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Top Chester hotels

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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 family friendly Chester hotel deals

Top hotels in Chester for Extended Stay

Urban Lofts

Urban Lofts

102 N Jackson St, Perryville, MO
The price is $321 per night from Apr 29 to Apr 30
$321
includes taxes & fees
$284 per night
Apr 29 - Apr 30
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.

Seize your some day

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.

Chester hotels essential information

Accommodation
141 hotels
Lowest Price
$77
Highest Price
$351
Popular hotels
Baymont by Wyndham Chester IL, La Quinta Inn & Suites by Wyndham Festus - St. Louis South, Holiday Inn Express & Suites Perryville by IHG, Super 8 by Wyndham Perryville, Holiday Inn Express Hotel & Suites Sparta by IHG, Silo Farm Haus- located in the heart of wine country!, Days Inn by Wyndham Perryville, Microtel Inn & Suites by Wyndham Sainte Genevieve, Super 8 by Wyndham Waterloo

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 nameTypeStarsDescription
Best Western Chester HotelHotel2.5This 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!

  1. 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.
  2. 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.
  3. 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.

  1. 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.

Best times to go to Chester

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January32.9°F (0.5°C)Light RainMostly Sunny
February36.0°F (2.2°C)Light RainMostly Sunny
March46.9°F (8.3°C)Light RainMostly Sunny
April56.1°F (13.4°C)Light RainMostly Sunny
May66.0°F (18.9°C)Light RainMostly Sunny
June75.4°F (24.1°C)Light RainMostly Sunny
July78.1°F (25.6°C)Light RainMostly Sunny
August76.1°F (24.5°C)Light RainMostly Sunny
September70.2°F (21.2°C)Light RainMostly Sunny
October58.5°F (14.7°C)Light RainMostly Sunny
November46.2°F (7.9°C)Light RainMostly Sunny
December38.5°F (3.6°C)Light RainMostly 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

What are the top kid-friendly hotels in Chester?
Family vacations are where treasured memories are made, but traveling with children can be challenging. These kid-friendly Chester hotels offer perks designed to keep visitors of all ages relaxed and happy: Best Western Chester Hotel will help make your next trip the best one yet. It features a range of nice touches, such as complimentary breakfast and a swimming pool. Otherwise, spend your Chester escape at Sparta Motel. Take advantage of pet-friendly facilities, front desk services and more here.
Where can I find cheap hotels in Chester?
At Travelocity you’ll find really nice hotels in Chester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chester rather than in Chester. We may find you even better rates, too.
How do I find the best Chester hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Chester then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chester?
The cheapest hotel in Chester is $77. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chester?
There are 141 hotels in Chester on Travelocity.
What are the best hotels in Chester?
Chester has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chester for you!
When is the best time to visit Chester?
If you want the joy of a fun-filled trip in peak season, visit Chester during March, April and May. If you’d prefer the peace of off-season, book a stay during quieter months, such as February, August and September.
When is the cheapest time to stay in Chester?
Based on historic data is usually the cheapest month to visit Chester. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chester?
There are multiple hotels in Chester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chester. We have plenty of kid-friendly hotels in Chester to choose from on Travelocity!
Why book a hotel in Chester through Travelocity?
Because we have the top hotels in Chester! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chester hotel reviews by fellow wanderers