Find hotels in Chester, IL from $70

These Chester insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 29, 2026.

Top reasons to visit Chester

• Outdoor Adventures: Chester is perfect for adventure seekers, offering scenic parks and recreational areas for hiking and exploring.
• Charming Downtown: The downtown area boasts local shops and vibrant nightlife, ideal for evening outings.
• Cultural Experiences: Discover historic sites and museums that showcase the rich culture of Chester.
• Friendly Accommodations: Enjoy a variety of lodging options, including pet-friendly and LGBTQIA-friendly stays.
• Community Vibes: Experience the warmth of the local community, making your visit welcoming and enjoyable.

Find great hotels in and around Chester

Discover the charm of Chester, Illinois, with a variety of accommodation options including hotels and motels that cater to every traveler. Whether you're seeking a pet-friendly stay, a welcoming environment for LGBTQIA guests, or accommodations for business travel, Chester's hotels provide the perfect blend of comfort and convenience for your vacation experience.

• Super 8 by Wyndham Perryville: Super 8 by Wyndham Perryville is a budget-friendly motel with a guest rating of 8.4, offering a cozy and convenient stay for travelers. Located 15 miles from Chester, this property is an excellent choice for those seeking a pet-friendly environment and business travel amenities. With a welcoming atmosphere, guests can enjoy comfortable rooms while having the option to bring their pets along. The motel features essential amenities, including free Wi-Fi and breakfast, catering to both leisure and business needs. The pet policy allows for certain pets on-site, ensuring you can travel with your furry companions.
• Holiday Inn Express & Suites Perryville by IHG: With an impressive guest rating of 9.2, Holiday Inn Express & Suites Perryville by IHG stands out as a top choice for business travelers. Situated 15 miles from Chester, this hotel combines modern comfort with essential conveniences. Guests can expect spacious rooms equipped with contemporary amenities, including free high-speed internet and a complimentary breakfast bar that helps kickstart your day. The hotel’s focus on business travel ensures that you have access to meeting spaces and a business center, making it an ideal spot for work-related stays while offering a welcoming atmosphere for relaxation.
• Baymont by Wyndham Chester IL: Baymont by Wyndham Chester IL is a budget-friendly hotel with a guest rating of 8.6, located right in Chester. This property is perfect for travelers looking for a blend of business travel and pet-friendly amenities. Guests appreciate the comfortable accommodations that allow dogs, creating a welcoming environment for those traveling with pets. The hotel features essential amenities such as free breakfast and Wi-Fi, ensuring a pleasant stay. Its convenient location in Chester makes it an excellent base for exploring the area while enjoying a comfortable and accommodating atmosphere.

Where to stay near Chester

Chester, Illinois, offers a perfect blend of outdoor adventure and friendly vibes for your vacation. Explore the charming downtown area, where local amenities meet vibrant nightlife options, perfect for evening hangouts. The scenic surroundings invite excursions for families and adventurers alike. Experience the warmth of the community while enjoying recreational activities that make Chester a delightful destination for travelers seeking relaxation and excitement.

• Ste Genevieve: Nestled 13 miles from Chester, Ste Genevieve is a charming city that invites visitors year-round, with peak activity from July to September. Known for its outdoor, romantic, and entertainment-themed experiences, Ste Genevieve offers a variety of recreational areas and campgrounds perfect for nature enthusiasts. Explore local landmarks such as the national state park and picturesque lakes that provide opportunities for hiking, picnicking, and fishing. This city blends history with outdoor adventure, making it a delightful stop on your vacation.
• St Mary: Located a mere 7 miles from Chester, St Mary is a vibrant city that captivates travelers with its outdoor, romantic, and adventure experiences. The area is particularly popular from June to August, when visitors flock to enjoy activities like golfing at local courses and exploring the scenic recreational areas. With nearby attractions such as the national state park and serene lakes, St Mary is an outdoor lover's paradise where you can engage in various adventures, from hiking to water sports, all while soaking in the beautiful surroundings.
• Menard: Just 5 miles away from Chester, Menard is a quaint village known for its stunning scenery and romantic atmosphere. While visitor numbers remain steady throughout the year, the summer months see a surge of travelers eager to explore the local recreational areas and shopping venues. Menard is surrounded by natural beauty, including lakes, a national state park, and rivers, making it ideal for leisurely outdoor activities. Whether you're shopping or enjoying a scenic walk, Menard offers a peaceful retreat for those looking to unwind and connect with nature.

Things to do near Chester

Chester, Illinois, offers a perfect blend of outdoor adventure and scenic beauty. Visitors can enjoy a recreational area, shop at local stores, and stay at campgrounds. Don’t miss the chance to explore Chester’s amenities and engage in interactive experiences that highlight the charm of the area. Whether you're looking for relaxation or adventure, Chester has something for everyone.

Shopping

In Chester, visit the local shops along State Street for unique gifts and souvenirs. If you're up for a drive, head to the nearby West Park Mall in Cape Girardeau, about 20 miles away, featuring a variety of stores and dining options for a perfect shopping day.

Recreation

Experience luxury at Sparta Country Club, located 15 miles from Chester. Enjoy serene golf courses and unwind in a tranquil setting. Indulge in rejuvenating spa treatments and savor delicious cuisine, all while surrounded by scenic views that enhance your wellness journey.

Adventure

Explore the stunning landscapes of the Shawnee National Forest, a short drive away, where hiking trails wind through dense forests and scenic vistas. For water enthusiasts, the Mississippi River offers kayaking and fishing opportunities, perfect for a day of outdoor fun and relaxation.

Nightlife

Chester offers a laid-back nightlife with cozy bars like the Riverside Grill, where you can enjoy local brews and live music. For a lively atmosphere, check out the Chester VFW Post, known for its friendly vibe and dancing on weekends.

Booking tips and Expedia advantages for Chester

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are January, March 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 enables you to choose your budget, preferred destination, and additional preferences. You can easily sort the results to display hotels from the lowest to the highest price, allowing you to find the most affordable options first. Additionally, you can refine your search by hotel category; for instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels available for booking.
• Consider bundling your trip: You can save money by combining your hotel reservation in Chester with your flights and activities through an Expedia package deal.

Find the best attractions in Chester

Chester, Illinois, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and a rich cultural experience. Visitors can explore a variety of attractions, including historic sites, museums, and urban parks. Whether you're traveling with family or looking to immerse yourself in the local culture, Chester has something for everyone to enjoy, making it an ideal destination for a memorable vacation.

• Popeye Museum: Dive into the whimsical world of Popeye at this charming museum dedicated to the beloved cartoon character. Explore exhibits showcasing original artwork, memorabilia, and the rich cultural impact of Popeye on American pop culture, making it a delightful stop for fans of all ages.
• Mary's River Covered Bridge: This historic bridge offers a glimpse into the past with its picturesque architecture and serene surroundings. Take a leisurely stroll across the bridge and enjoy the beautiful views of the river, immersing yourself in the local history and culture.
• Fort Kaskaskia: Experience a piece of American history at Fort Kaskaskia, a significant Revolutionary War site. Explore the ruins and enjoy panoramic views of the Mississippi River while learning about the fort’s crucial role in early American defense.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	32.9°F (0.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	36.0°F (2.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
March	46.9°F (8.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	56.1°F (13.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	66.0°F (18.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	75.4°F (24.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	78.1°F (25.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	76.1°F (24.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	70.2°F (21.2°C)	Light Rain	Mostly Sunny	Average	Average
October	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Average	Average
November	46.2°F (7.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	38.5°F (3.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average

The nearest major airports for your trip to Chester

Chester, Illinois, can be conveniently accessed via several major airports. St. Louis Lambert International Airport (STL) is 64 miles away, with nearby hotels like The Ritz-Carlton and Ameristar Casino Resort and Spa, both 7 miles from the airport. Cape Girardeau Municipal Airport (CGI) is 49 miles from Chester, offering options such as Drury Plaza Hotel, just 6 miles away. Lastly, Williamson County Regional Airport (MWA) is 46 miles from Chester, with accommodations like Drury Inn & Suites Marion, located 2 miles from the airport. Each airport provides various transportation services to ensure a smooth journey to Chester.