Chester Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

    Plan, book, and manage your trip all in one place

Things to do near Chester

Chester, Pennsylvania, is an excellent destination for families and city enthusiasts alike, offering a variety of outdoor activities. Visitors can enjoy educational excursions, explore shopping centres and malls, and take part in organised tours. Notable attractions include the Chester Racecourse and various sightseeing opportunities that showcase the city's charm and vibrancy, making it a delightful spot for a memorable break.

Shopping

For a delightful shopping experience in Chester, visit Sorella, a charming store only 8.0km away, and Qualawash - Bridgeport, a family-friendly shopping centre just 6.4km from the city. If you're up for a drive, head to Reading Terminal Market, located 20.9km away, for a vibrant public market atmosphere.

Recreation

Citizens Bank Park, located 17.7km from Chester, offers an energetic atmosphere for sports enthusiasts. For a blend of adventure and fun, visit Ice Works Skating Complex, only 6.4km away. Experience romance and culture at the Mann Center for the Performing Arts, situated 19.3km from Chester.

Adventure

Experience the thrill of motor racing at Bridgeport Speedway, located 4.8km from Chester, where adrenaline meets speed. For a scenic adventure, explore the John Heinz Refuge Trails, also 4.8km away, offering stunning outdoor views. Alternatively, enjoy water sports at Boathouse Row, situated 19.3km from Chester.

Nightlife

In Chester, Pennsylvania, experience a vibrant nightlife with bars like The Brick, offering live music and a lively atmosphere. The Chester Waterfront provides scenic views while you enjoy dining and cocktails. Don't miss the excitement at local pubs, where you can mingle and soak in the community spirit.

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

Find the best attractions near Chester

Chester offers an ideal blend of family-friendly activities, urban exploration, and outdoor adventures. Visitors can immerse themselves in the rich culture at the Chester Cathedral, enjoy a day at Chester Zoo, or explore the charming town neighbourhoods and urban parks. Whether you’re seeking a city-themed experience or a relaxing family outing, Chester’s attractions cater to all tastes, ensuring a delightful holiday for every traveller.

  • Philadelphia Museum of Art: Renowned for its impressive collections, the Philadelphia Museum of Art offers a rich cultural experience. Marvel at masterpieces from various periods, including works by Van Gogh and Picasso, all housed in a stunning architectural setting. Don't forget to run up the iconic Rocky Steps for a photo opportunity.
  • Please Touch Museum: Perfect for families, this interactive children's museum invites young explorers to engage with hands-on exhibits that promote learning through play. From imaginative role-playing areas to creative workshops, it’s a delightful space where curiosity is encouraged.
  • The Mütter Museum: A fascinating destination for those intrigued by medical history, the Mütter Museum showcases a unique collection of anatomical specimens and medical instruments. Its intriguing exhibits provide a thought-provoking glimpse into the human body and the history of medicine.

Best time to go to Chester

The best time to visit Chester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 during the off-peak season (typically January to March) for more affordable package holidays to Chester.
  • 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.

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 S$187 per night from 2 Feb to 3 Feb
S$187
2 Feb - 3 Feb
includes taxes & fees
8.8/10 Excellent! (4,321 reviews)
N

Reviewed on 31 Jan, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
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 S$168 per night from 7 Feb to 8 Feb
S$168
7 Feb - 8 Feb
includes taxes & fees
7.4/10 Good! (4,306 reviews)
Room was decent

Reviewed on 26 Jan, 2026

Doubletree by Hilton Philadelphia Airport
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 S$162 per night from 9 Feb to 10 Feb
S$162
9 Feb - 10 Feb
includes taxes & fees
8.2/10 Very Good! (3,389 reviews)
Clean room, exceptionally friendly and helpful staff, and a great location.

Reviewed on 26 Jan, 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.