Title: Chester County Vacation Packages & Trips 2025 | Expedia.ca [Chester County Hotels](https://expedia.ca/Destinations-In-Chester-County.d553248635976431045.Hotel-Destinations)[Vacation Rentals in Chester County](https://expedia.ca/Destinations-In-Chester-County.d553248635976431045.Vacation-Rental-Destinations)[Chester County Car Rentals](https://expedia.ca/Destinations-In-Chester-County.d553248635976431045.Car-Rental-Destinations) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 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 County Vacation Leave the planning up to us with a Chester County vacation package. With everything organized before you head off, the only thing left for you to do is relax and experience this destination's beauty and culture. A trip to Chester County offers so much to see and do. Not sure where to begin your travels? [Henderson](https://www.expedia.ca/Henderson.d8330.Destination-Travel-Guides) is one of the most popular cities to stay here. From the moment you book your Chester County vacation to the second you come back home, Expedia has your back every step of the way. ## Chester County Hotel Deals ![Americana Inn](https://images.trvl-media.com/lodging/13000000/12860000/12858400/12858310/32897fbf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Americana Inn 550 Sanford St, Henderson, TN CA $84 CA $97 total Nov 1 - Nov 2 includes taxes & fees 7.4/10 Good! (324 reviews) The room was clean and functional. Cold breakfast only. Coffee was ok Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&selected=12858310&PinnedHotelID=12858310&HadPinnedHotel=true®ionId=553248635976431045) ![Residence Inn Jackson](https://images.trvl-media.com/lodging/5000000/4400000/4390800/4390745/feec397b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Residence Inn Jackson 126 Old Medina Xing, Jackson, TN Fully refundableReserve now, pay when you stay CA $133 CA $153 total Nov 21 - Nov 22 includes taxes & fees 8.4/10 Very Good! (583 reviews) It was just ok. Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F11%2F2025&endDate=22%2F11%2F2025&selected=4390745&PinnedHotelID=4390745&HadPinnedHotel=true®ionId=553248635976431045) ![Tru By Hilton Jackson, Tn](https://images.trvl-media.com/lodging/100000000/99760000/99752100/99752038/7b06f40d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tru By Hilton Jackson, Tn 1136 Rushmeade Road, Jackson, TN Fully refundableReserve now, pay when you stay CA $125 CA $143 total Nov 23 - Nov 24 includes taxes & fees 9/10 Wonderful! (230 reviews) Very friendly Reviewed on Oct 22, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=99752038&PinnedHotelID=99752038&HadPinnedHotel=true®ionId=553248635976431045) [See all 191 properties in Chester County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=29%2F10%2F2025&endDate=30%2F10%2F2025®ionId=553248635976431045) 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. ![](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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Chester County vacation package cost? > Handcraft your Chester County vacation package from only . Choose from any combination of flights, hotels and rental cars to craft the trip of your dreams. Remember to add on some activities and experiences! ### How do I get a cheap travel package to Chester County? > Bundle your hotels and flights with Expedia to save big on your next trip. With over 550 air carriers and 1,000,000 hotel options throughout the world, your Chester County vacation package can be tailored exactly to suit your travel style. With all that extra money, why not include one or two interesting tours and experiences? It's an easy way to unlock even more bargains. The vacation you've always dreamed of in Chester County is much closer than you thought! ### What are the top hotels in Chester County? > If you're on your way to Henderson, you can't go past [Americana Inn](https://www.expedia.ca/Jackson-Hotels-Americana-Inn.h12858310.Hotel-Information) and [The Inn At Pearce Point - - A Peaceful Farm Retreat Conveniently To Henderson](https://www.expedia.ca/Jackson-Hotels-The-Inn-At-Pearce-Point-A-Peaceful-Farm-Retreat-Conveniently-To-Henderson.h34975947.Hotel-Information). Both are excellent bases for discovering this exciting Chester County city. ### How far in advance should I book my Chester County vacation? > While not all air carriers advertise tickets early, you can normally start comparing international flights on Expedia up to 12 months in advance. This is the time you'll score some fantastic deals. If you're purchasing tickets last minute, you might get lucky. Sometimes the cheapest prices emerge just weeks prior to departure. ### What does an Expedia Chester County travel package include? > With Expedia, you can select a combination of hotels, flights and car rentals to build your ideal Chester County travel package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Don't forget — the more you bundle, the more cash you'll save! ### What should I know before booking a Chester County travel package? > A travel package can be easier on the credit card than individually booking everything you need for your adventure. For example, bundle your flights, hotels and rental cars and land a great deal. Whatever sort of vacation you're planning, you'll find a package that's right for you. ### Can I choose my airline with a Chester County Expedia vacation package? > Most definitely. Expedia has more than 550 airline partners to pick from globally. With such a big range of choice, finding the ideal carrier to fly you to Chester County will be a cinch. ### If I'm not able to travel, can I cancel my Chester County vacation package? > Don't worry if you're rethinking your Chester County vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We totally get that life can sometimes throw you a curveball, so head to our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) if that occurs. When you're ready to make changes, we're here to help. ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)