Title: Chester Vacation Packages 2026 from $357 | 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 $357 ## 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. ![Club Quarters Hotel Rittenhouse Square, Philadelphia](https://images.trvl-media.com/lodging/1000000/460000/451400/451351/72e477dd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Quarters Hotel Rittenhouse Square, Philadelphia Center City Save 100% on your flight $357 per person May 8 - May 11 found 1 day ago Roundtrip flight included Atlanta (ATL) to Philadelphia (PHL) 8.8/10 Excellent! (4,182 reviews) Nice room. Staff was Great Reviewed on Feb 23, 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 $1,157 per person Mar 31 - Apr 4 found 18 hours ago Roundtrip flight included Orlando (MCO) to Philadelphia (PHL) 8.8/10 Excellent! (642 reviews) Staff was very nice. Room was clean and very comfortable. Reviewed on Feb 4, 2026 ![Towneplace Suites Cranbury South Brunswick](https://images.trvl-media.com/lodging/18000000/17360000/17352500/17352449/c250df8e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Towneplace Suites Cranbury South Brunswick $424 per person Apr 8 - Apr 15 found 24 hours ago Roundtrip flight included Atlanta (ATL) to Trenton (TTN) 9.2/10 Wonderful! (481 reviews) This is the 2nd time we’ve stayed there. The rooms are clean, comfortable beds and the staff is very accommodating and friendly. Reviewed on Dec 4, 2025 ![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 $436 per person May 8 - May 11 found 1 day ago Roundtrip flight included Atlanta (ATL) to Philadelphia (PHL) 9.4/10 Exceptional! (1,515 reviews) Nice room, location Reviewed on Feb 22, 2026 ![Surrey Beach House](https://images.trvl-media.com/lodging/94000000/93060000/93056200/93056176/w1199h799x1y1-43fe59af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Surrey Beach House Save 100% on your flight $538 per person Apr 17 - Apr 23 found 1 day ago Roundtrip flight included Atlanta (ATL) to Philadelphia (PHL) 9.8/10 Exceptional! (44 reviews) It was adorable and modern and right near the beach. They also mailed me back the phone and watch chargers I left in the room, which was so great of them! Reviewed on Feb 15, 2026 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/2026-03-23/2026-03-30/?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) ### Discover the most popular places to visit in Chester ![Pennsylvania Convention Center, Philadelphia, USA](https://images.trvl-media.com/place/502278/0e6bf7fb-afe9-40c2-896b-7c5aa671957a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pennsylvania Convention Center During your trip, find out what's happening at Pennsylvania Convention Center, a top convention center in Philadelphia. Experience the acclaimed art scene or attend a sporting event in this vibrant area. [](https://expedia.com/Pennsylvania-Convention-Center-Center-City.d502278.Vacation-Attraction) ![Philadelphia_WellsFargoCenter_6078643_03](https://images.trvl-media.com/place/6078643/c1f33aaf-ddca-4587-8b58-d1bf02a29754.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Xfinity Mobile Arena Catch an event at Xfinity Mobile Arena during your trip to Philadelphia. Experience the acclaimed theater scene and fascinating museums in this vibrant area. [](https://expedia.com/Xfinity-Mobile-Arena-South-Philadelphia.d6078643.Vacation-Attraction) ![Philadelphia_UniversityofPennsylvania_502312_02](https://images.trvl-media.com/place/502312/356cb697-bffa-4a66-ac55-5cc5b618404d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Pennsylvania Explore the campus of University of Pennsylvania, during your trip to Philadelphia. Experience the acclaimed theater scene and fascinating museums in this vibrant area. [](https://expedia.com/University-Of-Pennsylvania-University-City.d502312.Vacation-Attraction) ### What to do in Chester ![Sphinx Gallery](https://mediaim.expedia.com/localexpert/2552383/6fd14894-d6a6-4ddc-8573-49bf65cf5654.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Penn Museum Admission Ticket $23 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/penn-museum-admission-ticket.a2552383.activity-details) ![Polaris Slingshot Rental-Philadelphia, PA](https://mediaim.expedia.com/localexpert/46246606/de4aed36-d870-4076-9fb6-d0269c9f88c3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Polaris Slingshot Rental-Philadelphia, PA $250 per traveler [](https://expedia.com/things-to-do/polaris-slingshot-rental-philadelphia.a46246606.activity-details) ![Philadelphia: The Franklin Institute Entry Ticket](https://mediaim.expedia.com/localexpert/49515383/e5318a2f-a73b-4cd1-ae82-ae1b87a12fc5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Philadelphia: The Franklin Institute Entry Ticket $29 per adult [](https://expedia.com/things-to-do/philadelphia-the-franklin-institute-entry-ticket.a49515383.activity-details) [See all activities in Chester](https://expedia.com/things-to-do/search?rid=7208) ## Chester Hotel Deals ![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 $111 nightly $130 total Mar 2 - Mar 3 Total with taxes and fees 8.8/10 Excellent! (2,602 reviews) Everything was wonderful the room was amazing the staff was so excellent I had a very lovely time can’t wait til come back and stay Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=201099&PinnedHotelID=201099&HadPinnedHotel=true®ionId=7208) ![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 $117 nightly $136 total Mar 16 - Mar 17 Total with taxes and fees 7.4/10 Good! (4,382 reviews) Clean, friendly Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F16%2F2026&endDate=3%2F17%2F2026&selected=24187&PinnedHotelID=24187&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 Fully refundableReserve now, pay when you stay $111 nightly $129 total Feb 24 - Feb 25 Total with taxes and fees 9/10 Wonderful! (4,383 reviews) Nice room. Staff was Great Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F24%2F2026&endDate=2%2F25%2F2026&selected=451351&PinnedHotelID=451351&HadPinnedHotel=true®ionId=7208) [See all 3,234 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F24%2F2026&endDate=2%2F25%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://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](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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