Title: Chester Vacation Packages & Trips 2026 from CA $971 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d6139861.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6139861.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d6139861.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6139861/daaedb53-d06a-4dd2-a501-e90fa192b410.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 Chester vacation package, say goodbye to endless planning and hello to an effortless adventure. Every detail of your escape has been taken care of before you depart, so you can spend more time experiencing this fantastic city. A trip to Chester is a wonderful opportunity to do a bit of sightseeing. Be sure to stop by well-known attractions like [Chester Skating Rink](https://www.expedia.ca/Chester-Skating-Rink-Chester.d6183790.Vacation-Attraction), [Popeye Museum](https://www.expedia.ca/Popeye-Museum-Chester.d553248621532655787.Vacation-Attraction) and [Marys River Covered Bridge](https://www.expedia.ca/Marys-River-Covered-Bridge-Chester.d6183795.Vacation-Attraction). Expedia is here to help you escape the everyday. Tailor your vacation to Chester to suit your travel style, whatever that may look like. ## Top Chester Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Forest Park Hotel by MDR](https://images.trvl-media.com/lodging/1000000/30000/22300/22298/21d70af8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Forest Park Hotel by MDR The Hill CA $971 per person May 2 - May 7 found 1 day ago Roundtrip non-stop flight included Kitchener (YKF) to St. Louis (STL) 7.6/10 Good! (1,218 reviews) The staff are always nice & welcoming. The bathtub, sink and toilet were very clean.The property is in a great location. Reviewed on Feb 22, 2026 ![Four Seasons Hotel St Louis](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/89e020ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Hotel St Louis Downtown St. Louis CA $2,101 per person May 2 - May 7 found 1 day ago Roundtrip non-stop flight included Kitchener (YKF) to St. Louis (STL) 9.4/10 Exceptional! (1,001 reviews) Great staff. Very accommodating and made our stay special Reviewed on Feb 18, 2026 ![Marriott St. Louis West](https://images.trvl-media.com/lodging/1000000/20000/17400/17345/375fc973_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott St. Louis West CA $1,180 per person May 2 - May 7 found 1 day ago Roundtrip non-stop flight included Kitchener (YKF) to St. Louis (STL) 8.6/10 Excellent! (1,000 reviews) Wonderful, courteous staff who were genuinely friendly and helpful. Complimentary water, tea, and coffee. Clean, comfortable room. Highly recommend! Reviewed on Jan 11, 2026 ![Hilton Garden Inn St. Louis Airport](https://images.trvl-media.com/lodging/3000000/2420000/2419200/2419121/40a9262b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn St. Louis Airport Berkeley CA $1,050 per person May 2 - May 7 found 1 day ago Roundtrip non-stop flight included Kitchener (YKF) to St. Louis (STL) 8.2/10 Very Good! (1,002 reviews) The room was very nice and accommodating. Please note:: not to book rooms with unruly kids😏 over handicapped rooms 😏. Our 1st night was not a peaceful one 😏. We were celebrating our 20th anniversary ☺️🥰♥️ Reviewed on Feb 15, 2026 ![Hotel Saint Louis, Autograph Collection](https://images.trvl-media.com/lodging/28000000/27480000/27478600/27478599/8a12cc18_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Saint Louis, Autograph Collection Downtown St. Louis CA $1,370 per person May 2 - May 7 found 1 day ago Roundtrip non-stop flight included Kitchener (YKF) to St. Louis (STL) 8.8/10 Excellent! (458 reviews) Friendly staff and interesting history of the building Reviewed on Feb 22, 2026 ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_6139861) ## Ready to book your vacation to Chester? Choose your dates ## Chester Hotel Deals ![Baymont by Wyndham Chester IL](https://images.trvl-media.com/lodging/1000000/10000/1700/1699/19091438_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Chester IL 2150 State Street Chester IL Fully refundableReserve now, pay when you stay CA $112 CA $124 total Mar 22 - Mar 23 includes taxes & fees 8.4/10 Very Good! (360 reviews) The rooms were extremely clean & the staff was supper attentive and nice! Reviewed on Feb 12, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=1699&PinnedHotelID=1699&HadPinnedHotel=true®ionId=6139861) ![Baymont by Wyndham Festus](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/219ce8d0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Festus 1200 W. Gannon Drive Festus MO Fully refundableReserve now, pay when you stay CA $111 CA $127 total Feb 24 - Feb 25 includes taxes & fees 6.8/10 (935 reviews) Everything was great. I enjoyed my stay Reviewed on Feb 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=5523&PinnedHotelID=5523&HadPinnedHotel=true®ionId=6139861) ### Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy 7555 State Hwy Y French Village MO CA $94 CA $160 total Feb 23 - Feb 24 includes taxes & fees 9.8/10 Exceptional! (51 reviews) My stay was amazing. I got to unplug. And the smores kit they have is AMAZINGGGG. We had an incredible stay. Were definitely coming back. Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=110550817&PinnedHotelID=110550817&HadPinnedHotel=true®ionId=6139861) [See all 162 properties in Chester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=23%2F02%2F2026&endDate=24%2F02%2F2026®ionId=6139861) 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