Chester Illinois Accommodations

Find hotels in Chester using the list and search tools below. Find discounted hotel accommodations in or close to Chester, IL for your upcoming individual or group travel. Discover the most favored Chester Illinois hotel rooms. Review the Chester hotel list below to find the perfect lodging. We also have a map of the Chester hotels. Booking 5+ Rooms? Find Chester Group Hotel Deals

The Chester center point is approximately 13 miles north of Perry County Memorial Hospital and 15 miles southwest of Sparta Community Hospital.

Chester, Illinois, perched on the bluffs of the Mississippi River, offers a tranquil escape with its scenic beauty and friendly atmosphere. This city is famously known as the birthplace of Popeye the Sailor Man, and fans of the cartoon can enjoy the whimsical statues and memorabilia scattered throughout the area, including a museum dedicated to the character and his creator. Nature enthusiasts will find Chester a delightful base for open-air activities. The river itself is a hub for fishing, boating, and bird watching, with the majestic bald eagle frequently spotted in the area. Aside from its natural allure, the city boasts a range of eateries where guests can savor home-style cooking and regional specialties. Architectural buffs can admire the Chester Bridge, a significant structure that connects Illinois with Missouri, presenting superb views of the river and surrounding landscape. When it comes to accommodations, the destination provides a range of options to suit every traveler's needs and budget. Whether you are browsing for a comfortable motel, a quaint inn, an upscale suite, or a cozy hotel, you will find it here. Each establishment offers its unique blend of local charm and modern amenities, ensuring a restful stay. Plus, their friendly staff are renowned for going above and beyond to deliver exceptional service, making your stay in Chester, IL a memorable one. Chester's combination of cultural attractions, outdoor pursuits, and the simple pleasure of riverside relaxation makes it a worthwhile stop for any traveler seeking a slice of Americana. More from this guide...

Chester Hotels & Accommodations

Baymont by Wyndham Chester Il - Chester 2150 State St., Chester, IL 62233 Call
  • 3 star Rural property
  • Comp. Breakfast
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Arrowrock Inn 17030 New Bremen Rd., Ste Genevieve, MO 63670 Call ~12.07 miles west of Chester
  • Low priced Rural hotel
  • Check-in time: 4:00 pm
From$49
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Sainte Genevieve : 21958 State Highway 32 21958 State Highway 32, Ste. Genevieve, MO 63670 Call ~13.24 miles west of Chester
  • Inexpensive Highway hotel
  • Complimentary breakfast is offered
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Perryville 1500 Liberty St., Perryville, MO 63775 Call ~15.05 miles south of Chester
  • 2 star Highway hotel
  • Free breakfast
From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Perryville 1119 Vincent Dr., Perryville, MO 63775 Call ~15.10 miles south of Chester
  • Two-star Highway hotel
  • Fitness center on property
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Sparta by IHG : 1301 North Market St. 1301 North Market St., Sparta, IL 62286 Call ~16.48 miles north of Chester
  • Midscale Rural property
  • Gym / Fitness Center Available
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn-Murphysboro/Carbondale : 128 East Walnut St. 128 East Walnut St., Murphysboro, IL 62966 Call ~28.39 miles east of Chester
  • Two-star property
  • Check in time: 14:00
Pinckeyville Inn and Suites in Pinckneyville 5700 Il 154, Pinckneyville, IL 62274 Call ~28.83 miles east of Chester
  • Low Cost hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Du Quoin : 1010 S.jefferson Ave. 1010 S.jefferson Ave., Du Quoin, IL 62832 Call ~32.39 miles east of Chester
  • Cheap hotel
  • Check in: 3p
From$54
Average 3.0 /5 Latest Reviews Call BookMore Details
University Inn of Carbondale - Carbondale 2400 West Main St., Carbondale, IL 62901 Call ~33.81 miles east of Chester
  • 3-star property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Farmington by IHG : 820 Market St. 820 Market St., Farmington, MO 63640 Call ~34.72 miles west of Chester
  • Affordable Rural property
  • 60 rooms in property
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Crown Pointe Lodge, BW Signature Collection 4245 Hunt Rd., Farmington, MO 63640 Call ~34.79 miles west of Chester
  • Three Star Golf Course property
  • Hotel has an eco-friendly policy Read more
From$62
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Farmington - Farmington 930 Valley Creek Dr., Farmington, MO 63640 Call ~34.83 miles west of Chester
  • 2-star property
  • 60 sleeping rooms in hotel
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Farmington 850 Valley Creek Dr., Farmington, MO 63640 Call ~34.87 miles west of Chester
  • 3 star Highway hotel
  • Hotel has 3 floors
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Baymont Inn and Suites by Wyndham Farmington, MO 1625 West Columbia St., Farmington, MO 63640 Call ~35.32 miles west of Chester
  • 3 star Highway property
  • Hotel has 2 floors
From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Farmington - Farmington 1400 West Liberty St., Farmington, MO 63640 Call ~35.35 miles west of Chester
  • Mid-scale Rural hotel
  • 48 sleeping rooms in hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Carbondale in Carbondale 200 West Elm St., Carbondale, IL 62901 Call ~35.61 miles east of Chester
  • 3 star Downtown hotel
  • Fitness center on property
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Waterloo : 112 Warren Dr. 112 Warren Dr., Waterloo, IL 62298 Call ~35.97 miles northwest of Chester
  • Economical Rural property
  • Check-in time: 3:00 PM
From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Carbondale Value Inn & Suites 700 East Main St., Carbondale, IL 62901 Call ~36.04 miles east of Chester
  • Cheap Downtown property
  • Check in time: 3:00pm
From$54
Average 3.0 /5 Guest Reviews Call BookMore Details
Train Inn - Carbondale 406 East Stoker St., Carbondale, IL 62901 Call ~36.08 miles east of Chester
  • Three Star Suburban property
  • Hotel has 2 suites
From$50
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Carbondale - Carbondale 1180 East Main St., Carbondale, IL 62901 Call ~36.57 miles east of Chester
  • Cheap property
  • Check in: 02:00 pm
From$58
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Saluki Inn : 801 North Giant City Rd. 801 North Giant City Rd., Carbondale, IL 62902 Call ~36.98 miles east of Chester
  • Three Star Downtown hotel
  • Comp. Breakfast
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Carbondale University Area : 1415 East Main St. 1415 East Main St., Carbondale, IL 62901 Website Call ~36.98 miles east of Chester
  • Midscale Suburban hotel
  • Comp. Breakfast
Baymont by Wyndham Festus - Festus 1200 West Gannon Dr., Festus, MO 63028 Call ~37.42 miles northwest of Chester
  • Midscale Suburban property
  • 7 conference rooms in property
From$72
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Festus - St. Louis South - Festus 1001 Veterans Blvd., Festus, MO 63028 Call ~37.61 miles northwest of Chester
  • Three Star Suburban hotel
  • Free breakfast
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vac Timber Creek : 4800 Us Highway 67 4800 Us Highway 67, Desoto, MO 63020 Call ~37.67 miles west of Chester
  • Three Star hotel
  • Gym / Fitness Center Available
From$90
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Festus South St. Louis by Ih - Festus 1802 Gamel Cemetery Rd., Festus, MO 63028 Call ~37.72 miles northwest of Chester
  • Economical Highway property
  • Hotel has 4 floors
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Carbondale in Carbondale 2175 Reed Station Pkwy., Carbondale, IL 62901 Call ~37.72 miles east of Chester
  • Midscale Rural hotel
  • Hotel has 3 floors
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Festus St. Louis South - Festus 1303 Veterans Blvd., Festus, MO 63028 Website Call ~37.81 miles northwest of Chester
  • 3-star Suburban hotel
  • Hotel has 3 floors
From$45
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Carbondale Conference Center An Ihg Hotel : 2300 Reed Station Pkwy. 2300 Reed Station Pkwy., Carbondale, IL 62901 Call ~37.90 miles east of Chester
  • Three Star Rural hotel
  • Gym is available on property
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Carbondale University Area 2400 Reed Station Pkwy., Carbondale, IL 62901 Website Call ~37.99 miles east of Chester
  • 3-star Suburban property
  • 24 suites in hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Bonne Terre - Bonne Terre 8 Northwood Dr., Bonne Terre, MO 63628 Call ~38.90 miles west of Chester
  • Two star property
  • Check-in time: 11:00 AM
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Bonne Terre Mo - Bonne Terre 1017 Highway K, Bonne Terre, MO 63628 Call ~38.90 miles west of Chester
  • Two star hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Okawville in Okawville 812 North Henhouse Rd., Okawville, IL 62271 Call ~38.99 miles northeast of Chester
  • Two star Rural hotel
  • 2 suites in property
From$64
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Okawville - Okawville 812 North Hen House Rd., Okawville, IL 62271 Call ~38.99 miles northeast of Chester
  • Two-star property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western U. S. Inn 11640 State Route 127, Nashville, IL 62263 Call ~40.35 miles northeast of Chester
  • Midscale Highway hotel
  • Check in time: 02:00
From$62
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites in Jackson 2904 Old Orchard Rd., Jackson, MO 63755 Call ~40.59 miles south of Chester
  • Midscale Highway property
  • Comp. Breakfast
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Pevely in Pevely 1711 Highway Z, Pevely, MO 63070 Call ~40.60 miles northwest of Chester
  • 2 star hotel
  • Check-in time: 11:00 AM
From$35
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Jackson / Cape Girardeau - Jackson 3003 South Old Orchard Rd., Jackson, MO 63755 Call ~40.74 miles south of Chester
  • Affordable Highway hotel
  • 9 suites in hotel
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Cape Girardeau 2520 Veterans Memorial Dr., Cape Girardeau, MO 63701 Call ~41.17 miles south of Chester
  • 3-star Highway property
  • 90 sleeping rooms in hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Belleville St. Louis Area - Belleville 600 East Main St., Belleville, IL 62220 Call ~41.88 miles north of Chester
  • Inexpensive property
  • Check in: 11:00 AM
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn St. Louis Columbia 165 Admiral Trost Dr., Columbia, IL 62236 Call ~41.98 miles northwest of Chester
  • 3 star Suburban property
  • 3 floors in property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Cape Girardeau North 2011 North Kingshighway St., Cape Girardeau, MO 63701 Website Call ~42.29 miles south of Chester
  • Low Cost property
  • Free comp. breakfast
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus MidAmerica Hotel in Mascoutah 9730 Hayden Dr., Mascoutah, IL 62258 Call ~43.84 miles north of Chester
  • Affordable Suburban property
  • 15 suites in property
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Drury Lodge : 104 South Vantage Dr. 104 South Vantage Dr., Cape Girardeau, MO 63701 Call ~44.34 miles south of Chester
  • 3-star Highway hotel
  • Fitness center on property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Drury Suites Cape Girardeau - Cape Girardeau 3303 Campster Dr., Cape Girardeau, MO 63701 Call ~44.54 miles south of Chester
  • Mid-scale Highway hotel
  • Free breakfast
From$85
Very Good 4.5 /5 Read Reviews Call BookMore Details
Auburn Place Hotel & Suites - Cape Girardeau 3265 Williams St., Cape Girardeau, MO 63702 Call ~44.68 miles south of Chester
  • Affordable Highway hotel
  • Hotel has 2 floors
From$58
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Victorian Inn & Suites 3256 William St., Cape Girardeau, MO 63703 Call ~44.68 miles south of Chester
  • Three Star Golf Course property
  • Free complimentary breakfast
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Cape Girardeau 433 Cape West Crossing, Cape Girardeay, MO 63703 Call ~44.68 miles south of Chester
  • 3 star hotel
  • Complimentary breakfast is offered
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Cape Girardeau I 55 by Ihg - Cape Girardeau 3253 William St., Cape Girardeau, MO 63701 Call ~44.68 miles south of Chester
  • Mid-scale property
  • 102 rooms in hotel
From$80
Very Good 4.5 /5 Review Score Call BookMore Details

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The Ideal Time to Explore Chester, IL

The weather patterns in Chester, IL range from hot and humid summers to cold, snowy winters, with a fair share of clouds seen year-round. Spring brings mild temperatures, perfect for hiking in the Piney Creek Ravine Nature Preserve or fishing in the Mississippi River. During the summer months, the temperatures can reach up to 89 °F, making it an ideal period for open-air pastimes. The winter months bring a different kind of beauty to Chester. Even in winter, the city doesn't slow down; the chilly season is a great time to delve into the town's history at the Chester Welcome Center or enjoy indoor activities like bowling. One of the key events that draw tourists during fall is the annual Popeye Picnic and Parade, held the weekend after Labor Day in September. Chester, known as the "Home of Popeye," sees fans from across the country and even the world coming together to celebrate the beloved character created by Elzie Segar. The event includes rides, food stalls, music, and fireworks, making it a fun-filled weekend for all ages. During the Popeye's Picnic, a Popeye Parade takes place on a Saturday morning. It involves local school bands, floats from various businesses, fire departments, veterans, politicians, clowns, and more, making it a lively and entertaining spectacle. Plus, before the parade, there's a run and walk event where participants can win medals and trophies, adding a competitive thrill to the festivities. According to the tourism score, the most popular times to visit are from late May to late June and from late July to late September. These periods provide warm weather, perfect for outdoor activities and sightseeing.

Save on Your Stay: Hotel Discounts in Chester, IL

HotelPlanner offers a wide variety of deals and discounts for travelers visiting Chester, IL. Whether you're planning an extended stay or a quick overnight trip, you can find offers that match your needs. For those booking multiple nights, there are extended stay deals that offer significant savings. If you're traveling with a group, be sure to check out the competitive group rates that can make your visit more budget-friendly. Solo travelers aren't left out either, with special rates tailored just for them. HotelPlanner also provides seasonal promotions, allowing you to save more during specific times of the year. So, whatever your needs, HotelPlanner has a deal to make your stay in Chester, IL more affordable and enjoyable.

Chester, IL: A Legacy of Industry and Community

Chester embodies a rich history of industry, innovation, and cultural heritage. Its roots date back to 1829 when Samuel Smith, the purported founder, established the first home and ferry system. Named after the English city of Chester, his wife's hometown, the settlement flourished with the establishment of businesses like a general store and a castor oil press, which fueled economic growth and attracted settlers from diverse backgrounds. The industrial prowess became evident with the establishment of the H.C. Cole Milling Company in 1839. Initially a small sawmill, it evolved into a prosperous flour mill under Nathan Cole's stewardship. The mill's innovations, including the introduction of electric streetlights, showcased a progressive spirit and commitment to modernization. In the early 20th century, the International Shoe Company and Prim Hosiery Mill emerged as key players in the economy, employing hundreds and producing footwear and stockings that garnered national acclaim. These industries not only provided employment opportunities but also contributed to a reputation as a center of manufacturing excellence.  The Chester Pool, constructed as part of a Works Progress Administration (WPA) initiative during the Great Depression, served as a recreational hub for residents and visitors alike. Although closed in 2014, it remains a symbol of commitment to community well-being. The natural beauty is complemented by parks like Segar Memorial Park and historic sites such as the Mary's River Covered Bridge, offering opportunities for outdoor recreation and exploration. With a rich industrial legacy, cultural heritage, and commitment to progress, Chester continues to thrive as a cherished destination along the Mississippi River, where history and innovation converge.

Verified reviews of the city of Chester

Below are reviews of the city of Chester, IL from an actual visitor's perspective.

"Hills and Trees "
Score 4.0 / 5

I loved the hills and trees Chester is a quaint town with history

Debbie K., from 01-Jun-2025
"Close to restaurants and shopping."
Score 5.0 / 5

Stores and restaurants are close by the hotel.

Antonia H., from 04-Dec-2024
"Cozy hometown."
Score 4.0 / 5

The hometown feeling of Chester is welcoming and appreciated.

Barbara S., from 25-Oct-2024
"Close to the World Shooting Complex"
Score 4.0 / 5

Close to the World Shooting Complex and very friendly town.

Alicia B., from 05-Aug-2024
"Nice, Clean, Quiet"
Score 4.0 / 5

A nice, clean quiet town.

Mary W., from 24-Jun-2024
"Popeye"
Score 4.0 / 5

Popeye characters around Chester were very fun to see!

Diane R., from 31-May-2023
"Interesting little city with amazing river views!!!"
Score 4.0 / 5

Interesting little city with amazing river views!!!

Michelle G., from 06-Sep-2022
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