A steel bridge over a river with a white boat.

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Our top choices for Chester hotels

1. Baymont by Wyndham Chester IL

Baymont by Wyndham Chester IL
Chester
United States
Keng
NT$2,750
NT$3,052 total
includes taxes & fees
Sep 15 - Sep 16
Baymont by Wyndham Chester IL

2. Holiday Inn Express Hotel & Suites Sparta by IHG

Holiday Inn Express Hotel & Suites Sparta by IHG
Sparta
United States
Joseph
NT$3,187
NT$3,536 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Hotel & Suites Sparta by IHG

3. The Conner House B&B

The Conner House B&B
Prairie du Rocher
United States
James
NT$4,917
NT$5,456 total
includes taxes & fees
Sep 14 - Sep 15
The Conner House B&B

4. Sparta Motel Near St. Louis / Mississippi River IL

Sparta Motel Near St. Louis / Mississippi River IL
Sparta
United States
Stacey
NT$2,209
NT$2,672 total
includes taxes & fees
Sep 30 - Oct 1
Sparta Motel Near St. Louis / Mississippi River IL

5. Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG
Perryville
United States
David
NT$3,060
NT$3,503 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Perryville by IHG

6. Super 8 by Wyndham Perryville

Super 8 by Wyndham Perryville
Perryville
United States
paulette
NT$2,220
NT$2,541 total
includes taxes & fees
Sep 20 - Sep 21
Super 8 by Wyndham Perryville

7. Microtel Inn & Suites by Wyndham Sainte Genevieve

Microtel Inn & Suites by Wyndham Sainte Genevieve
Ste Genevieve
United States
Samantha
NT$2,611
NT$3,071 total
includes taxes & fees
Sep 13 - Sep 14
Microtel Inn & Suites by Wyndham Sainte Genevieve

8. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
Perryville
United States
Brian
NT$2,379
NT$5,021 total
includes taxes & fees
Sep 15 - Sep 16
The Atrium - A Boutique Hotel

9. Perryville RV Resort

Perryville RV Resort
Perryville
United States
Von
NT$2,095
NT$2,398 total
includes taxes & fees
Sep 13 - Sep 14
Perryville RV Resort

10. Days Inn by Wyndham Perryville

Days Inn by Wyndham Perryville
Perryville
United States
Wanda
NT$2,242
NT$2,566 total
includes taxes & fees
Sep 17 - Sep 18
Days Inn by Wyndham Perryville

11. Triangle Inn Motel

Triangle Inn Motel
Ste Genevieve
United States
rocky
NT$1,917
NT$2,254 total
includes taxes & fees
Oct 4 - Oct 5
Triangle Inn Motel

12. The Mediterranean House 1858

The Mediterranean House 1858
Perryville
NT$15,832
NT$25,693 total
includes taxes & fees
Sep 15 - Sep 16
The Mediterranean House 1858

13. Hampton Inn & Suites By Hilton Festus

Hampton Inn & Suites By Hilton Festus
Festus
United States
Linda
NT$2,975
NT$3,402 total
includes taxes & fees
Oct 8 - Oct 9
Hampton Inn & Suites By Hilton Festus

14. Corner George Inn Bed & Breakfast

Corner George Inn Bed & Breakfast
Maeystown
United States
Mark
NT$4,047
NT$4,492 total
includes taxes & fees
Sep 14 - Sep 15
Corner George Inn Bed & Breakfast

15. Red Bud Country Inn

Red Bud Country Inn
Red Bud
United States
Richard
NT$2,545
NT$2,824 total
includes taxes & fees
Sep 16 - Sep 17
Red Bud Country Inn

16. Quality Inn Perryville I-55

Quality Inn Perryville I-55
Perryville
United States
Evelynmaryeka
NT$2,122
NT$2,429 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn Perryville I-55

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

La Quinta Inn & Suites by Wyndham Festus - St. Louis South
Festus
United States
Lisa-Marie
NT$2,648
NT$3,028 total
includes taxes & fees
Sep 15 - Sep 16
La Quinta Inn & Suites by Wyndham Festus - St. Louis South

18. Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
French Village
United States
Ronrecus
NT$2,923
NT$4,754 total
includes taxes & fees
Sep 17 - Sep 18
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

19. Super 8 by Wyndham Okawville

Super 8 by Wyndham Okawville
Okawville
United States
Peter
NT$2,038
NT$2,160 total
includes taxes & fees
Oct 6 - Oct 7
Super 8 by Wyndham Okawville

20. Urban Lofts

Urban Lofts
Perryville
United States
Grace
NT$6,344
NT$9,786 total
includes taxes & fees
Sep 13 - Sep 14
Urban Lofts
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Stay near popular Chester attractions

Popeye Museum

9.4/10 (10 reviews)
Step into the world's only Popeye museum, showcasing rare memorabilia of the iconic sailor and his creator. Explore the Character Trail afterward to discover whimsical statues throughout Chester.
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Fort Kaskaskia

9.6/10 (4 reviews)
Explore the earthen remains of this 18th-century French fortification, once protecting Illinois' first capital. Savor panoramic Mississippi River views while discovering colonial history at the interpretive overlook.
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Cohen Memorial Home

This 1855 historic residence showcases distinctive blue storm windows and overlooks the Mississippi River. Tour the upstairs bedrooms with authentic furnishings or reserve the parlors for special events by appointment.
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Chester Bridge

This historic 1942 structure spans the Mississippi River, connecting Illinois and Missouri with engineering elegance. Visit the nearby Welcome Center for panoramic river views and a glimpse of Chester's Popeye heritage.
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Mary's River Covered Bridge

9.0/10 (6 reviews)
This historic 1854 covered bridge, the last of its kind in southern Illinois, showcases original white oak craftsmanship. Photographers capture its timeless charm against seasonal foliage in the peaceful countryside.
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Elzie C. Segar Memorial Park

7.6/10 (4 reviews)
This riverside park honors Elzie Segar, Chester's native son who created the iconic Popeye character. Admire the 900-pound bronze Popeye statue while enjoying scenic Mississippi River views.
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Kaskaskia Bell

10.0/10 (2 reviews)
Cast in 1741 by King Louis XV, the Liberty Bell of the West rang to celebrate America's independence in 1778. Press the button to enter the shrine and view murals depicting Kaskaskia's colonial history.
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Randolph County State Recreation Area

9.0/10 (2 reviews)
Nestled among 1,101 acres of rolling hills, this recreation area offers serene lakeside activities and wooded trails. Reserve a campsite with electric hookups for the ultimate outdoor retreat surrounded by nature.
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Chester and related destinations

Cartoon fans flock to the birthplace of Popeye, where a riverside statue honors the spinach-loving sailor. Explore local history at Fort Kaskaskia or ring the Kaskaskia Bell, a symbol of American independence.

See all hotels in Chester
A steel bridge over a river with a white boat.

Top Chester Hotel Reviews

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Perfect trip!!! I can’t wait to go back when it gets colder outside :)"
Shayla 2-night trip
Posted 17 hours ago
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
Super 8 by Wyndham Okawville

Super 8 by Wyndham Okawville

10/10 Excellent
"Ok"
Juan 5-night trip
Posted 4 days ago
Super 8 by Wyndham Okawville
Super 8 by Wyndham Perryville

Super 8 by Wyndham Perryville

10/10 Excellent
"It was clean and quiet. Close to interstate"
paulette 1-night trip
Posted 5 days ago
Super 8 by Wyndham Perryville
La Quinta Inn & Suites by Wyndham Festus - St. Louis South

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

8/10 Good
"Clean room, good breakfast"
Jeffrey 1-night trip
Posted 9 days ago
La Quinta Inn & Suites by Wyndham Festus - St. Louis South
Triangle Inn Motel

Triangle Inn Motel

8/10 Good
"This is a nice small older family run roadside motel that is kept clean and perfect for a comfortable night stay … staff was polite and I’m sure we will stay again when visiting the area"
rocky 1-night trip
Posted 2 weeks ago
Triangle Inn Motel
Baymont by Wyndham Festus

Baymont by Wyndham Festus

8/10 Good
"Breakfast was good for the cost of room. Very friendly"
Jeffrey 1-night trip
Posted 2 weeks ago
Baymont by Wyndham Festus
Perryville RV Resort

Perryville RV Resort

10/10 Excellent
"Great time"
Christina 1-night trip
Posted 1 month ago
Perryville RV Resort

More cheap stays in Chester

Super 8 by Wyndham Okawville

Super 8 by Wyndham Okawville

812 North Hen House Road Okawville IL
NT$2,038
NT$2,160 total
Oct 6 - Oct 7
includes taxes & fees
7.4/10 Good! (359 reviews)
Super 8 by Wyndham Okawville
Super 8 by Wyndham Perryville

Super 8 by Wyndham Perryville

1119 Vincent Dr Perryville MO
NT$2,220
NT$2,541 total
Sep 20 - Sep 21
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Super 8 by Wyndham Perryville
Baymont by Wyndham Chester IL

Baymont by Wyndham Chester IL

2150 State Street Chester IL
NT$2,750
NT$3,052 total
Sep 15 - Sep 16
includes taxes & fees
Baymont by Wyndham Chester IL
Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

2020 Jefferson St Perryville MO
NT$3,060
NT$3,503 total
Oct 4 - Oct 5
includes taxes & fees
Holiday Inn Express & Suites Perryville by IHG
Holiday Inn Express Hotel & Suites Sparta by IHG

Holiday Inn Express Hotel & Suites Sparta by IHG

1301 N Market St Sparta IL
NT$3,187
NT$3,536 total
Oct 4 - Oct 5
includes taxes & fees
9.2/10 Wonderful! (419 reviews)
Holiday Inn Express Hotel & Suites Sparta by IHG
 Pinckeyville Inn and Suites

Pinckeyville Inn and Suites

5700 Illinois Route 154 Pinckneyville IL
Get rates Pinckeyville Inn and Suites

Hotels in Chester with star-rating

Find out more about Chester

Top reasons to visit Chester

  • Scenic Outdoor Adventures: Chester is perfect for nature lovers, offering beautiful campgrounds and recreational areas for camping and relaxation.
  • Rich History and Culture: Explore local museums and historic sites that showcase Chester's fascinating past.
  • Iconic Historic Bridges: Visit the unique historic bridges that provide great backdrops for family-friendly activities.
  • Local Wineries: Enjoy leisurely visits to charming local wineries, perfect for a relaxing day out.
  • Welcoming Accommodations: Chester offers a variety of pet-friendly and LGBTQIA-friendly hotels for a comfortable stay.

Find great hotels in and around Chester

Chester, Illinois offers a variety of accommodations to cater to every traveler's needs, including hotels and motels that are perfect for both business and leisure. Many options are pet-friendly and provide a welcoming atmosphere for LGBTQIA travelers. With a selection of highly-rated hotels, you'll find the perfect place to relax and enjoy your stay in this charming town. Explore top-rated hotels and read reviews to ensure a memorable visit to Chester.

  • Super 8 by Wyndham Perryville: This cozy motel offers a welcoming atmosphere for travelers seeking a convenient and pet-friendly stay. Situated 24.1km from Chester, Super 8 by Wyndham Perryville caters to both leisure and business travelers with its essential amenities. Guests can enjoy complimentary breakfast and Wi-Fi, while the property's pet policy allows for some furry companions to join. With a focus on providing a comfortable experience, this motel is an ideal choice for those traveling with pets or on business trips.
  • Holiday Inn Express & Suites Perryville by IHG: Perfectly designed for the modern traveler, Holiday Inn Express & Suites Perryville offers a blend of comfort and functionality. Located 24.1km from Chester, this hotel shines with its business-friendly amenities and warm, inclusive environment for LGBTQIA guests. Enjoy complimentary breakfast, a fitness center, and spacious rooms equipped with the latest technology. The hotel's affiliation with LGBTQI travel guides emphasizes its commitment to creating a welcoming space for all, making it a standout choice for diverse travelers.
  • Baymont by Wyndham Chester IL: Nestled in the heart of Chester, Baymont by Wyndham combines comfort with convenience for both business and leisure travelers. This property is pet-friendly, allowing dogs to accompany their owners during their stay. Guests can take advantage of well-appointed rooms, complimentary breakfast, and free Wi-Fi. Its central location in Chester allows easy access to local attractions while providing a relaxing atmosphere. With a focus on service and comfort, Baymont is an excellent option for those looking to explore the area with their pets.

Where to stay near Chester

Chester, Illinois, offers a delightful mix of outdoor adventures and scenic beauty, perfect for any traveler. Explore local wineries and enjoy leisurely days in friendly neighborhoods that showcase a warm, welcoming atmosphere. Whether you're seeking a family-friendly experience or a winter wonderland escape, Chester's charm and vibrant community will make your vacation memorable. Don’t miss the chance to immerse yourself in the unique vibe of this delightful city and its surrounding areas.

  • Ste Genevieve: Located 20.9km from Chester, Ste Genevieve is a charming city that invites travelers to indulge in outdoor and romantic experiences. With a peak visitor season from July to September, this city offers a variety of activities including hiking on scenic trails and enjoying recreational areas. Notable attractions include a national state park and a tranquil lake, perfect for picnics or leisurely strolls. Whether you're exploring its historic downtown or engaging in seasonal events, Ste Genevieve promises an entertaining getaway.
  • Menard: Just 8.0km away from Chester, Menard is a quaint village that captivates visitors year-round, with peak seasons in June to August. Known for its scenic beauty and outdoor activities, visitors can explore local parks, enjoy shopping at nearby centers, and take in the picturesque landscape. With a serene lake and fascinating caves nearby, Menard is ideal for those seeking both adventure and romance. Its small-town charm and welcoming atmosphere make it a delightful stop on your journey.
  • Kaskaskia: Also situated 8.0km from Chester, Kaskaskia is a village rich in history and natural beauty. This destination attracts adventure seekers and nature lovers with its recreational areas and entertainment facilities. The area features a picturesque river and several historic sites that offer insights into the region’s past. Visitors often enjoy outdoor activities and scenic views, making Kaskaskia a perfect blend of exploration and relaxation. The village's unique character and vibrant history provide a memorable experience for every traveler.

Things to do near Chester

Chester, Illinois, offers a fantastic outdoor adventure for visitors seeking natural beauty and recreation. Enjoy the scenic views at local campgrounds and recreational areas, perfect for camping and outdoor seating. Make your stay memorable with informative displays that showcase the area's attractions. Whether you’re exploring the great outdoors or relaxing in a picturesque setting, Chester provides a delightful escape for nature enthusiasts.

Shopping

In Chester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, consider visiting the nearby Chester Plaza for a variety of retail options. The local farmers market also offers fresh produce and handmade crafts, perfect for a memorable keepsake.

Recreation

Experience luxury at Sparta Country Club, where you can indulge in fine dining and unwind in a serene atmosphere. For outdoor enthusiasts, Perryville Country Club offers a vibrant golfing experience. Explore the Illinois Caverns State Natural Area for a peaceful retreat amidst nature's beauty.

Adventure

Experience the thrill at the World Shooting and Recreational Complex, located 30.6km from Chester, where you can engage in shooting sports and enjoy the beautiful outdoors. For hiking enthusiasts, the Little Grand Canyon Trail Trailhead, 45.1km away, offers stunning scenery and an adventurous trek through nature.

Nightlife

Chester offers a cozy nightlife with local favorites like The Corner Bar, where you can enjoy craft beers and live music. For a more laid-back vibe, visit the Riverside Grill, perfect for a casual dinner with friends before heading out to enjoy the evening.

*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, Illinois, consider visiting during the cheaper months of January to February and November, with Wednesday being the least expensive day to stay. Use Expedia's search tool to compare hotel prices and find budget-friendly options, including eco-certified hotels. You can also save by bundling your hotel, flights, and activities into a package. Look for special deals and discounts to maximize your savings while exploring free local attractions and utilizing public transport for inexpensive travel around the area.

  • 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 enables you to specify your budget, desired location, and additional preferences. You can easily sort the results to display prices from lowest to highest, ensuring that you find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase 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.

Find the best attractions in Chester

Chester, Illinois, is perfect for outdoor and adventure lovers, offering a range of scenic spots to explore. Visitors can delve into the area's rich history at local museums and historic places, while the iconic historic bridges provide a unique backdrop for family-friendly experiences. Whether you're seeking culture or outdoor activities, Chester has something for everyone to enjoy during their vacation.

  • Popeye Museum: Dive into the whimsical world of Popeye at this charming museum dedicated to the beloved cartoon character. Explore memorabilia, artwork, and exhibits that celebrate the legacy of Chester's most famous resident, offering a unique blend of nostalgia and cultural significance.
  • Fort Kaskaskia: Step back in time at this historic site, once a strategic military fort. Enjoy panoramic views of the Mississippi River while learning about the fort's role in American history, making it a perfect spot for history buffs and nature lovers alike.
  • Mary's River Covered Bridge: Experience the charm of this picturesque covered bridge, a beautifully preserved piece of history. Stroll across the bridge and take in the serene surroundings, perfect for photography and appreciating local craftsmanship.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, 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

When planning your visit to Chester, Illinois, you have a couple of airport options. Williamson County Regional Airport (MWA) in Marion, IL, is located 74.0km away and offers several nearby hotels such as the Drury Inn & Suites Marion, just 3.2km away, and the Best Western Marion Hotel, 4.8km from the airport. Another option is Cape Girardeau Municipal Airport (CGI) in Cape Girardeau, MO, situated 78.9km from Chester, with comfortable accommodations like the Drury Plaza Hotel and Courtyard by Marriott, both 9.7km from the airport. Transportation services are readily available from these hotels to the respective airports.

Frequently asked questions

What's the best place for a stay in Chester?
Based on our traveler data, Baymont by Wyndham Chester IL is one of the top choices for your stay. This hotel offers free breakfast and free parking. Other good options for your trip to the area are Holiday Inn Express & Suites Perryville by IHG and Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy. See all available top hotels, or vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
For more details about picking new dates or cancelling your trip to Chester, go to https://www.expedia.com/service/.
What's the best place to stay near Chester Skating Rink?
Best Western Chester Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located just a short 0.4 mi (0.6 km) from Chester Skating Rink. Other good choices around the area include Holiday Inn Express & Suites Perryville, an IHG Hotel and Microtel Inn & Suites by Wyndham Sainte Genevieve.
What about the best place to stay close to Fort Kaskaskia?
One of the top choices for your stay is Microtel Inn & Suites by Wyndham Sainte Genevieve, located 8.4 mi (13.6 km) from Fort Kaskaskia, and this hotel offers free breakfast and free parking. Best Western Chester Hotel and Triangle Inn Motel are two other good options within the surrounding area.
What's the best accommodation near Lambert-St. Louis International Airport (STL)?
Marriott St. Louis Airport is a popular 3.5-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.3 mi (0.5 km) from Lambert-St. Louis Intl. Airport. Other good choices within close proximity to the airport include Pear Tree Inn Airport - St. Louis - St. Ann, MO and Drury Inn & Suites St. Louis Airport.
What is staying in Chester like?
Visitors can enjoy all that Chester has to offer including the golf courses, parks, and restaurants. Tourists can also enjoy so much more including its entertainment choices. There are 102 hotels and other accommodations in the surrounding area. Find out more about Chester.
What are the top places to visit in Chester?
Landmarks like Fort Kaskaskia, Cohen Memorial Home, and Kaskaskia Bell might be worth a visit. The picturesque setting of Mississippi River and Elzie C. Segar Memorial Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Popeye Museum and Mary's River Covered Bridge. Check out what more to see and do in Expedia's Chester guide.
What's the weather like in Chester?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Chester is 55 inches.

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