Hotels in Chester

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Where to stay in Chester?

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.

Top landmarks in Chester

Chester and related destinations

Chester is well-known for its attractions such as Popeye Museum and Mississippi River. This welcoming city has something for everyone including sights like Kaskaskia Bell and Mary's River Covered Bridge within a small-town setting.

View of a serene sunset over the Mississippi River with a bridge and a boat, Chester, United States.

Check out reviews of Chester hotels guests love

Frequently asked questions

How much does a hotel room cost in Chester?
You can choose a great hotel in Chester from ₩89,993 with properties to suit all budgets and needs. If you're after an affordable hotel in Chester that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Chester hotels?
Discover great deals on Chester hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Chester hotels.
Can I book Chester hotels with free cancellation?
To book a refundable Chester hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Chester hotels with free parking?
If you're driving, a great Chester hotel with free parking is a bonus. Our travelers' favorites include:
What hotels do travelers like in Chester?
Baymont by Wyndham Chester IL is an accommodation that is popular with guests.
Can I book a refundable hotel in Chester?
If you need the flexibility to change your plans to Chester, most properties offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Chester if I'm looking for a reasonably priced accommodation?
Baymont by Wyndham Chester IL is an accommodation you might want to consider that'll save you money.
What will the weather in Chester be like during my vacation?
The warmest months in Chester are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are April and May.
Why should I book my Chester accommodation with Hotels.com?
There are plenty of reasons to book your Chester travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Chester

Chester: Embrace Nature's Charm in a Hidden Small-Town Oasis

Discover Chester, Illinois, a charming small town nestled along the banks of the Mississippi River. Known for its picturesque natural parks, Chester invites visitors to explore scenic trails and lush landscapes, perfect for hiking and picnicking. The town boasts a rich history, showcased in its delightful museums and unique local shops. Don't miss the iconic Popeye Statue, celebrating Chester's claim as the beloved cartoon character's hometown. With its serene atmosphere and welcoming community, Chester is an ideal off-the-beaten-path retreat for those seeking tranquility and a taste of Americana.

Discover great hotels in Chester

Chester, Illinois offers a variety of hotel accommodations, ranging from cozy inns to comfortable chain hotels. Visitors can find well-appointed rooms and convenient amenities, making it easy to relax after exploring the charming town. Whether you're looking for budget-friendly options or more upscale stays, Chester has you covered. Here are some of our travelers' favorite hotels in Chester:

  1. Triangle Inn MotelOpens in a new window: This inviting 2.0-star hotel provides a cozy retreat for travelers seeking a pet-friendly vacation experience. Enjoy the convenience of onsite amenities designed for comfort. With a welcoming atmosphere, this hotel ensures a pleasant stay with its thoughtful pet policy, allowing you to travel with your furry companion. Frequent travelers appreciate the warm ambiance and excellent service, making it a top choice for those looking to relax and unwind while enjoying the comforts of home.
  2. Days Inn by Wyndham PerryvilleOpens in a new window: Days Inn by Wyndham Perryville is a charming 2.0-star hotel that caters to travelers in search of a versatile experience. This pet-friendly lodging is ideal for those on business trips while also providing a comfortable stay for leisure seekers. The property boasts a friendly environment and essential amenities that enhance your journey. Frequent visitors commend its convenient location and welcoming staff, creating a delightful atmosphere that makes each stay enjoyable and memorable.
  3. Super 8 by Wyndham PerryvilleOpens in a new window: Super 8 by Wyndham Perryville offers a delightful 2.0-star motel experience perfect for those on the go. This pet-friendly property is designed for travelers who appreciate the convenience of a quick stop while still enjoying a quality stay. With a focus on comfort and accessibility, this motel attracts those who value straightforward accommodations without sacrificing essential amenities. Guests consistently celebrate the inviting atmosphere and accessibility, making it a reliable choice for a restful night during their travels.

Top locations to stay in Chester

Some of the best areas to stay in Chester, Illinois are St Mary, Steeleville, and Menard. St Mary offers charming local attractions and a peaceful atmosphere, while Steeleville boasts vibrant community events and unique dining options. Menard features historical sites and outdoor activities. For first-time visitors, St Mary is particularly appealing due to its welcoming vibe and accessibility.

  1. St MaryOpens in a new window: St Mary is a charming area known for its rich history and picturesque landscapes. It's a fantastic place to stay if you're looking to experience a quieter side of Illinois, with lovely parks for outdoor strolls and local shops that showcase the community's unique character. Don't miss the chance to explore nearby historical sites that reflect the region's heritage, making it a perfect spot for those who appreciate culture and tradition.
  2. SteelevilleOpens in a new window: Steeleville is a delightful small town that offers a warm, friendly atmosphere. It's ideal for travelers seeking a sense of community while still enjoying modern conveniences. You’ll find quaint boutiques and local artisans, making it a great place for shopping. Steeleville also hosts various cultural events throughout the year, giving visitors a taste of local life and entertainment that highlights the town's vibrant spirit.
  3. MenardOpens in a new window: Menard is a lesser-known gem that provides a peaceful retreat with its beautiful natural surroundings. This area is perfect for those who enjoy outdoor activities like hiking and exploring local parks. The sense of tranquility here makes it a great choice for a relaxing getaway. Plus, being close to nature adds an adventurous touch without the hustle and bustle of larger urban areas.

Things to do in Chester

Chester enchants visitors with its charming small-town vibe, surrounded by lush parks and serene lakes. Enjoy scenic hikes, tee off at picturesque golf courses, or unwind with delightful performances. With its inviting natural beauty and vibrant activities, this destination offers a refreshing escape for every traveler.

  • Hawn State ParkOpens in a new window – Dive into nature at Hawn State Park, where you can hike through beautiful trails, enjoy a picnic surrounded by lush greenery, and take in the peaceful ambiance of this national park. Perfect for a day of exploration and relaxation!
  • Felix Valle House State Historic SiteOpens in a new window – Step back in time at the Felix Valle House, a historic site that showcases the architecture and lifestyle of early settlers. Wander through the well-preserved rooms and learn about the fascinating history of Chester and its residents.
  • Bolduc House MuseumOpens in a new window – Visit the Bolduc House Museum for an engaging look at local history. This museum offers insightful exhibits and artifacts that tell the story of Chester’s past, making it an enriching stop for anyone interested in the region's heritage.
  • Pierre Menard HomeOpens in a new window – Explore the Pierre Menard Home, a historic house that reflects the life of one of Illinois’ early leaders. The home is filled with artifacts and displays that highlight the significance of its former residents.
  • Mary's River Covered BridgeOpens in a new window – Don’t miss the iconic Mary's River Covered Bridge, a picturesque spot perfect for photography. Stroll across this charming bridge and take in the serene views of the surrounding landscape, capturing the essence of Chester's small-town charm.

4 tips for savvy savings when booking a hotel in Chester

  1. Book for the cheapest times: The most budget-friendly time to visit Chester is during January, February, and November when hotel prices are lower. For those interested in exploring the city’s historical landmarks and cultural attractions, a stay of at least 2 to 3 days is recommended. This timeframe provides ample opportunity to enjoy Chester's charming small-town atmosphere, visit local historical sites, and take in its vibrant cultural scene. With affordable dining options and great value entertainment, visitors will find plenty to do without straining their wallets.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chester, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Enabling email alerts or push notifications can help keep you informed about special promotions and flash sales, so you don’t miss out on great savings. Additionally, the Smart Shopping tool in the app allows you to compare hotel prices and amenities, making it easier to identify the best hotel deal. With these tips, you're more likely to secure a fantastic last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Chester. If you're seeking a unique experience, boutique hotels may provide a more personalized touch and sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend alternative dates that may allow you to save more.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in less central neighborhoods, which usually tend to be more affordable while still offering easy access to your planned destinations. Additionally, consider exploring independent hotels located a bit further out, as they can provide a more authentic experience and often come at a lower cost.

Best time to go to Chester

Chester experiences its lowest average temperature in January, at 32.9°F (0.5°C), while July is the hottest month, with an average temperature of 78.1°F (25.6°C). April is typically the wettest month. If you’re looking to soak up the lively atmosphere in Chester, June to August are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, January, February, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

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