Chester Holidays from £781

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

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.
Point Breeze Row
Four Seasons Hotel Philadelphia at Comcast Center
Staybridge Suites Cranbury by IHG
The Franklin on Rittenhouse, A Boutique Hotel
Philadelphia Airport Marriott

Things to do near Chester

Chester, Pennsylvania, is ideal for family outings, city adventures, and sports enthusiasts. Visitors can enjoy educational experiences, the local arena entertainment facility, and shopping areas. Key highlights include trips and tours around Chester, excursions to nearby attractions, and opportunities for sightseeing. Don't miss the Chester Racecourse for a lively day out.

Shopping

Discover Wolff's Apple House, a vibrant public market only 9.7km from Chester, where you can find local produce and unique gifts. Qualawash - Bridgeport, a family-friendly shopping centre 6.4km away, offers a variety of shops. For a broader selection, consider a trip to Sorella, just 8.0km away.

Recreation

Lincoln Financial Field, located 17.7km from Chester, offers an exhilarating sports atmosphere perfect for fans. For a thrilling adventure, visit Ice Works Skating Complex, just 6.4km away, where you can enjoy ice skating and entertainment. The Mann Center for the Performing Arts, 19.3km away, presents a cultural feast for all.

Adventure

Experience the thrill of motorsport at Bridgeport Speedway, located 4.8km from Chester, where you can enjoy high-speed races and an exhilarating atmosphere. For a scenic adventure, hike the John Heinz Refuge Trails, also 4.8km away, offering stunning outdoor views and a chance to connect with nature.

Nightlife

In Chester, Pennsylvania, explore lively nightlife at venues like The Blue Elephant and The Crooked Eye Brewery, where you can enjoy craft beers and live music. The atmosphere is vibrant, with friendly locals and a mix of bars and lounges perfect for a delightful evening out.

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

Find the best attractions near Chester

Chester, Pennsylvania, is perfect for family outings, sports vacations, and city explorations. Visitors can enjoy modern colleges, urban parks, and charming neighbourhoods, offering a blend of culture and city experiences. Key attractions include the Chester Zoo and Chester Cathedral, and consider joining a coach holiday to fully appreciate the area's highlights. Whether you're seeking family fun or a vibrant city atmosphere, Chester has something for everyone.

  • Wells Fargo Center: Located 16.1km from Chester, this vibrant arena hosts a variety of events, from thrilling sports matches to spectacular concerts. The family-friendly atmosphere, along with a range of dining options, makes it an ideal spot for an exciting day or evening out.
  • University of Pennsylvania: Situated 17.7km away, this prestigious institution boasts stunning architecture and a lively campus. Visitors can stroll through its picturesque grounds, soaking in the academic city vibes and perhaps even catching a cultural event or exhibition.
  • Rittenhouse Square: Just 19.3km from Chester, this charming neighbourhood offers a serene escape with beautiful gardens, bustling cafés, and art installations. It’s a perfect spot for leisurely walks or enjoying a picnic amidst the vibrant city atmosphere.

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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Chester.
  • 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

3 out of 5
1300 Providence Ave, Chester, PA
Fully refundableReserve now, pay when you stay
The price is £75 per night from 21 Aug to 22 Aug
£75
21 Aug - 22 Aug
includes taxes & fees
7.4/10 Good! (576 reviews)
"Our flight was delayed 13h. We arrived at 2am. The hotel managed to pickup us at the airport. Thank very much."

Reviewed on 18 Aug 2025

Comfort Inn Philadelphia International Airport West
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 £103 per night from 31 Aug to 1 Sept
£103
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (1,918 reviews)
"Pretty much the stay was great just room placement.our room was by elevator and housekeeping so it was very noisey"

Reviewed on 17 Aug 2025

Sonesta Philadelphia Rittenhouse Square
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 £72 per night from 1 Sept to 2 Sept
£72
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (4,041 reviews)
"Super nice hotel! Very well managed…staff are great, rooms very clean, great atmosphere at hotel, great location with shopping and lots of food choices in the area, Highly recommended Club Quarters if you are in Philadelphia."

Reviewed on 17 Aug 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
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

What to do 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.