Chester Holidays from £672

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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.
SureStay Plus Hotel by Best Western McGuire AFB Jackson

SureStay Plus Hotel by Best Western McGuire AFB Jackson

£672
per person
24 Oct - 31 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Philadelphia (PHL)
7.6/10 Good! (1,013 reviews)
The rooms were good. Just a place to rest our heads. The only things was the bathroom. The shower head was spraying water out the back and getting the wall. Along with a decent crack in the tub. I will say the are in what looks like a renovation. Hopefully those items will be corrected on my next visit.

Reviewed on 24 Aug 2026

Residence Inn Cranbury South Brunswick

Residence Inn Cranbury South Brunswick

£828
per person
24 Oct - 31 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Philadelphia (PHL)
8.6/10 Excellent! (384 reviews)

Things to do near Chester

Chester, Pennsylvania, is an ideal destination for family vacations, combining city charm with outdoor activities. Visitors can explore educational attractions, enjoy shopping at local centres and malls, and experience the vibrant atmosphere. Notable activities include trips and tours showcasing Chester's history, excursions to nearby sights, and opportunities to visit the renowned Chester Racecourse for a day of excitement and leisure.

Shopping

For a delightful shopping experience, visit Qualawash - Bridgeport, just 6.4km from Chester, offering a mix of business and family vibes. If you're up for a drive, explore Reading Terminal Market and Liberty Place, both around 12 to 20.9km away, featuring vibrant city atmospheres and diverse shops.

Recreation

Experience the thrill of live sports at Lincoln Financial Field, just 17.7km from Chester. Enjoy ice skating and family fun at Ice Works Skating Complex, located 6.4km away. For a cultural escape, visit the Mann Center for the Performing Arts, 19.3km away, offering enchanting performances.

Adventure

Experience the thrill at Bridgeport Speedway, a motor racing venue located 4.8km from Chester, where the adrenaline of high-speed races awaits you. For a serene outdoor adventure, explore the John Heinz Refuge Trails Trailhead, also 4.8km away, perfect for hiking amidst beautiful scenery.

Nightlife

In Chester, Pennsylvania, experience vibrant nightlife at venues like The Grape Room and The Arts Garage. Enjoy live music, dance, and a lively atmosphere, particularly along Edgmont Avenue. The city offers a mix of pubs and bars perfect for a memorable evening out with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Chester

Chester, Pennsylvania, offers a delightful blend of family-friendly activities, urban parks, and charming neighbourhoods, making it ideal for a city-themed or outdoor holiday. Explore local attractions such as Chester Zoo and Chester Cathedral, or consider a coach holiday for a hassle-free experience. Whether you're seeking culture or a vibrant city atmosphere, Chester has something to excite every visitor.

  • Philadelphia Museum of Art: Renowned for its impressive collection spanning centuries, this art museum offers a cultural journey through masterpieces from Europe, Asia, and America. The grand architecture and scenic views of the Schuylkill River enhance the experience, making it a perfect spot for art lovers and history enthusiasts alike.
  • Rocky Steps: Famous for its iconic appearance in the Rocky films, these steps are a fun outdoor challenge for families. Climbing the steps rewards you with spectacular views of the Philadelphia skyline, and it's a great spot for memorable photos and a lively atmosphere.
  • The Mütter Museum: This unique museum features fascinating medical oddities and historic medical instruments. With its eerie yet educational exhibits, it offers an intriguing glimpse into the history of medicine, making it a must-visit for those curious about science and the human body.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January33.3°F (0.7°C)Light RainMostly SunnySlightly LowSlightly Low
February35.6°F (2.0°C)Light RainMostly SunnyAverageSlightly Low
March43.0°F (6.1°C)Light RainMostly SunnyAverageSlightly Low
April53.8°F (12.1°C)Light RainMostly SunnySlightly HighAverage
May63.7°F (17.6°C)Light RainMostly SunnyAverageSlightly High
June72.1°F (22.3°C)Light RainMostly SunnySlightly HighSlightly High
July78.1°F (25.6°C)Light RainMostly SunnySlightly HighAverage
August76.1°F (24.5°C)Light RainMostly SunnyAverageAverage
September69.6°F (20.9°C)Light RainMostly SunnyAverageAverage
October58.6°F (14.8°C)Light RainMostly SunnyAverageSlightly High
November46.8°F (8.2°C)Light RainMostly SunnySlightly LowAverage
December39.2°F (4.0°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Chester

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Chester during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

Comfort Inn Philadelphia International Airport West

Comfort Inn Philadelphia International Airport West

1300 Providence Ave Chester PA
Fully refundable
£71
14 Sept - 15 Sept
includes taxes & fees
Comfort Inn Philadelphia International Airport West
Loews Philadelphia Hotel

Loews Philadelphia Hotel

1200 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
£153
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (1,992 reviews)
"Great staff and lobby bar / restaurant"

Reviewed on 24 Aug 2026

Loews Philadelphia Hotel
Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

31 S 19th St Philadelphia PA
Fully refundableReserve now, pay when you stay
£83
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (2,414 reviews)
"Very nice stay. Rooms very clean, great hotel! Great staff. Very loud out on the streets near entrance of hotel from midnight on. People riding bikes & yelling crazy stuff all night. If you can clean that up it would be a perfect stay. Again, hotel is very nice."

Reviewed on 24 Aug 2026

Motto by Hilton Philadelphia Rittenhouse Square
See all 3,153 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.
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Where to go when
Where to go when

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.
See properties

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.
See properties

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 family-friendly area.
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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.
See properties

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.
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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.
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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.
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Ethel Waters Park

This waterfront park honours Chester native Ethel Waters, a legendary jazz and blues vocalist. Enjoy peaceful river views while community events like Tuesday evening dance sessions bring the space to life.
See properties

What to do in Chester

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

£21
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

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

£44
per adult
82% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions

Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions

£44
per adult
76% of travellers recommend
Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions
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.

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* 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.