Title: Book the Best Chester FAMILY FRIENDLY Hotels from CA $101 - Kid-Friendly Hotels in Chester, IL | 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://a.travel-assets.com/travel-assets-manager/bex-affinities/family_friendly.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Chester, IL from CA $101 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Family Hotels Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2025-09-26&endDate=2025-09-27&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2025-09-27&endDate=2025-09-28&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2025-09-26&endDate=2025-09-28&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Family Hotels ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/430000/426000/425932/96e79bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 Queen Bed, Non Smoking | Room amenity](https://images.trvl-media.com/lodging/1000000/430000/426000/425932/ca717d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/426000/425932/7601c384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/426000/425932/46991f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Sainte Genevieve Ste Genevieve 8.8/10 Excellent (595) "Clean, friendly, and safe." CA $106 CA $119 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Ste-Genevieve-Hotels-Microtel-Inn-Suites-By-Wyndham-Sainte-Genevieve.h425932.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/68f46185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | Room amenity](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/d42a6e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/668f3d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/1d457549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Perryville by IHG Perryville 9.4/10 Exceptional (510) "Have stayed here the past 3 years during the Laid Back on I-55 Truck Show! Great place to stay! The breakfast is fantastic!! The staff does not disappoint!! " CA $119 CA $136 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Perryville-Hotels-Holiday-Inn-Express-Suites-Perryville.h20115319.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/f824aec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/807f3a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/7f26b79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Accessible, Non Smoking (Mobility Accessible)](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/4e8bbceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Perryville Perryville 8.4/10 Very good (912) " Love the stay and staff was great " CA $101 CA $115 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Perryville-Hotels-Super-8-By-Wyndham-Perryville.h664059.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/331aa35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/0de8e5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/2383f778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/93f13efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Sparta by IHG Sparta 9.2/10 Wonderful (351) "The facility is very clean and quiet." CA $142 CA $158 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11270000/11266300/11266247/305739fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11270000/11266300/11266247/e36e32b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11270000/11266300/11266247/c924f306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11270000/11266300/11266247/d35e07fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### K-River Motel & Campground Baldwin 8.8/10 Excellent (19) "I enjoyed my stay very much. Clean room, comfortable bed, friendly staff and atmosphere. I would recommend this to anyone " CA $91 CA $101 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/Chester-Hotels-K-River-Motel-Campground.h11266247.Hotel-Information) ![Comfort Room | Private kitchen](https://images.trvl-media.com/lodging/105000000/104320000/104319800/104319742/3eb49477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/105000000/104320000/104319800/104319742/d891a6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104320000/104319800/104319742/b26d249a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room](https://images.trvl-media.com/lodging/105000000/104320000/104319800/104319742/fcf17d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Bud Country Inn Red Bud 9.0/10 Wonderful (46) "Nice staff, very clean, easy parking. " CA $124 CA $138 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Red-Bud-Hotels-Red-Bud-Country-Inn.h104319742.Hotel-Information) ![Gift shop](https://images.trvl-media.com/lodging/7000000/6060000/6058000/6057984/c29b94f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Summer Kitchen](https://images.trvl-media.com/lodging/7000000/6060000/6058000/6057984/2e949a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft Suite](https://images.trvl-media.com/lodging/7000000/6060000/6058000/6057984/bfc4ab94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![McRoberts Room](https://images.trvl-media.com/lodging/7000000/6060000/6058000/6057984/f44f88b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Corner George Inn Bed & Breakfast Maeystown 9.0/10 Wonderful (153) "Hosts were excellent, very quiet and the breakfast was wonderful" CA $158 CA $176 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Maeystown-Hotels-Corner-George-Inn-Bed-Breakfast.h6057984.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/40d21c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/97771aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/8b8e9c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/0ac21fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Perryville Perryville 6.8/10 (411) "Was a nice place." CA $100 CA $115 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/Perryville-Hotels-Days-Inn-By-Wyndham-Perryville.h10352.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112868700/112868632/28ef2038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112870000/112868700/112868632/97b2b84f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112868700/112868632/30db20b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112868700/112868632/5fb9d117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coeur de la Crème Suite at Baetje Farms Bloomsdale 10/10 Exceptional (2) "It was super cozy and relaxed, the kind of place that makes you want to slow down and just hang out. Really warm vibe, almost like a little hidden getaway" CA $139 CA $201 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Bloomsdale-Hotels-Coeur-De-La-Creme-Suite-At-Baetje-Farms.h112868632.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/43000000/42540000/42533900/42533836/2608ec7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42540000/42533900/42533836/52e075c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42540000/42533900/42533836/f5ad31e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42540000/42533900/42533836/46dd8c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Weber Farm - Enjoy a beautiful 100 acre farm! Frohna 10/10 Exceptional (30) "Hosts were great. I just wish they had a second bath or atleast a larger bathroom. " CA $174 CA $275 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h42533836.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=2025-10-10&endDate=2025-10-11®ionId=6139861&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Microtel Inn & Suites by Wyndham Sainte Genevieve](//images.trvl-media.com/lodging/1000000/430000/426000/425932/96e79bac_y.jpg) ### Microtel Inn & Suites by Wyndham Sainte Genevieve 10/10 Excellent "Nice hotel. Comfortable. Easy access to historic St. Gen. " [](https://expedia.ca/Ste-Genevieve-Hotels-Microtel-Inn-Suites-By-Wyndham-Sainte-Genevieve.h425932.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Festus - St. Louis South](//images.trvl-media.com/lodging/1000000/50000/42200/42120/1887aa70_y.jpg) ### La Quinta Inn & Suites by Wyndham Festus - St. Louis South 10/10 Excellent "Great easy place to stay. Good location." [](https://expedia.ca/Farmington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Festus-St-Louis-South.h42120.Hotel-Information) ![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 "The lighting needs improvement and the room temperature wasn't adjustable." [](https://expedia.ca/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) ![Super 8 by Wyndham Perryville](//images.trvl-media.com/lodging/1000000/670000/664100/664059/f824aec9_y.jpg) ### Super 8 by Wyndham Perryville 10/10 Excellent "The hotel is nice. Centrally located to Walmart Restaurants and Dispensary. The rooms are clean comfortable beds. The pool and gym are well maintained. The brea" [](https://expedia.ca/Perryville-Hotels-Super-8-By-Wyndham-Perryville.h664059.Hotel-Information) ![Super 8 by Wyndham Okawville](//images.trvl-media.com/lodging/1000000/460000/459800/459708/f757e9ca_y.jpg) ### Super 8 by Wyndham Okawville 10/10 Excellent "Was there for two and a half weeks! No problems!" [](https://expedia.ca/Carlyle-Lake-Hotels-Super-8-By-Wyndham-Okawville.h459708.Hotel-Information) ![Days Inn by Wyndham Perryville](//images.trvl-media.com/lodging/1000000/20000/10400/10352/f6ab26a4_y.jpg) ### Days Inn by Wyndham Perryville 10/10 Excellent "Great walking area for my dog" [](https://expedia.ca/Perryville-Hotels-Days-Inn-By-Wyndham-Perryville.h10352.Hotel-Information) ## Frequently asked questions ### What's Chester like for family-friendly vacations? > The welcoming destination of Chester is a good choice if you've been thinking about a trip with your kids. The entertainment, parks, and recreation options are just some of the things that make this the perfect spot for family trips. ### When's the best time to book a family-friendly vacation in Chester? > The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Chester is 55 inches. ### What's there to see and do with your family in Chester? > While you are vacationing in Chester, you and the family might want to see interesting spots such as Popeye Museum and Ste Genevieve Museum Learning Center. 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