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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/Motels & Accommodations

Baymont by Wyndham Chester Il in Chester
+1-888-389-4121
2150 State St., Chester, IL 62233
  • Mid-scale Rural property
  • Comp. Breakfast
From£54
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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Arrowrock Inn in Ste Genevieve
+1-888-675-2083
17030 New Bremen Rd., Ste Genevieve, MO 63670 ~12.09 miles west of Chester
  • 2 star Rural property
  • 4 suites in hotel
From£38
Very good 4.0 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Sainte Genevieve - Sainte Genevieve
+1-800-716-8490
21958 Highway 32, Sainte Genevieve, MO 63670 ~13.27 miles west of Chester
  • Two-star Highway property
  • 6 suites in property
From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Perryville - Perryville
+1-800-805-5223
1500 Liberty St., Perryville, MO 63775 ~15.08 miles south of Chester
  • Cheap Highway hotel
  • Check-in: 3:00 PM
From£47
Average 3.5 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Perryville - Perryville
+1-888-965-1860
1119 Vincent Dr., Perryville, MO 63775 ~15.13 miles south of Chester
  • Cheap Highway hotel
  • 3 floors in property
From£46
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel
+1-888-788-5576
1301 North Market St., Sparta, IL 62286 ~16.50 miles north of Chester
  • Midscale Rural hotel
  • Gym is available on property
From£78
Very good 4.0 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn-Murphysboro/Carbondale
+1-888-897-9207
128 East Walnut St., Murphysboro, IL 62966 ~28.45 miles east of Chester
  • Economical hotel
  • 39 rooms in property
From£38
Poor 2.5 /5 Reviews Call BookMore Details
Americas Best Value Inn & Suites Pinckneyville : 5700 Il 154
+1-888-311-4278
5700 Il 154, Pinckneyville, IL 62274 ~28.84 miles east of Chester
  • Low Cost hotel
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Du Quoin
+1-888-469-4795
1010 S.jefferson Ave., Du Quoin, IL 62832 ~32.42 miles east of Chester
  • Two star property
  • Check-in time: 3p
From£42
Average 3.0 /5 Read Reviews Call BookMore Details
University Inn of Carbondale : 2400 West Main St.
+1-888-734-9421
2400 West Main St., Carbondale, IL 62901 ~33.89 miles east of Chester
  • Three Star property
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Farmington, an IHG Hotel
+1-888-841-5292
820 Market St., Farmington, MO 63640 ~34.80 miles west of Chester
  • Midscale Rural hotel
  • Check in: 3:00pm
From£78
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Crown Pointe Lodge, BW Signature Collection
+1-888-455-5160
4245 Hunt Rd., Farmington, MO 63640 ~34.87 miles west of Chester
  • 3-star Golf Course hotel
  • Check in: 04:00
From£51
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Farmington : 930 Valley Creek Dr.
+1-888-965-8297
930 Valley Creek Dr., Farmington, MO 63640 ~34.91 miles west of Chester
  • Economical property
  • Hotel has 2 floors
From£38
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Farmington - Farmington
+1-888-906-6358
850 Valley Creek Dr., Farmington, MO 63640 ~34.95 miles west of Chester
  • 3 star Highway hotel
  • Check in time: 3:00pm
From£63
Average 3.0 /5 Recent Reviews Call BookMore Details
Drury Inn & Suites Jackson Missouri
+1-888-749-6785
225 Drury Lane, Jackson, MO 63755 ~35.29 miles south of Chester
  • Mid-scale Suburban property
  • Hotel has an eco-friendly policy Learn more
From£62
Very good 4.5 /5 Hotel Reviews Call BookMore Details
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Baymont Inn and Suites by Wyndham Farmington, MO
+1-888-878-9982
1625 West Columbia St., Farmington, MO 63640 ~35.40 miles west of Chester
  • 3-star Highway hotel
  • Check-in time: 04:00
From£63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Farmington - Farmington
+1-888-389-4485
1400 West Liberty St., Farmington, MO 63640 ~35.43 miles west of Chester
  • Three Star Rural property
  • Check-in: 11:00
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Carbondale : 200 West Elm St.
+1-888-389-4121
200 West Elm St., Carbondale, IL 62901 ~35.70 miles east of Chester
  • 3-star Downtown hotel
  • 4 floors in property
From£78
Very good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Waterloo - Waterloo
+1-888-675-2083
112 Warren Dr., Waterloo, IL 62298 ~35.99 miles northwest of Chester
  • 2-star Rural hotel
  • Check in: 3:00 PM
From£47
Average 3.5 /5 Read Reviews Call BookMore Details
Carbondale Value Inn & Suites in Carbondale
+1-800-716-8490
700 East Main St., Carbondale, IL 62901 ~36.13 miles east of Chester
  • 2-star Downtown hotel
  • Check in: 3:00pm
From£42
Average 3.0 /5 Read Reviews Call BookMore Details
Train Inn : 406 East Stoker St.
+1-800-805-5223
406 East Stoker St., Carbondale, IL 62901 ~36.17 miles east of Chester
  • 3 star Suburban hotel
  • Airport shuttle available
From£39
Very good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Carbondale
+1-888-965-1860
1180 East Main St., Carbondale, IL 62901 ~36.66 miles east of Chester
  • Two star property
  • Hotel has 3 floors
From£46
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Saluki Inn : 801 North Giant City Rd.
+1-888-788-5576
801 North Giant City Rd., Carbondale, IL 62902 ~37.08 miles east of Chester
  • 3 star Downtown property
  • 65 sleeping rooms in hotel
From£62
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Carbondale University Area
+1-888-897-9207
1415 East Main St., Carbondale, IL 62901 Website ~37.08 miles east of Chester
  • 3 star Suburban hotel
  • Hotel has 64 rooms
Quality Inn Festus
+1-888-311-4278
1200 West Gannon Dr., Festus, MO 63028 Website ~37.43 miles northwest of Chester
  • 3-star Suburban property
  • Check in: 11:00
From£57
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Festus - St. Louis South
+1-888-469-4795
1001 Veterans Blvd., Festus, MO 63028 ~37.62 miles northwest of Chester
  • 3-star Suburban hotel
  • Fitness + Health Center
From£63
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vac Timber Creek : 4800 Us Highway 67
+1-888-734-9421
4800 Us Highway 67, Desoto, MO 63020 ~37.69 miles west of Chester
  • 3 star property
  • Check in: 16:00
From£71
Very good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Festus South St. Louis An I
+1-888-841-5292
1802 Gamel Cemetery Rd., Festus, MO 63028 ~37.72 miles northwest of Chester
  • Cheap Highway hotel
  • Check in: 3:00pm
From£71
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Festus - St Louis South : 1303 Veterans Blvd.
+1-888-455-5160
1303 Veterans Blvd., Festus, MO 63028 Website ~37.81 miles northwest of Chester
  • Midscale Suburban property
  • Check-in time: 3:00 PM
From£35
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Carbondale - Carbondale
+1-888-965-8297
2175 Reed Station Pkwy., Carbondale, IL 62901 ~37.82 miles east of Chester
  • Affordable Rural property
  • 3 floors in property
From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Carbondale Conference Center An Ihg Hotel : 2300 Reed Station Pkwy.
+1-888-906-6358
2300 Reed Station Pkwy., Carbondale, IL 62901 ~38.00 miles east of Chester
  • 3-star Rural property
  • 2 suites in hotel
From£78
Very good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Carbondale University Area - Carbondale
+1-888-749-6785
2400 Reed Station Pkwy., Carbondale, IL 62901 Website ~38.09 miles east of Chester
  • Three Star Suburban hotel
  • Fitness + Health Center
From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Bonne Terre Mo
+1-888-878-9982
1017 Highway K, Bonne Terre, MO 63628 ~38.95 miles west of Chester
  • Economical hotel
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Bonne Terre : 8 Northwood Dr.
+1-888-389-4485
8 Northwood Dr., Bonne Terre, MO 63628 ~38.95 miles west of Chester
  • 2 star hotel
  • Check-in: 11:00 AM
From£47
Average 3.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Okawville in Okawville
+1-888-389-4121
812 North Hen House Rd., Okawville, IL 62271 ~39.02 miles northeast of Chester
  • Economy hotel
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Okawville
+1-888-675-2083
812 North Henhouse Rd., Okawville, IL 62271 ~39.02 miles northeast of Chester
  • Inexpensive Rural hotel
  • Hotel has 2 suites
From£50
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western U. S. Inn
+1-800-716-8490
11640 State Route 127, Nashville, IL 62263 ~40.36 miles northeast of Chester
  • 3 star Highway hotel
  • Hotel has 48 rooms
From£51
Very good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Pevely
+1-800-805-5223
1711 Highway Z, Pevely, MO 63070 ~40.60 miles northwest of Chester
  • Cheap property
From£27
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Suites in Jackson
+1-888-965-1860
2904 Old Orchard Rd., Jackson, 63755 United States ~40.67 miles south of Chester
  • Expensive Highway hotel
  • Gym is available on property
From£99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites Jackson-Cape Girardeau
+1-888-788-5576
2904 Old Orchard Rd., Jackson, MO 63755 Website ~40.67 miles south of Chester
  • Midscale Highway property
  • 3 floors in hotel
From£51
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Jackson / Cape Girardeau in Jackson
+1-888-897-9207
3003 South Old Orchard Rd., Jackson, MO 63755 ~40.81 miles south of Chester
  • Mid-scale Highway property
  • 4 floors in hotel
From£67
Very good 4.0 /5 Guest Reviews Call BookMore Details
TRU by Hilton Cape Girardeau - Cape Girardeau
+1-888-311-4278
2520 Veterans Memorial Dr., Cape Girardeau, MO 63701 ~41.24 miles south of Chester
  • Mid-scale property
From£63
Average 3.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Belleville St. Louis Area : 600 East Main St.
+1-888-469-4795
600 East Main St., Belleville, IL 62220 ~41.94 miles north of Chester
  • Low priced hotel
  • Check-in: 11:00 AM
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn St. Louis Columbia in Columbia
+1-888-734-9421
165 Admiral Trost Dr., Columbia, IL 62236 ~42.00 miles northwest of Chester
  • 3 star Suburban hotel
  • 2 conference rooms in property
From£63
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn : 2011 North Kingshighway St.
+1-888-841-5292
2011 North Kingshighway St., Cape Girardeau, MO 63701 Website ~42.36 miles south of Chester
  • Cheap hotel
  • 2 suites in property
From£47
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus MidAmerica Hotel in Mascoutah
+1-888-455-5160
9730 Hayden Dr., Mascoutah, IL 62258 ~43.90 miles north of Chester
  • Three Star Suburban hotel
  • 85 rooms in hotel
From£54
Very good 4.0 /5 Reviews Call BookMore Details
Drury Plaza Hotel & Conference Center Cape Girardeau
+1-888-965-8297
3351 Percy Dr., Cape Girardeau, MO 63701 ~44.41 miles south of Chester
  • 3 star hotel
  • Hotel has an eco-friendly policy See policy
From£46
Average 3.0 /5 Reviews Call BookMore Details
Drury Lodge - Cape Girardeau
+1-888-906-6358
104 South Vantage Dr., Cape Girardeau, MO 63701 ~44.43 miles south of Chester
  • Mid-scale Highway hotel
  • Gym / Fitness Center Available
From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Drury Suites Cape Girardeau in Cape Girardeau
+1-888-749-6785
3303 Campster Dr., Cape Girardeau, MO 63701 ~44.62 miles south of Chester
  • 3-star Highway hotel
  • Hotel has 79 suites
From£67
Very good 4.5 /5 Guest Reviews Call BookMore Details
Pear Tree Inn Cape Girardeau Medical Center in Cape Girardeau
+1-888-878-9982
3248 William St., Cape Girardeau, MO 63701 ~44.68 miles south of Chester
  • 2-star Highway property
  • Check in: 3:00 pm
From£52
Very good 4.0 /5 Review Score Call BookMore Details

Next: See My Chester Hotels with Pricing

Graph: Next 20 Days of Chester Hotel Prices

Rates shown are nightly rates before taxes and do not necessarily reflect all Chester, IL discounts available. The chart reflects the cheapest Chester hotel for each day and each star rating category.

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.

Below is a chart of the current pricing seasonality of hotels and motels in Chester, IL:

Chester, IL: Prices by Star Rating Class

Below are 3 charts illustrating avg. price trends by star rating class in Chester, IL. Browse these illustrations to evaluate the cheapest time period to book a room in Chester throughout the year.

Exquisite Accommodations for Discerning Travelers in Chester, IL

On the other end of the spectrum, Chester, IL also features a selection of luxury accommodations for those seeking a more indulgent experience. These high-end hotels, inns, and suites offer an elevated level of comfort and service, with beautifully appointed rooms, top-notch facilities, and personalized services. Many of these luxury properties boast prime locations, ensuring easy access to the attractions and stunning views of the surrounding landscapes. Whether it's a sophisticated suite or a resort-style inn, these premium lodgings in Chester promise a lavish retreat for those looking to unwind in style.

Affordable Accommodations in Chester, IL: Budget-Friendly Hotels for Every Traveler

3 Star Average Prices: £88.93

Chester caters to all travelers, regardless of their budget. For those seeking affordability without compromising on comfort, the area provides a range of wallet-friendly accommodations. These include cozy hotels, motels, inns, and suites, each featuring all the essential amenities to ensure a comfortable rest. These low-cost lodgings often offer free Wi-Fi, complimentary breakfast, and access to local transportation, making them an excellent choice for both leisure and business travelers. The affordable properties not only ensure value for money but also allow visitors to experience the generous hospitality.

2 Star Average Prices: £48.42

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.

FAQs about hotels in Chester

What are the best rated hotels in Chester?

Drury Inn & Suites Jackson Missouri, Holiday Inn Club Vac Timber Creek and Drury Suites Cape Girardeau are the best rated hotels based on customer reviews in the last 365 days.

What are the most luxurious hotels in Chester?

Comfort Suites, Baymont by Wyndham Chester Il and Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel are the top 3 luxury hotels near Chester city center.

What hotels are closest to the city center of Chester?

Baymont by Wyndham Chester Il, Arrowrock Inn, and Microtel Inn & Suites by Wyndham Sainte Genevieve are the properties closest to Chester city center.

What are the best independent hotels in Chester?

Drury Suites Cape Girardeau, Arrowrock Inn and Train Inn are the best rated independent hotels (not part of a big brand).

What are the most popular Choice Hotels branded hotels in Chester?

Comfort Inn Festus - St Louis South, Quality Inn and Quality Inn Farmington are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular Best Western hotels in Chester?

Crown Pointe Lodge, BW Signature Collection, Best Western U. S. Inn and Best Western Plus MidAmerica Hotel are the best rated Best Western branded hotels (based on user reviews score).

What are the most popular IHG hotels in Chester?

Holiday Inn Club Vac Timber Creek, Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel and Holiday Inn Express & Suites Farmington, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Verified reviews of the city of Chester

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

"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
The average traveler rating of the city of Chester, IL shown above is 4.0 out of 5 based on 5 reviews
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