Title: Book the Best SHOPPING Hotels in Chester in 2026 | 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)[Chester Vacation Packages](https://expedia.ca/Chester.d6139861.Destination-Travel-Guides) ![View of a serene sunset over the Mississippi River with a bridge and a boat, Chester, United States.](https://images.trvl-media.com/place/6139861/daaedb53-d06a-4dd2-a501-e90fa192b410.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6139861/daaedb53-d06a-4dd2-a501-e90fa192b410.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chester Shopping Hotels Tonight [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels with shopping nearby ![Dining](https://images.trvl-media.com/lodging/107000000/106060000/106052600/106052541/1f2f3f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106060000/106052600/106052541/f4915375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106060000/106052600/106052541/8ecfca12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106060000/106052600/106052541/d9c7cec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ⚜️Rivertown Retreat⚜️ Lewis & Clark stayed here. King bed. Sleeps 4 [](https://www.expedia.ca/Ste-Genevieve-Hotels-Rivertown-Retreat-Historic-Dufour-House-Circa-1800Downtown-District-Sleeps-4.h106052541.Hotel-Information) Ste. Genevieve 10/10 Exceptional (21 reviews) "Great historic property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhonda R. CA $160 CA $290 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Ste-Genevieve-Hotels-Rivertown-Retreat-Historic-Dufour-House-Circa-1800Downtown-District-Sleeps-4.h106052541.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67680000/67672200/67672168/970a0e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/68000000/67680000/67672200/67672168/e8c84ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67680000/67672200/67672168/b56eb1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67680000/67672200/67672168/f8ca0077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peter Ray House [](https://www.expedia.ca/Maeystown-Hotels-Peter-Ray-House.h67672168.Hotel-Information) Maeystown 10/10 Exceptional (71 reviews) "The house was wonderful, the town was delightful, and the people were very friendly! We can’t wait for our next trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $185 CA $305 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Maeystown-Hotels-Peter-Ray-House.h67672168.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/89000000/88996300/88996203/a08b65d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/89000000/88996300/88996203/w907h683x60y0-f986d826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/89000000/88996300/88996203/w830h683x97y0-bd7b87e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/89000000/88996300/88996203/w695h683x165y0-d0f50453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Little Brick House on Main (1865)” [](https://www.expedia.ca/Ste-Genevieve-Hotels-Little-Brick-House.h88996203.Hotel-Information) Ste. Genevieve 10/10 Exceptional (65 reviews) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lettitia B. CA $163 CA $218 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Ste-Genevieve-Hotels-Little-Brick-House.h88996203.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/92000000/91900000/91894300/91894271/6d5a7bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/92000000/91900000/91894300/91894271/985bc4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91900000/91894300/91894271/a519e681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91900000/91894300/91894271/e0c73c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmstead home w/hot tub [](https://www.expedia.ca/Farmstead-Home-Whot-Tub.h91894271.Hotel-Information) Marissa 10/10 Exceptional (15 reviews) "Cozy country setting. We had everything we needed for our stay. The hosts made our it easy and enjoyable for our family of 7." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan P. CA $204 CA $379 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Farmstead-Home-Whot-Tub.h91894271.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108620000/108613200/108613112/d7e4be9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108620000/108613200/108613112/6ab4b59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/109000000/108620000/108613200/108613112/3624fba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/109000000/108620000/108613200/108613112/b4466ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Firepit, Rooftop deck, Games & Bridal Suite and right next to The Coffee Girl [](https://www.expedia.ca/Waterloo-Hotels-Firepit.h108613112.Hotel-Information) Waterloo 10/10 Exceptional (18 reviews) "Wonderful stay! Loved your place!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandy G. CA $255 CA $555 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Waterloo-Hotels-Firepit.h108613112.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113890000/113885400/113885316/190e7fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113890000/113885400/113885316/2a2e8cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113890000/113885400/113885316/77e9e934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113890000/113885400/113885316/036ff546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside. [](https://www.expedia.ca/Bloomsdale-Hotels-Charming-1-Bedroom-Home-In-The-Peaceful-Countryside-Of-Bloomsdale.h113885316.Hotel-Information) Bloomsdale 10/10 Exceptional (10 reviews) "What a beautiful fun stay that was a nice quick getaway for us! Everything was perfect from booking, to arrival, to overall stay, we had the best time! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake H. CA $247 CA $383 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Bloomsdale-Hotels-Charming-1-Bedroom-Home-In-The-Peaceful-Countryside-Of-Bloomsdale.h113885316.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39500000/39493900/39493801/e3f91198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39500000/39493900/39493801/ae350e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39500000/39493900/39493801/f85a4fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39500000/39493900/39493801/b57d6484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silo Farm Haus- located in the heart of wine country! [](https://www.expedia.ca/Ste-Genevieve-Hotels-Silo-Farm-Haus-Located-In-The-Heart-Of-Wine-Country.h39493801.Hotel-Information) Ste. Genevieve 10/10 Exceptional (150 reviews) "The craftsmanship of the silo is incredible. I highly recommend staying here. Perfect location for visiting wineries and hiking at Hawn state park. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clayton G. CA $327 CA $479 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Ste-Genevieve-Hotels-Silo-Farm-Haus-Located-In-The-Heart-Of-Wine-Country.h39493801.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11®ionId=6139861&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Baymont by Wyndham Chester IL](https://images.trvl-media.com/lodging/1000000/10000/1700/1699/19091438_y.jpg) ### Baymont by Wyndham Chester IL 10/10 Excellent "Very clean hotel and the beds were comfortable. Will definitely stay there again. Very economical!" [](https://expedia.ca/Chester-Hotels-Baymont-By-Wyndham-Chester-IL.h1699.Hotel-Information) ![Holiday Inn Express Hotel & Suites Sparta by IHG](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/331aa35f_y.jpg) ### Holiday Inn Express Hotel & Suites Sparta by IHG 10/10 Excellent "It was nice with friendly staff " [](https://expedia.ca/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) ![Baymont by Wyndham Festus](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/219ce8d0_y.jpg) ### Baymont by Wyndham Festus 10/10 Excellent "The hotel was very clean and had a nice variety for breakfast. Breakfast area was kept clean and well stocked." 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