Title: Chester Vacation Packages 2026 from $487 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx7208)[Hotels in Chester](https://expedia.com/Chester-Hotels.d7208.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d7208.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d7208.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d7208.Car-Rental-Guide) ![](https://images.trvl-media.com/place/7208/940186d6-4d7c-4299-8a43-c00235fd2fd1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester Vacations from $487 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## Your Chester Vacation With one of our vacation 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](https://www.expedia.com/Swarthmore-College-Philadelphia.d502310.Vacation-Attraction), [Harrahs Casino and Racetrack](https://www.expedia.com/Harrahs-Casino-And-Racetrack-Philadelphia.d6127177.Vacation-Attraction) and [Widener University](https://www.expedia.com/Widener-University-Philadelphia.d6127183.Vacation-Attraction) are among the big attractions you'll want to explore. Whatever your travel plans or budget, putting together a tailored Chester vacation is a cinch with Expedia. ## The Latest Chester vacation packages Price found within the past 48 hours. Click for updated prices. ![Hyatt Centric Center City Philadelphia](https://images.trvl-media.com/lodging/54000000/53880000/53870800/53870723/w3838h2559x2y0-4501f684_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Centric Center City Philadelphia Center City Save 100% on your flight $487 per person May 7 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) to Philadelphia (PHL) 9.4/10 Exceptional! (1,515 reviews) Furnishings and interior design was great, front desk staff were very nice and accommodating Reviewed on Feb 16, 2026 ![Hotel Du Pont](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/21a25e35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Du Pont Downtown Wilmington Save 100% on your flight $930 per person May 15 - May 18 found 1 day ago Roundtrip flight included Dallas (DFW) to Philadelphia (PHL) 8.8/10 Excellent! (642 reviews) Staff was very nice. Room was clean and very comfortable. Reviewed on Feb 4, 2026 ![Tudor Place](https://images.trvl-media.com/lodging/104000000/103780000/103774300/103774260/f59329ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tudor Place Save 100% on your flight $752 per person Apr 4 - Apr 6 found 17 hours ago Roundtrip flight included Minneapolis (MSP) to Philadelphia (PHL) No reviews ![The Bellevue Hotel, in The Unbound Collection by Hyatt](https://images.trvl-media.com/lodging/1000000/10000/5000/4935/d9e4895c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Bellevue Hotel, in The Unbound Collection by Hyatt Center City Save 100% on your flight $783 per person Apr 16 - Apr 20 found 1 day ago Roundtrip flight included Atlanta (ATL) to Philadelphia (PHL) 8.6/10 Excellent! (1,004 reviews) The manager, the staff, the amenities were all fabulous. The front desk manager, the front desk, staff unbelievable professionalism they welcome you, they care for you. They make your stay a beautiful journey . The Health club Spa Pool all very clean, up-to-date steam room, and sauna very clean a great getaway. Reviewed on Feb 18, 2026 ![YOWIE (Hotel & Shop)](https://images.trvl-media.com/lodging/97000000/96910000/96901200/96901175/11b47a3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### YOWIE (Hotel & Shop) South Philadelphia Save 100% on your flight $730 per person May 15 - May 17 found 6 hours ago Roundtrip flight included Chicago (ORD) to Philadelphia (PHL) 9.8/10 Exceptional! (66 reviews) Lovely space to stay! Reviewed on Oct 26, 2025 Don't see what you're looking for? See all available trips from Columbus to Chester [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-18/2026-03-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ILG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_7208) ## Chester Hotel Deals ![Doubletree by Hilton Philadelphia Airport](https://images.trvl-media.com/lodging/1000000/30000/24200/24187/6b4ea3e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Doubletree by Hilton Philadelphia Airport 4509 Island Ave Philadelphia PA Fully refundableReserve now, pay when you stay $114 nightly $133 total Feb 25 - Feb 26 Total with taxes and fees 7.4/10 Good! (4,363 reviews) Enjoyed our stay very much. Reviewed on Feb 17, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F25%2F2026&endDate=2%2F26%2F2026&selected=24187&PinnedHotelID=24187&HadPinnedHotel=true®ionId=7208) ![The Windsor Suites](https://images.trvl-media.com/lodging/1000000/210000/201100/201099/c615273c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Windsor Suites 1700 Ben Franklin Pkwy Philadelphia PA $109 nightly $127 total Mar 12 - Mar 13 Total with taxes and fees 8.6/10 Excellent! (2,583 reviews) Clean, spacious room with full kitchenette. Comfy bed. Cable TV. Great coffee bar. 'Nuff said. Reviewed on Feb 14, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=201099&PinnedHotelID=201099&HadPinnedHotel=true®ionId=7208) ![Club Quarters Hotel Rittenhouse Square, Philadelphia](https://images.trvl-media.com/lodging/1000000/460000/451400/451351/72e477dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Club Quarters Hotel Rittenhouse Square, Philadelphia 1628 Chestnut St Philadelphia PA $95 nightly $111 total Feb 22 - Feb 23 Total with taxes and fees 8.8/10 Excellent! (4,351 reviews) everything was great Reviewed on Feb 16, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=451351&PinnedHotelID=451351&HadPinnedHotel=true®ionId=7208) [See all 3,245 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F19%2F2026&endDate=2%2F20%2F2026®ionId=7208) 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. ## Find the Best Chester Vacation Packages ### Things to do near Chester Chester, Pennsylvania, offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can enjoy exciting tours, explore local shopping centers and malls, and partake in outdoor fun. With options for beach vacations and excellent adventures, Chester is an ideal destination for those seeking a lively city experience while also enjoying nature. Whether you're planning a family trip or a city-themed getaway, Chester has something for everyone. **Shopping** For a unique shopping experience, check out [Sorella](https://www.expedia.com/Sorella-Philadelphia.d553248621532663439.Vacation-Attraction), just 5 miles from Chester, offering a variety of gifts. If you're up for a drive, the [Reading Terminal Market](https://www.expedia.com/Reading-Terminal-Market-Center-City.d502301.Vacation-Attraction) and [Chadds Ford Village & Barn Shops](https://www.expedia.com/Chadds-Ford-Village-Barn-Shops-Chadds-Ford.d553248635977004724.Vacation-Attraction), both 13 miles away, provide a lively atmosphere with diverse shopping options. **Recreation** Experience the excitement at [Lincoln Financial Field](https://www.expedia.com/Lincoln-Financial-Field-South-Philadelphia.d502305.Vacation-Attraction), just 11 miles away, for thrilling sports events. Enjoy skating adventures at [Ice Works Skating Complex](https://www.expedia.com/Ice-Works-Skating-Complex-Philadelphia.d6256282.Vacation-Attraction), 4 miles from Chester. For a cultural night out, visit the [Mann Center for the Performing Arts](https://www.expedia.com/Mann-Center-For-The-Performing-Arts-West-Philadelphia.d6214144.Vacation-Attraction), 12 miles away, featuring captivating performances for the whole family. **Adventure** Experience the thrill of motorsport at [Bridgeport Speedway](https://www.expedia.com/Bridgeport-Speedway-Swedesboro.d553248635936839231.Vacation-Attraction), a mere 3 miles from Chester, where high-speed racing creates an exhilarating atmosphere. For a nature-filled adventure, hike the [Underground Railroad Trail](https://www.expedia.com/Underground-Railroad-Trail-Philadelphia.d553248621532663420.Vacation-Attraction), located 6 miles away, offering stunning scenery and outdoor exploration. Don't miss the [Narberth Tennis Club](https://www.expedia.com/Narberth-Tennis-Club-Philadelphia.d553248621532663451.Vacation-Attraction), 12 miles away, for some active fun. **Nightlife** Chester's nightlife offers vibrant experiences, from lively bars to cozy lounges. Check out the Chester Waterfront for scenic views and a drink, or explore local favorites like the Blue Rose Restaurant for a relaxed vibe. Enjoy live music at venues that keep the energy high well into the night. \*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 and city-themed vacations, offering a mix of urban parks, charming neighborhoods, and modern college campuses. Visitors can explore local attractions such as the Chester Playhouse and delve into the city's rich history. Whether you're seeking cultural experiences or outdoor activities, Chester provides an engaging environment for everyone looking to enjoy a memorable getaway. - **[Wells Fargo Center: ](https://www.expedia.com/Xfinity-Mobile-Arena-South-Philadelphia.d6078643.Vacation-Attraction)** Experience thrilling sports and concerts at this vibrant arena, located 10 miles from Chester. With a lively atmosphere, it's a perfect spot for family entertainment and memorable events. - **[University of Pennsylvania: ](https://www.expedia.com/University-Of-Pennsylvania-University-City.d502312.Vacation-Attraction)** Explore the historic and modern campus of this prestigious institution, situated 11 miles away. The University offers a unique blend of academic excellence and urban energy, making it a fascinating place to visit. - **[Rittenhouse Square: ](https://www.expedia.com/Rittenhouse-Square-Center-City.d507234.Vacation-Attraction)** Stroll through this picturesque neighborhood, located 12 miles from Chester. Rittenhouse Square is known for its beautiful park, upscale shops, and lively atmosphere, perfect for a relaxing afternoon in the city. ### 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. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 33.3°F (0.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 35.6°F (2.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 43.0°F (6.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 53.8°F (12.1°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 63.7°F (17.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 72.1°F (22.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 78.1°F (25.6°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 76.1°F (24.5°C) | Light Rain | Mostly Sunny | Average | Average | | September | 69.6°F (20.9°C) | Light Rain | Mostly Sunny | Average | Average | | October | 58.6°F (14.8°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 46.8°F (8.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 39.2°F (4.0°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### 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. ## Chester Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Closest Airport | Philadelphia Intl. Airport (PHL) | | Population | 34,100 | | Max Temp Winter | 40ºF | | Max Temp Summer | 85ºF | | Top Sights | [Philadelphia Museum of Art](https://www.expedia.com/Philadelphia-Museum-Of-Art-West-Philadelphia.d502288.Vacation-Attraction), [Philadelphia Zoo](https://www.expedia.com/Philadelphia-Zoo-West-Philadelphia.d502315.Vacation-Attraction) and [Mann Center for the Performing Arts](https://www.expedia.com/Mann-Center-For-The-Performing-Arts-West-Philadelphia.d6214144.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Chester vacation package cost? ### What are the cheapest months to go to Chester? ### How many days is enough for Chester? ### Is it worth booking a vacation package to Chester? ### How to find the best Chester package deals? ### Is it cheaper to book a Chester vacation as a package? ### When to book a vacation package to Chester? ### Does Expedia offer Book Now, Pay Later Chester vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Apartments in Chester Station ](https://www.expedia.com/Chester-Station-Apartments.d6214287-aaApartments.Travel-Guide-Accommodation) - [Hotels near Chester Station ](https://www.expedia.com/Chester-Station-Hotels.d6214287.Travel-Guide-Hotels) - [Hotels near Chester City Hall ](https://www.expedia.com/Chester-City-Hall-Hotels.0-l553248635976063179-0.Travel-Guide-Filter-Hotels) - [Hotels near Harrah's Casino and Racetrack ](https://www.expedia.com/Harrahs-Casino-And-Racetrack-Hotels.0-l6127177-0.Travel-Guide-Filter-Hotels) - [Hotels near Widener University 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