Chester Holidays from £863

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • 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.
Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites
Kimpton Hotel Monaco Philadelphia by IHG
Guild House Hotel
The Bellevue Hotel, in The Unbound Collection by Hyatt

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

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 £97 per night from 17 Feb to 18 Feb
£97
17 Feb - 18 Feb
includes taxes & fees
7.4/10 Good! (4,338 reviews)
Everything was great , the breakfast was fresh and good!

Reviewed on 8 Feb 2026

Doubletree by Hilton Philadelphia Airport
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 £107 per night from 4 Mar to 5 Mar
£107
4 Mar - 5 Mar
includes taxes & fees
8.8/10 Excellent! (4,341 reviews)
Very clean room and the staff are great. Super nice hotel & highly recommend

Reviewed on 6 Feb 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
Wyndham Philadelphia Historic District

Wyndham Philadelphia Historic District

3.5 out of 5
400 Arch Street Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is £93 per night from 17 Feb to 18 Feb
£93
17 Feb - 18 Feb
includes taxes & fees
8.2/10 Very Good! (3,419 reviews)
Yes

Reviewed on 6 Feb 2026

Wyndham Philadelphia Historic District
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

Explore a world of travel with Expedia

* 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.