
found 1 day ago
Return direct flight included
London (LON) to Philadelphia (PHL)
8.4/10 Very Good! (1,006 reviews)
Gorgeous hotel with great amenities

Reviewed on 22 Jun 2025

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
per person
8 Aug - 13 Aug
found 1 day ago
Return direct flight included
London (LON) to Philadelphia (PHL)
9.6/10 Exceptional! (835 reviews)
Amazing service + rooms! All staff (front desk, spa, library bar, etc…) are kind and caring 10/10 experience!

Reviewed on 3 Jul 2025

Hilton Philadelphia at Penn's Landing

Hilton Philadelphia at Penn's Landing

4 out of 5
Center City
per person
10 Sept - 17 Sept
found 12 hours ago
Return direct flight included
London (LHR) to Philadelphia (PHL)
8.2/10 Very Good! (1,146 reviews)
Great for a quick weekend getaway

Reviewed on 5 Jul 2025

Canopy by Hilton Philadelphia Center City

Canopy by Hilton Philadelphia Center City

4 out of 5
Center City
per person
8 Aug - 13 Aug
found 1 day ago
Return direct flight included
London (LON) to Philadelphia (PHL)
9.2/10 Wonderful! (1,718 reviews)
Loved the location, amenities, cleanliness.

Reviewed on 27 Jun 2025

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

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 £87 per night from 24 Jul to 25 Jul
£87
24 Jul - 25 Jul
includes taxes & fees
8.6/10 Excellent! (4,009 reviews)
"Nice, low key Rittenhouse square area hotel. Clean rooms, friendly staff."

Reviewed on 3 Jul 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 £125 per night from 20 Jul to 21 Jul
£125
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very Good! (1,759 reviews)
"Area was walkable."

Reviewed on 5 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 £105 per night from 27 Jul to 28 Jul
£105
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

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
Reading Terminal Market showing markets, city views and interior views

Reading Terminal Market

4.5/5(38 reviews)

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

What to do in Chester

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

£22
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

£44
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

£44
per adult
Center City Philadelphia Food Tour with Reading Market
See all activities in Chester

Frequently asked questions

Why should I book my Chester holiday with Expedia?
With top-value airfares, car hire and accommodation choices all in one convenient place, Expedia makes planning your Chester getaway a piece of cake. What's more, we can help you bundle your bookings into a package holiday so you can save even more. Choose from amazing stays, add your flights and/or a hire car (and maybe even some exciting tours and activities!) and score unbeatable prices. Had a change of plans? Expedia offers a flexible cancellation policy for many bookings. To learn more, visit our Customer Service Portal link.
When is the best time of year to holiday in Chester?
If you like the excitement that comes with peak season, head to Chester in May, August and October. Travelling during the quieter months of November, December and January will help you skip the crowds. To give you an idea of the type of weather you can experience, the average temperature during the day in January, the coolest month in Chester, is 0ºC. The warmest period here is July, when temperatures hit an average of 25ºC.
What is the top hotel for my holiday in Chester?
Embassy Suites Philadelphia Centre City sets the scene for an epic escape in Chester, offering all the comforts and amenities you need and more.
How do I get a cheap holiday to Chester?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, hire cars and activities --- we've got them all covered. Pick the combination that best suits you and watch your savings stack up. Of course, holidays are never one-size-fits-all. That's why we offer over 400 airlines and 321,000 properties throughout the world, so you can customise your Chester holiday your way. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Chester holiday?
There are lots of places to visit while enjoying your holiday in Chester. Swarthmore College, Harrahs Casino and Racetrack, Widener University and Ice Works Skating Complex are among this destination's best attractions.
What is the best area to stay in when on holiday in Chester?
If you plan to visit Harrahs Casino and Racetrack, maximise your time sightseeing and find somewhere to stay close by. It's one of the most popular attractions in Chester.
Do I need a visa for my Chester holiday?
Official government websites are the best source of information on visa requirements, application procedures and any supporting documentation. Your nationality and reason for your visit, whether it be for tourism or business, will determine if you need a visa for Chester. Also check that your passport is up to date and has at least six months validity remaining beyond your intended date of return. Do all your travel planning well ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Chester holiday?
Think about the types of things you'll be doing during your holiday in Chester and travel with pieces that you can mix and match. For fashion inspiration or information on any dress codes, browse style blogs or social media accounts. Check the local weather forecast so you can pack accordingly. The warmest time of year in Chester is July, with average daytime temperatures of 25ºC. If you're travelling in the coolest month of January, the mercury averages 0ºC during the day.
What does an Expedia Chester holiday include?
With Expedia, you can select any combination of hotels, flights and car hires to create your ideal Chester travel package. Once you've made your booking, simply add on the fun stuff like sightseeing tours and activities. Remember --- the more you bundle, the more pounds you'll save! Expedia features all types of properties, with the most popular in Chester being private holiday homes and apartments. With Expedia, you can expect the flexibility and freedom to design your holiday however you like.
Does Expedia offer Book Now, Pay Later Chester holidays?
Yes. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply pick the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your trip. Remember to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying just a small amount each month sounds right for you, choose this option at checkout.
  • No-deposit holidays: If not paying upfront for your trip makes pressing that "book now" button easier, opt for a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Chester Expedia holiday?
Expedia has access to more than 400 partner airlines worldwide, so you definitely can. Just select the carrier you want and put together your ideal Chester holiday.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.