Title: Book the Best ADVENTURE Hotels in Chester in 2025 | 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) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Chester, IL from CA $130 ![](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 Hotels & Resorts for Couples Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Hotels & Resorts for Couples ![Sports facility](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/5f8a3296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/51d1c94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/96723311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/540bf915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Festus Festus 6.8/10 (901) "I really don't want to give them a lousy review because they are trying to do repairs on the building. Beds were comfy, breakfast was good, tv works, and a nice shower!" CA $114 CA $130 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Festus-Hotels-Baymont-By-Wyndham-Festus.h5523.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106060000/106052600/106052541/e186477c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106060000/106052600/106052541/c3fbac48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106060000/106052600/106052541/298cfcd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106060000/106052600/106052541/52de7a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ⚜️Rivertown Retreat⚜️ Lewis & Clark: King Bed Sleeps 4 Ste. Genevieve 10/10 Exceptional (13) "Amazing property super quiet and chill." CA $200 CA $336 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ste-Genevieve-Hotels-Rivertown-Retreat-Historic-Dufour-House-Circa-1800Downtown-District-Sleeps-4.h106052541.Hotel-Information) ![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/24000000/23140000/23139500/23139432/86d734a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23140000/23139500/23139432/81907571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23139500/23139432/f03e39eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/24000000/23140000/23139500/23139432/08a1bdfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Modern Loft In Wine Country! Ste. Genevieve 10/10 Exceptional (267) "Beautiful loft on beautiful property!" CA $208 CA $251 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ste-Genevieve-Hotels-Beautiful-Modern-Loft-In-Wine-Country.h23139432.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67140000/67135900/67135817/9f1b48ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67140000/67135900/67135817/5aaf2aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/68000000/67140000/67135900/67135817/6b5538e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67140000/67135900/67135817/w1170h1560x0y486-7708b776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doves Nest Guest House
Tranquil & Relaxing Ste. Genevieve 9.8/10 Exceptional (49) "Outstanding! I highly recommend to everyone! So well decorated with every amenity! Great location and easy walk to restaurants and activities and shopping! Great hosts!" CA $195 CA $342 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Ste-Genevieve-Hotels-Doves-Nest-Guest-Housebr-Tranquil-Relaxing.h67135817.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113890000/113885400/113885316/1b67e3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113890000/113885400/113885316/a369c401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/114000000/113890000/113885400/113885316/43749169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113890000/113885400/113885316/654d5505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside. Bloomsdale 10/10 Exceptional (5) "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! " CA $232 CA $363 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bloomsdale-Hotels-Charming-1-Bedroom-Home-In-The-Peaceful-Countryside-Of-Bloomsdale.h113885316.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77880000/77875600/77875580/5d1bb551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77880000/77875600/77875580/41637c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/78000000/77880000/77875600/77875580/53725a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77880000/77875600/77875580/3a9886e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Farm Stay Freeburg 10/10 Exceptional (42) "We had a very pleasant stay" CA $211 CA $253 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Sweet-Farm-Stay.h77875580.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91010000/91008100/91008007/2a860a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91010000/91008100/91008007/050b7ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91010000/91008100/91008007/20b831cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91010000/91008100/91008007/ff907f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home, quiet neighborhood, So. IL, close to St. Louis Red Bud 10/10 Exceptional (23) "Such a great place to stay. This house is so clean, well furnished, and beautiful." CA $284 CA $423 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Red-Bud-Hotels-Private-Home.h91008007.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39500000/39493900/39493801/bc6052c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/40000000/39500000/39493900/39493801/6cd5478f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/40000000/39500000/39493900/39493801/5c6ced68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39500000/39493900/39493801/4647849f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silo Farm Haus- located in the heart of wine country! Ste. Genevieve 10/10 Exceptional (145) "A awesome place to stay will be back" CA $336 CA $480 total includes taxes & fees Oct 27 - Oct 28 [](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=2025-10-29&endDate=2025-10-30®ionId=6139861&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Holiday Inn Express Hotel & Suites Sparta by IHG](//images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/331aa35f_y.jpg) ### Holiday Inn Express Hotel & Suites Sparta by IHG 10/10 Excellent "Highly recommend this hotel!" [](https://expedia.ca/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) ![Quality Inn Festus](//images.trvl-media.com/lodging/1000000/10000/5600/5523/a569428c_y.jpg) ### Quality Inn Festus 10/10 Excellent "Great place to stay " [](https://expedia.ca/Festus-Hotels-Baymont-By-Wyndham-Festus.h5523.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in Chester with Expedia? > Booking a hotel for couples in Chester is as simple as working out your travel dates and choosing a place that's ideal for misty-eyed lovebirds. From budget motels and all-inclusive resorts to opulent stays packed with romantic amenities, Expedia has something for all tastes. As for tempting deals? They're just a click away! ### How can I find cheap hotels for couples in Chester? > A good way to locate cheap hotels for couples in Chester is with Expedia's user-friendly filter tool. Refine your search results by amenities, star rating and budget and land awesome deals on getaways where you can bliss out with your partner. ### What is there to do in Chester near my hotel for couples? > Whatever your interests, Chester has loads to keep you occupied. [Randolph County State Recreation Area](https://www.expedia.ca/Randolph-County-State-Recreation-Area-Chester.d635036328994598912.Vacation-Attraction), [Chester Skating Rink](https://www.expedia.ca/Chester-Skating-Rink-Chester.d6183790.Vacation-Attraction) and [Elzie C. Segar Memorial Park](https://www.expedia.ca/Elzie-C-Segar-Memorial-Park-Chester.d6183802.Vacation-Attraction) are on many travelers' to-do lists. Don't miss [Mary's River Covered Bridge](https://www.expedia.ca/Marys-River-Covered-Bridge-Chester.d6183795.Vacation-Attraction), [Popeye Museum](https://www.expedia.ca/Popeye-Museum-Chester.d553248621532655787.Vacation-Attraction) and [Kaskaskia Bell](https://www.expedia.ca/Kaskaskia-Bell-Chester.d553248621532655788.Vacation-Attraction) either. 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