Title: Chester Vacation Packages 2026 from $267 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx55634)[Hotels in Chester](https://expedia.com/Chester-Hotels.d55634.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d55634.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d55634.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d55634.Car-Rental-Guide) ![](https://images.trvl-media.com/place/55634/4f382586-01ef-4a49-a418-7d9c181425c4.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester Vacations from $267 ## Book a Hotel + Flight or Car together to unlock savings ## Your Chester Vacation Our vacation packages to Chester give you endless opportunities to delve into new sights, sounds and experiences. And with all the finer details worked out, you can breathe easy and enjoy your city escape to the fullest. You'll want to do some exploring during your trip to Chester. Carve out some time for famous attractions like [Mountaineer Casino](https://www.expedia.com/Mountaineer-Casino-New-Cumberland.d6292652.Vacation-Attraction), [The Mountaineer Race Track & Gaming Resort](https://www.expedia.com/The-Mountaineer-Race-Track-Gaming-Resort-Chester.d553248621532660254.Vacation-Attraction) and [Tomlinson Run State Park](https://www.expedia.com/Tomlinson-Run-State-Park-West-Virginia.d6295167.Vacation-Attraction). A few clicks is all it takes to create the perfect Chester vacation on Expedia. ## The Latest Chester vacation packages Price found within the past 48 hours. Click for updated prices. ![SpringHill Suites by Marriott Pittsburgh Washington](https://images.trvl-media.com/lodging/1000000/340000/330600/330586/8dec2294_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SpringHill Suites by Marriott Pittsburgh Washington $267 per person Apr 30 - May 3 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT) 7.8/10 Good! (940 reviews) The room was clean and the staff were friendly enough. I’m not sure who dropped the ball but there was a boil water in place for the whole county that our check in person was not aware of. We found out from a family member that we were there to visit. We could not use the water for coffee in the room and were told we would have to purchase bottled water. Nor was there any beverages for breakfast ( coffee, juices). We were also told no water in Pennsylvania was safe to drink. They did put up signs on the day we checked out. Reviewed on Feb 13, 2026 ![Placemakr Downtown Pittsburgh at The Pennsylvanian](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/0729901f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Downtown Pittsburgh at The Pennsylvanian Downtown Pittsburgh $663 per person Apr 17 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Pittsburgh (PIT) 7.6/10 Good! (37 reviews) Very friendly staff and clean room. Reviewed on Feb 1, 2026 ![Holiday Inn Express & Suites Pittsburgh North Shore by IHG](https://images.trvl-media.com/lodging/11000000/10920000/10914800/10914769/91dbd17d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express & Suites Pittsburgh North Shore by IHG North Shore $586 per person Apr 17 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Pittsburgh (PIT) 8.6/10 Excellent! (1,318 reviews) Clean room and polite staff Reviewed on Feb 16, 2026 ![Melwood Suites Unit 107 Studio](https://images.trvl-media.com/lodging/110000000/109310000/109302400/109302317/3e5c93f0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Melwood Suites Unit 107 Studio Oakland $358 per person Mar 20 - Mar 23 found 1 day ago Roundtrip flight included New York (NYC) to Pittsburgh (PIT) 9.6/10 Exceptional! (38 reviews) The studio itself was very nice! The only annoying thing was the outside door pin pad takes multiple tries. The room facing the street was kind of noisy in the evenings. Reviewed on Dec 2, 2025 Don't see what you're looking for? See all available trips from Boydton to Chester [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-17/2026-03-24/?FromAirport=Boydton,%20Virginia,%20United%20States%20of%20America&Destination=PIT&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_55634) ### Discover the most popular places to visit in Chester #### Mountaineer Casino Resort 4/5(56 reviews) Why not try your luck with a visit to Mountaineer Casino Resort during your time in Chester? Take some time to visit the casinos in this family-friendly area. [](https://expedia.com/Mountaineer-Casino-Resort-Chester.d553248621532660254.Vacation-Attraction) ## Chester Hotel Deals ![The Piedmont Cabin - LPM](https://images.trvl-media.com/lodging/107000000/106140000/106134400/106134341/962b85b0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Piedmont Cabin - LPM Chester WV $158 nightly $176 total Mar 1 - Mar 2 Total with taxes and fees 10/10 Exceptional! (3 reviews) Perfect place! Reviewed on Nov 30, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=106134341&PinnedHotelID=106134341&HadPinnedHotel=true®ionId=55634) ![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn by Wyndham Pittsburgh Airport 8507 University Blvd Coraopolis PA Fully refundableReserve now, pay when you stay $70 nightly $79 total Feb 24 - Feb 25 Total with taxes and fees 8/10 Very Good! (2,227 reviews) Everything was great except we never got our wake up call Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F24%2F2026&endDate=2%2F25%2F2026&selected=2472&PinnedHotelID=2472&HadPinnedHotel=true®ionId=55634) ![Hyatt Regency Pittsburgh International Airport](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/1caa2404_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Pittsburgh International Airport 710 Aviation Avenue Pittsburgh PA Fully refundableReserve now, pay when you stay $149 nightly $170 total Feb 20 - Feb 21 Total with taxes and fees 9/10 Wonderful! (1,598 reviews) Room was clean, bed very comfortable. Reviewed on Feb 14, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=464013&PinnedHotelID=464013&HadPinnedHotel=true®ionId=55634) [See all 153 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F18%2F2026&endDate=2%2F19%2F2026®ionId=55634) 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 ## Chester Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Pittsburgh Intl. Airport (PIT) | | Population | 2,500 | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Mountaineer Casino](https://www.expedia.com/Mountaineer-Casino-New-Cumberland.d6292652.Vacation-Attraction) and [The Mountaineer Race Track & Gaming Resort](https://www.expedia.com/The-Mountaineer-Race-Track-Gaming-Resort-Chester.d553248621532660254.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 [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](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? ### 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 - [Hotels near The Mountaineer Race Track & Gaming Resort ](https://www.expedia.com/The-Mountaineer-Race-Track-Gaming-Resort-Hotels.0-l553248621532660254-0.Travel-Guide-Filter-Hotels) - [Newell Hotels ](https://www.expedia.com/Newell-Hotels.d6047380.Travel-Guide-Hotels) - [Romantic Hotels in Newell ](https://www.expedia.com/Newell-Hotels-Romantic-Hotel.0-0-d6047380-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Newell ](https://www.expedia.com/Newell-Hotels-Casino-Hotel.0-0-d6047380-tCasinoHotel.Travel-Guide-Filter-Hotels) - [B&B in Newell ](https://www.expedia.com/Newell-Bed-And-Breakfast.d6047380-aaBedAndBreakfast.Travel-Guide-Accommodation) - [5 Star Hotels in Newell 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- [Newell Vacation Rentals ](https://www.expedia.com/Newell-Vacation-Rentals.d6047380.Travel-Guide-VacationRentals) - [New Cumberland Vacation Rentals ](https://www.expedia.com/New-Cumberland-Vacation-Rentals.d6295929.Travel-Guide-VacationRentals) - [Weirton Vacation Rentals ](https://www.expedia.com/Weirton-Vacation-Rentals.d7662.Travel-Guide-VacationRentals) - [Wellsburg Vacation Rentals ](https://www.expedia.com/Wellsburg-Vacation-Rentals.d172359.Travel-Guide-VacationRentals) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.