Title: Chester Vacation Packages & Trips 2026 from CA $975 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d7209.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d7209.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d7209.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chester 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 Vacation With a vacation package to Chester, say goodbye to travel planning and hello to hassle-free adventure. Every detail of your getaway has been taken care of before you go, so you can get on with experiencing this exciting city. Fill your itinerary with visits to [Chester State Park](https://www.expedia.ca/Chester-State-Park-Rock-Hill.d630146809733414912.Vacation-Attraction), [Mountain Lakes](https://www.expedia.ca/Mountain-Lakes-Rock-Hill.d553248635976196145.Vacation-Attraction) and [Chester County Historical Society Museum and Archives](https://www.expedia.ca/Chester-County-Historical-Society-Museum-And-Archives-Chester.d553248621560906806.Vacation-Attraction), some of the attractions you really should see during a trip to Chester. Expedia will help you escape your daily routine. Tailor your vacation to Chester to match your travel style, whatever that may look like. ## Top Chester Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Sleep Inn Columbia](https://images.trvl-media.com/lodging/1000000/130000/127000/126908/de238acf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sleep Inn Columbia Seven Oaks CA $975 per person Mar 16 - Mar 23 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Columbia (CAE) 8.2/10 Very Good! (1,005 reviews) Clean and friendly staff Reviewed on Feb 6, 2026 ![Graduate by Hilton Columbia SC](https://images.trvl-media.com/lodging/3000000/2520000/2515100/2515057/22f12a1f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton Columbia SC Downtown Columbia CA $1,659 per person Mar 16 - Mar 23 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Columbia (CAE) 9.4/10 Exceptional! (1,003 reviews) Genuinely nice staff Reviewed on Jan 30, 2026 ![The Westin Charlotte](https://images.trvl-media.com/lodging/1000000/900000/899300/899229/7bd67656_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Charlotte Uptown Charlotte CA $1,158 per person Mar 19 - Mar 22 found 10 hours ago Roundtrip flight included Toronto (YYZ) to Charlotte (CLT) 9/10 Wonderful! (1,000 reviews) Everything you'd hope for. Friendly and helpful staff. Rooms and hotel cleaned and well maintained. Perfect downtown location. Totally happy with stay. Reviewed on Jan 12, 2026 ![Charlotte Marriott City Center](https://images.trvl-media.com/lodging/1000000/10000/7600/7582/3ec992ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Charlotte Marriott City Center Uptown Charlotte CA $1,130 per person Mar 19 - Mar 22 found 10 hours ago Roundtrip flight included Toronto (YYZ) to Charlotte (CLT) 8.8/10 Excellent! (1,000 reviews) Staff were upbeat and friendly, even with a fire alarm in the middle of the night! Reviewed on Jan 14, 2026 ![Hilton Garden Inn Columbia Downtown, SC](https://images.trvl-media.com/lodging/20000000/19780000/19771000/19770961/e115a7d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Columbia Downtown, SC Downtown Columbia CA $1,220 per person Mar 16 - Mar 23 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Columbia (CAE) 8/10 Very Good! (427 reviews) everything was great Reviewed on Jan 26, 2026 ## Ready to book your vacation to Chester? Choose your dates ## Chester Hotel Deals ![Motel 6 Richburg, SC](https://images.trvl-media.com/lodging/1000000/430000/426000/425910/91261855_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 Richburg, SC 2912 Parkway Blvd Chester SC Fully refundableReserve now, pay when you stay CA $82 CA $92 total Feb 8 - Feb 9 includes taxes & fees 6.8/10 (344 reviews) Yes Reviewed on Jan 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=425910&PinnedHotelID=425910&HadPinnedHotel=true®ionId=7209) ![Inn Upon Moon River Plantation](https://images.trvl-media.com/lodging/17000000/16300000/16297900/16297878/46f8e26d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Inn Upon Moon River Plantation 119 Pinckney Street Chester SC CA $194 CA $212 total Feb 10 - Feb 11 includes taxes & fees 9.2/10 Wonderful! (46 reviews) Southern Charm & Hospitality I thoroughly enjoyed my stay! The House is beautiful and filled with memorabilia of great artists from the jazz and blues fields. The area is very quiet and picturesque. I look forward to my next trip up to the Chester, SC area. I highly recommend this Bed and Breakfast! Reviewed on Jul 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=16297878&PinnedHotelID=16297878&HadPinnedHotel=true®ionId=7209) ![TownePlace Suites by Marriott Charlotte Fort Mill](https://images.trvl-media.com/lodging/20000000/19690000/19682900/19682884/b571938d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### TownePlace Suites by Marriott Charlotte Fort Mill 1047 Red Ventures Drive Fort Mill SC Fully refundableReserve now, pay when you stay CA $142 CA $159 total Feb 12 - Feb 13 includes taxes & fees 8.8/10 Excellent! (824 reviews) Professional, friendly staff. Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&selected=19682884&PinnedHotelID=19682884&HadPinnedHotel=true®ionId=7209) [See all 285 properties in Chester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=7209) 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) ## 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