Find hotels in Chester, IL from $59

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Compare 147 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Baymont by Wyndham Chester IL

2.5 star property
8.6 out of 10, Excellent, (334)
"Great staff, clean rooms"
$72 nightly
The price is $80
Oct 5 - Oct 6
Total with taxes and fees
Baymont by Wyndham Chester IL

Holiday Inn Express Hotel & Suites Sparta by IHG

2.5 star property
9.2 out of 10, Wonderful, (352)
"Highly recommend this hotel!"
$114 nightly
The price is $127
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Express Hotel & Suites Sparta by IHG

The Conner House B&B

3.5 star property
10.0 out of 10, Exceptional, (18)
"Connie’s house was beautiful and historically very rich. She is so sweet and kind. Breakfast was great. Would love to come back again. "
$145 nightly
The price is $161
Oct 16 - Oct 17
Total with taxes and fees
The Conner House B&B

Briarwood Inn of Sparta

2.5 star property
7.4 out of 10, Good, (119)
"It’s the mid level hotel in town. Clean and gets the job done. "
$70 nightly
The price is $78
Oct 27 - Oct 28
Total with taxes and fees
Briarwood Inn of Sparta

Sparta Motel

2.0 star property
4.4 out of 10, (66)
"Walking distance to downtown Sparta, but property is old, unkept, in need of updates. Price charged for this kind of room is ridiculous. "
$66 nightly
The price is $73
Oct 3 - Oct 4
Total with taxes and fees
Sparta Motel

K-River Motel & Campground

2.0 star property
8.8 out of 10, Excellent, (19)
"I enjoyed my stay very much. Clean room, comfortable bed, friendly staff and atmosphere. I would recommend this to anyone "
$60 nightly
The price is $67
Nov 1 - Nov 2
Total with taxes and fees
K-River Motel & Campground

Super 8 by Wyndham Perryville

2.0 star property
8.4 out of 10, Very Good, (914)
" Love the stay and staff was great "
$72 nightly
The price is $83
Oct 9 - Oct 10
Total with taxes and fees
Super 8 by Wyndham Perryville

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

3.0 star property
8.0 out of 10, Very Good, (859)
"Great easy place to stay. Good location."
$100 nightly
The price is $115
Nov 2 - Nov 3
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Festus - St. Louis South

Microtel Inn & Suites by Wyndham Sainte Genevieve

2.5 star property
8.8 out of 10, Excellent, (597)
"Clean, friendly, and safe."
$86 nightly
The price is $95
Oct 19 - Oct 20
Total with taxes and fees
Microtel Inn & Suites by Wyndham Sainte Genevieve

Holiday Inn Express & Suites Perryville by IHG

2.5 star property
9.4 out of 10, Exceptional, (515)
"The property was well maintained. Checkin was fast and efficient. Room was clean and comfortable and pillows were great. Breakfast was good. "
$95 nightly
The price is $109
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express & Suites Perryville by IHG

Super 8 by Wyndham Waterloo

2.0 star property
7.6 out of 10, Good, (361)
"Clean room"
$69 nightly
The price is $76
Nov 2 - Nov 3
Total with taxes and fees
Super 8 by Wyndham Waterloo

Super 8 by Wyndham Okawville

2.0 star property
7.2 out of 10, Good, (303)
"Property is outdated but our stay was comfortable. Bathroom needed work. Toilet leaked and shower curtain would not stay closed. "
$63 nightly
The price is $70
Oct 26 - Oct 27
Total with taxes and fees
Super 8 by Wyndham Okawville

Quality Inn Perryville I-55

2.5 star property
6.8 out of 10, (120)
"Right town, close to enough. "
$68 nightly
The price is $77
Oct 9 - Oct 10
Total with taxes and fees
Quality Inn Perryville I-55

Triangle Inn Motel

2.0 star property
7.8 out of 10, Good, (36)
"The people there were very friendly and accommodating. If we're in that area again, we'll definitely be staying there."
$64 nightly
The price is $71
Oct 14 - Oct 15
Total with taxes and fees
Triangle Inn Motel

Corner George Inn Bed & Breakfast

2.5 star property
9.0 out of 10, Wonderful, (153)
"Hosts were excellent, very quiet and the breakfast was wonderful"
$122 nightly
The price is $136
Oct 8 - Oct 9
Total with taxes and fees
Corner George Inn Bed & Breakfast

Days Inn by Wyndham Perryville

2.0 star property
6.8 out of 10, (411)
"Was a nice place."
$71 nightly
The price is $81
Oct 5 - Oct 6
Total with taxes and fees
Days Inn by Wyndham Perryville

Red Bud Country Inn

2.5 star property
9.0 out of 10, Wonderful, (46)
"Nice staff, very clean, easy parking. "
$87 nightly
The price is $97
Nov 2 - Nov 3
Total with taxes and fees
Red Bud Country Inn

Pinckeyville Inn and Suites

2.0 star property
6.4 out of 10, (363)
"I was quoted a price of 72 dollars per night, was charged 87 dollars per night."
$53 nightly
The price is $59
Oct 6 - Oct 7
Total with taxes and fees
Pinckeyville Inn and Suites

Tiny Houses of French Village

2.5 star property
10.0 out of 10, Exceptional, (3)
"Charming property with a space for everything and everything in its place. Would not hesitate to recommend or stay again."
$297 nightly
The price is $316
Oct 9 - Oct 10
Total with taxes and fees
Tiny Houses of French Village
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.
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Stay near popular Chester attractions

Chester and related destinations

Get away to quaint Hartwell! Enjoy the local cuisine, parks, and fishing.

Top Chester Hotel Reviews

More cheap stays in Chester

More cheap stays in Chester

Hotels in Chester with star-rating

Hotels in Chester with star-rating

Find out more about Chester

Find out more about Chester

Top reasons to visit Chester

  • Outdoor Adventures: Chester is ideal for outdoor enthusiasts with activities like golfing, camping, and scenic recreational areas.
  • Historic Sites and Museums: Explore the town’s rich culture through informative displays and charming historic locations.
  • Local Wineries: Discover and taste wines at local wineries, enjoying the friendly atmosphere of the community.
  • Family-Friendly Experiences: Chester offers activities suitable for families, ensuring fun for all ages.
  • Diverse Accommodations: Choose from a range of hotels and motels, including pet-friendly options and those welcoming the LGBTQIA community.

Find great hotels in and around Chester

Explore a range of hotel accommodations in Chester, Illinois, where you'll find options catering to both business travelers and vacationers. From pet-friendly motels to welcoming hotels for the LGBTQIA community, Chester offers a variety of choices to suit your needs. Discover the best hotels through reviews and ratings, ensuring a comfortable and enjoyable stay in this charming riverside town.

  • Super 8 by Wyndham Perryville: Located 15 miles from Chester, Super 8 by Wyndham Perryville is an ideal choice for business travelers seeking a pet-friendly environment. This motel combines practicality with comfort, offering essential amenities like a business center and meeting room to facilitate work-related needs. Guests appreciate the welcoming atmosphere that accommodates their furry companions, with specific pet policies in place. Enjoy a hassle-free stay at this value-driven lodge that caters to both professional and personal needs.
  • Holiday Inn Express & Suites Perryville by IHG: Situated 15 miles from Chester, Holiday Inn Express & Suites Perryville by IHG is a contemporary hotel that welcomes LGBTQIA travelers and those on business trips. This property features accessible business amenities, including a well-equipped business center and meeting room, making it a prime choice for corporate guests. The hotel’s commitment to inclusivity is highlighted by its affiliation with LGBTQI travel guides, ensuring a comfortable and affirming experience for all guests. Enjoy modern comforts and a friendly atmosphere during your stay.
  • Baymont by Wyndham Chester IL: Right in the heart of Chester, Baymont by Wyndham Chester IL is a fantastic spot for business travelers who also want to bring their pets along. With convenient amenities like a 24-hour business center and a regular business center, this hotel caters to all your work-related needs. It allows pets, ensuring that your furry friends are welcome, too, with specific policies in place. Guests rave about the hotel’s friendly service and comfortable accommodations, making it a great choice for both productivity and relaxation.

Where to stay near Chester

Chester, Illinois, offers a delightful mix of outdoor adventures and scenic beauty, perfect for a leisurely getaway. Explore local wineries and enjoy the friendly atmosphere of top neighborhoods. Whether you're seeking family-friendly activities or a winter wonderland experience, Chester provides a charming backdrop for unforgettable excursions. Embrace the warmth of the community and discover the best of what this vibrant city has to offer during your vacation.

  • Ste Genevieve: Located 13 miles from Chester, Ste Genevieve is a charming city perfect for outdoor enthusiasts and couples seeking a romantic getaway. With a steady flow of visitors year-round, the peak travel season is from July to September. This area is known for its recreational activities, including campgrounds and beautiful parks. Local highlights include a national state park and a picturesque lake, ideal for hiking, picnicking, or simply enjoying nature. Whether you're attending an event at the conference venue or immersing yourself in local entertainment, Ste Genevieve offers a delightful experience for all.
  • Menard: Just 5 miles from Chester, Menard is a quaint village that attracts travelers looking for scenic beauty and outdoor adventures. The village sees visitors throughout the year, with peak seasons in June to July and November. Menard's recreational areas are perfect for outdoor activities, and the nearby lake, caves, and parks provide ample opportunities for exploration. Whether you're hiking through lush landscapes or enjoying a peaceful day by the water, Menard is a picturesque destination for a relaxing getaway.
  • Kaskaskia: Also located 5 miles from Chester, Kaskaskia is a village that offers a blend of outdoor scenery and adventure. The travel experience here is consistent throughout the year, with peak visits in June to July and November. Kaskaskia features recreational areas and a variety of shopping options, from shopping centers to local boutiques. Visitors can explore the nearby historic sites, a national state park, and tranquil lakes, making it an ideal spot for those looking to combine adventure with a touch of history.

Things to do near Chester

Chester, Illinois, is perfect for outdoor enthusiasts and adventure seekers. Enjoy activities like golfing at local courses, exploring recreational areas, and taking advantage of camping opportunities. With outdoor seating available, you can relax and soak in the scenic beauty. Don't miss the informative displays that offer insights into the area's history and culture, ensuring a memorable stay in this charming town.

Shopping

Chester offers charming local shops like the Chester Village Market for unique gifts and souvenirs. If you're up for a drive, check out the larger shopping centers in nearby communities, such as the West Park Mall in Cape Girardeau, for a wider selection of stores.

Recreation

At Sparta Country Club, indulge in upscale amenities and serene surroundings for a rejuvenating experience. Perryville Country Club offers an active retreat with outdoor sports and golfing amidst beautiful landscapes. For a nature escape, the Illinois Caverns State Natural Area provides tranquility and relaxation in a stunning natural setting.

Adventure

At the World Shooting and Recreational Complex, located 19 miles from Chester, thrill-seekers can enjoy trap shooting and archery in a spacious setting. For hiking enthusiasts, the Little Grand Canyon Trail Trailhead, situated 28 miles away, offers breathtaking views and an invigorating outdoor experience amidst nature.

Nightlife

Chester offers a charming nightlife with cozy bars and local eateries. Enjoy live music at the historic Chester Music Hall or unwind with friends at the Riverside Bar & Grill, where the atmosphere is relaxed and inviting, perfect for a memorable evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chester

To save money on your trip to Chester, consider visiting during the cheaper months of January to February or November, and aim for a Wednesday stay to avoid higher weekend rates. Use Expedia’s search tool to compare prices, filter for eco-friendly hotels, and book package deals that combine flights and accommodations for extra savings. Joining the One Key membership can provide exclusive discounts and earn you OneKeyCash for future bookings. Additionally, explore free local attractions and utilize Chester's affordable public transport options to keep costs down.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are January to February and November, where the prices are slightly lower. This is in comparison to April to May and July, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Wednesday. The most expensive day to stay in Chester is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool makes it easy for you to choose your budget, preferred destination, and additional preferences. You can arrange your results to display prices from lowest to highest, so you can find the most affordable hotels right away. Additionally, you can refine your search by hotel category; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chester with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in Chester

Chester, Illinois, is perfect for outdoor enthusiasts and adventure seekers. Visitors can explore historic sites and museums that reflect the town's rich culture. Enjoy family-friendly experiences while soaking in the scenic views that Chester has to offer. Whether you're wandering through charming historic places or engaging in outdoor activities, Chester provides a delightful mix of adventure and history for every traveler.

  • Fort Kaskaskia: Explore this historic fort that played a vital role during the American Revolutionary War. Nestled on a bluff overlooking the Mississippi River, it offers stunning views and a glimpse into early American military life, complete with informative exhibits and reenactments.
  • Popeye Museum: Dive into the whimsical world of Popeye, the beloved cartoon character. This charming museum showcases memorabilia and art related to Popeye and the artist Elzie Crisler Segar, providing a delightful experience for fans of all ages.
  • Kaskaskia Bell: Visit this historic bell, a symbol of the former town of Kaskaskia. It has an intriguing history tied to the region's early settlers and stands as a testament to the area's rich cultural heritage.

Best time to go to Chester

The best time to visit Chester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.9°F (0.5°C)Light RainMostly SunnySlightly LowSlightly Low
February36.0°F (2.2°C)Light RainMostly SunnySlightly LowSlightly Low
March46.9°F (8.3°C)Light RainMostly SunnyAverageAverage
April56.1°F (13.4°C)Light RainMostly SunnyAverageSlightly High
May66.0°F (18.9°C)Light RainMostly SunnyAverageSlightly High
June75.4°F (24.1°C)Light RainMostly SunnySlightly HighAverage
July78.1°F (25.6°C)Light RainMostly SunnySlightly HighSlightly High
August76.1°F (24.5°C)Light RainMostly SunnySlightly HighAverage
September70.2°F (21.2°C)Light RainMostly SunnyAverageAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November46.2°F (7.9°C)Light RainMostly SunnyAverageSlightly Low
December38.5°F (3.6°C)Light RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Chester

To visit Chester, Illinois, you can fly into two major airports. Marion, IL (MWA-Williamson County Regional) is located 46 miles away from Chester, offering nearby accommodations such as Drury Inn & Suites Marion, 2 miles from the airport; Holiday Inn Carbondale-Conference Center, 8 miles away; and Holiday Inn Express Hotel & Suites Marion Northeast, 3 miles distant. Alternatively, Cape Girardeau, MO (CGI-Cape Girardeau Municipal) is 49 miles from Chester, with hotel options including Drury Plaza Hotel Cape Girardeau Conference Center, 6 miles away; Drury Inn & Suites Cape Girardeau, 5 miles away; and Courtyard by Marriott Cape Girardeau Downtown, also 6 miles from the airport.

Frequently asked questions

What are the best budget hotels in Chester?
Baymont by Wyndham Chester IL is a fantastic budget-friendly option for travelers seeking comfort and convenience. With an impressive traveler review score of 8.6, this hotel seamlessly combines value with quality service. Families will appreciate the spacious rooms equipped with cribs and sofa beds, great for accommodating children. View all budget hotels in Chester.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chester.
How can I save on a Chester hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Chester hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chester hotel?
Prices for hotels in Chester often vary, but you can find a great deal from $59 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Explore a world of travel with Expedia