Book Hotels in Chester, IL
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Top Chester hotels
Silo Farm Haus- located in the heart of wine country!
"Our stay at the Silo House was absolutely wonderful! The home and surrounding property are stunning, and the peaceful setting made it the perfect escape from the hustle and bustle of everyday life. If you’re looking for a place to truly relax and recharge, this is it.My favorite part of the entire ..."
Reviewed on Jul 5, 2026
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
"When they say tiny they mean tiny. The window view was amazing. In the middle of the woods all you see are trees. Well equipped for glamping. We enjoyed the campfire along with the peace and quiet. The Cozy and the dew drop in are close by and the food was worth the drive 🌟"
Reviewed on Jul 13, 2026
Holiday Inn Express & Suites Perryville by IHG
"The bacon was great The room was clean The 2 layer blinds were very nice"
Reviewed on Jul 23, 2026
Super 8 by Wyndham Perryville
"Overall this was fine, but tub was pretty worn and dirty looking, but room was clean other than a smell of smoke still in the room. For 2 queen beds with 4 people we only had 3 towels. Most hotels someone is sitting at the desk when you come in but they were always in the back and you had to ring ..."
Reviewed on Jul 19, 2026
La Quinta Inn & Suites by Wyndham Festus - St. Louis South
"Location of the hotel was great for our needs - lots of restaurants very close by. The pool was great after a long day of driving. Breakfast was good, although very heavy on sweets, pastries, and truly just desserts (cookies, rice crispy treats). The chairs in the breakfast area badly needed replaced. ..."
Reviewed on Jul 23, 2026
Baymont by Wyndham Festus
"Would stay again for longer time very close to food options"
Reviewed on Jul 22, 2026
Days Inn by Wyndham Perryville
"Air barely worked and the room was not clean at all. Was afraid to use the shower"
Reviewed on Jul 13, 2026
Baymont by Wyndham Chester IL
Pinckeyville Inn and Suites
Chester Hotel & Travel Guide
Plan ahead, as there is not a wide range of options on Travelocity in or around downtown Chester.
There are just a small number of hotels to choose from within walking distance of central Chester. The Best Western Chester Hotel is a wise choice for that fact that it is a mere 2 miles (3 kilometers) away.
The Holiday Inn Express Hotel & Suites Sparta is around 17 miles (27 kilometers) from the middle of Chester. If you would prefer another option, the Best Western Chester Hotel is located 0.9 miles (1.4 kilometers) away. The Super 8 Perryville and the Microtel Inn & Suites by Wyndham Sainte Genevieve are alternate accommodation options around Chester.
Following exploring Chester, venture out to investigate the many activities of the Southern Illinois area. Spend time at Southern Illinois's farms and you can also see the area's rural landscapes. Tireless travelers may also take part in rock climbing in the area.
Mount Vernon is 55 miles (91 kilometers) northeast of Chester and is home to King City Square Shopping Center and Veterans Memorial Park. When you want to stay in Mount Vernon, check out the rooms at the Comfort Suites Mount Vernon and Hampton Inn Mt Vernon. Or, you could consider staying in Sparta, 15 miles (24 kilometers) to the north of Chester, where you can pick from the Budget Inn - Sparta and Briarwood Inn of Sparta. When you visit Sparta, set aside some time to visit the Sparta Country Club and Misselhorn Art Gallery.
Before you and your family leave Southern Illinois, you should certainly ensure you are able to see a thrilling game. Swing by Busch Stadium, located northwest of Chester. Sleep right by the action at the Four Seasons Hotel St Louis or the Grand Center Inn.
For the modern traveler flying via Williamson County Regional Airport, you might like to book some accommodation at Hampton Inn Marion, or Marion Airport Inn & Suites, which are both a short drive away.
Top reasons for your vacation to Chester
- Outdoor Activities: Chester, Illinois offers a range of outdoor activities, including hiking, picnicking, and exploring nature in the nearby natural parks.
- Chester Skating Rink: Enjoy some roller skating fun with your family at the Chester Skating Rink.
- Cole Memorial Park: Interact with tigers and learn about these magnificent creatures at Cole Memorial Park.
- Historic District: Explore the well-preserved architecture and charming streets of Chester's historic district, providing a glimpse into its rich heritage.
- Warm and Welcoming Atmosphere: Chester is known for its friendly people and welcoming atmosphere, making it a great place to unwind and create lasting memories with your loved ones.
Find your favorite hotels in Chester
If you're planning a vacation to Chester, Illinois, you'll find a range of hotel accommodations to choose from. Whether you prefer luxury hotels or budget-friendly options, there are choices to suit every traveler's needs. From charming boutique hotels to well-known chains, you'll find a variety of options in and around Chester. With a number of 2-star hotels available, you can enjoy a comfortable stay without breaking the bank. These accommodations provide a convenient base for exploring all that Chester and its surrounding areas have to offer.
| Hotel name | Type | Stars | Description |
| Best Western Chester Hotel | Hotel | 2.5 | This 2.5-star hotel is a great option for your outdoor vacation in Chester, Illinois. It offers a range of amenities including a fitness center, outdoor pool, and pet-friendly facilities. With its close proximity to sports activities and friendly people, you and your family can enjoy an active and enjoyable stay. The hotel also provides free breakfast and business facilities, making it a convenient and comfortable choice for your trip. Its beautiful gardens and swimming pool add to the relaxing atmosphere, ensuring a memorable vacation for you and your family. |
Explore the best activities and sights in Chester
For a family-friendly outdoor vacation in Chester, Illinois, there are plenty of activities to engage in. Nearby attractions include the Chester Skating Rink, where you and your family can enjoy some roller skating fun. If you're looking for a unique experience, you can visit the Cole Memorial Park, where you can interact with tigers and learn about these magnificent creatures. Additionally, there are several natural parks in the area, perfect for hiking, picnicking, and exploring nature. And if you're interested in business and entertainment, America's Center offers a variety of events and exhibitions. Chester has something for everyone!
- Fort Kaskaskia: Fort Kaskaskia is a historic place that offers a cultural experience. Explore the winery and coffee shops, and take part in excursions and hiking adventures. The friendly people and small-town charm make this a welcoming destination. Enjoy the beautiful flowers and immerse yourself in the history of the area. Take guided tours to learn more about the fort's significance. Fort Kaskaskia is a perfect blend of business and leisure, offering a unique opportunity to delve into the town's past while enjoying modern amenities.
- Popeye Museum: The Popeye Museum is a fascinating cultural experience. Immerse yourself in a small-town atmosphere and explore the natural parks surrounding the museum. Discover the history of the area through its museums and learn about the town's connection to Popeye, the beloved cartoon character. Take time to shop for unique souvenirs and enjoy the local dining scene. The friendly people and historical significance of the museum make it a must-visit attraction for culture enthusiasts.
- Chester Skating Rink: The Chester Skating Rink offers a unique sports, entertainment, and adventure experience. Join the friendly people of the small town for a thrilling ice skating session. Enjoy the nearby natural parks and indulge in some shopping and dining. Immerse yourself in the historical charm of the area by visiting the local museums. Whether you're a beginner or an experienced skater, the Chester Skating Rink provides a fun-filled outing for the whole family.
Where to stay in Chester
Chester, Illinois offers a delightful outdoor vacation experience for you and your family. Situated near massive bluffs, you can indulge in breathtaking hikes and picturesque views. The town's historic district provides a glimpse into its rich heritage, with well-preserved architecture and charming streets. Chester is a popular destination known for its friendly people and welcoming atmosphere. Nearby cities offer additional attractions, including golf courses, natural parks, and a variety of dining and entertainment options. Overall, Chester is a good place to unwind, explore the outdoors, and create lasting memories with your loved ones.
- Bremen: Bremen is a charming city in Illinois that is worth visiting for an outdoor vacation with your family. Known for its scenic beauty and tranquil atmosphere, Bremen offers a unique experience for nature enthusiasts. Families can explore the picturesque countryside, go hiking or biking along the trails, or enjoy a peaceful picnic by the riverside. The region is also home to several parks and nature reserves, where you can spot wildlife and immerse yourselves in the beauty of the surrounding landscapes. Bremen's friendly locals and warm hospitality add to its appeal, making it an ideal destination for a relaxing family getaway.
Chester has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 78.1 degrees Fahrenheit. The wettest month in Chester is April, so pack accordingly.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |
| January | 32.9°F (0.5°C) | Light Rain | Mostly Sunny |
| February | 36.0°F (2.2°C) | Light Rain | Mostly Sunny |
| March | 46.9°F (8.3°C) | Light Rain | Mostly Sunny |
| April | 56.1°F (13.4°C) | Light Rain | Mostly Sunny |
| May | 66.0°F (18.9°C) | Light Rain | Mostly Sunny |
| June | 75.4°F (24.1°C) | Light Rain | Mostly Sunny |
| July | 78.1°F (25.6°C) | Light Rain | Mostly Sunny |
| August | 76.1°F (24.5°C) | Light Rain | Mostly Sunny |
| September | 70.2°F (21.2°C) | Light Rain | Mostly Sunny |
| October | 58.5°F (14.7°C) | Light Rain | Mostly Sunny |
| November | 46.2°F (7.9°C) | Light Rain | Mostly Sunny |
| December | 38.5°F (3.6°C) | Light Rain | Mostly Sunny |
Food and dining in Chester
While visiting Chester, Illinois, you will have plenty of options to indulge in the local cuisine. One of the highly rated and popular restaurants in the neighborhood is Reid's Harvest House, known for its delicious buffet. For pizza lovers, Casey's General Store and Domino's Pizza are moderately rated but highly popular pizzerias. You can satisfy your cravings for sweet rolls at various local bakeries. Make sure to check out Chester's accommodation options for a comfortable stay. And if you're in the mood for French cuisine, Empire French is a must-visit restaurant in the area.
How do I find a great hotel with Travelocity?
Give your entire crew a vacation they'll never forget. When looking for the ideal accommodations, utilize our family-friendly badge to find hotels that offer additional amenities for children. Moreover, our personalized filters assist you in narrowing down hotels that are nearest to popular attractions, provide enhanced cleaning, and fit within your budget.
Why should I book with Travelocity?
Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time fretting and more time creating cherished memories. To achieve this, we will assist you in finding and organizing your ideal trip, along with offering transparent pricing and reliable reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.
How can I save money on my trip to Chester?
When planning your trip to Chester, Illinois, consider bundling your flights, hotel, and car bookings to get a discounted price. This will help you save money and make managing your trip easier. Once in Chester, you can enjoy several inexpensive local attractions. Explore the small town charm, take in a show at the local opera house, or spend a day at one of the many nearby natural parks. These affordable activities will ensure a memorable family vacation without breaking the bank.
Frequently asked questions
Recent Chester hotel reviews by fellow wanderers
Holiday Inn Express & Suites Perryville by IHG
"The bacon was great The room was clean The 2 layer blinds were very nice"
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