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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 & Accommodations

Chester Hotel
+1-888-389-4121
2150 State St., Chester, IL 62233
  • Affordable Rural hotel
  • Hotel has 2 floors
From£53
Very good 4.0 /5 Latest Reviews Call BookMore Details
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Arrowrock Inn
+1-888-675-2083
17030 New Bremen Rd., Ste Genevieve, MO 63670 ~12.09 miles west of Chester
  • Cheap Rural property
  • Free complimentary breakfast
From£37
Very good 4.0 /5 Latest 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
  • 2-star Highway property
  • Comp. Breakfast
From£57
Very good 4.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Perryville
+1-800-805-5223
1500 Liberty St., Perryville, MO 63775 ~15.08 miles south of Chester
  • Economy Highway property
  • Free breakfast
From£46
Average 3.5 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Perryville in Perryville
+1-888-965-1860
1119 Vincent Dr., Perryville, MO 63775 ~15.13 miles south of Chester
  • Cheap Highway hotel
  • Fitness / Gym is on-site
From£45
Very good 4.0 /5 Latest 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
  • Mid-scale Rural property
  • Hotel has an eco-friendly policy See policy
From£76
Very good 4.0 /5 Guest 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
  • 2 star property
  • 39 rooms in hotel
Americas Best Value Inn & Suites Pinckneyville
+1-888-311-4278
5700 State Route 154, Pinckneyville, IL 62274 ~28.84 miles east of Chester
  • Two star hotel
From£46
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
  • Cheap property
  • 38 rooms in property
From£41
Average 3.0 /5 Hotel Reviews Call BookMore Details
University Inn of Carbondale - Carbondale
+1-888-734-9421
2400 West Main St., Carbondale, IL 62901 ~33.89 miles east of Chester
  • Midscale property
From£61
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Farmington, an IHG Hotel in Farmington
+1-888-841-5292
820 Market St., Farmington, MO 63640 ~34.80 miles west of Chester
  • Mid-scale Rural property
  • Hotel has 60 rooms
From£76
Very good 4.0 /5 Review Score Call BookMore Details
Crown Pointe Lodge, BW Signature Collection in Farmington
+1-888-455-5160
4245 Hunt Rd., Farmington, MO 63640 ~34.87 miles west of Chester
  • 3 star Golf Course hotel
  • Hotel has 48 rooms
From£50
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
  • Low-priced hotel
  • Free complimentary breakfast
From£37
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Farmington
+1-888-906-6358
850 Valley Creek Dr., Farmington, MO 63640 ~34.95 miles west of Chester
  • Mid-scale Highway property
  • 64 sleeping rooms in hotel
From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
Drury Inn & Suites Jackson Missouri : 225 Drury Lane
+1-888-749-6785
225 Drury Lane, Jackson, MO 63755 ~35.29 miles south of Chester
  • Midscale Suburban property
  • Hotel has 4 floors
From£60
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 property
  • 94 sleeping rooms in hotel
From£61
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn Farmington : 1400 West Liberty St.
+1-888-389-4485
1400 West Liberty St., Farmington, MO 63640 ~35.43 miles west of Chester
  • Three Star Rural hotel
  • 48 rooms in hotel
From£61
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Carbondale
+1-888-389-4121
200 West Elm St., Carbondale, IL 62901 ~35.70 miles east of Chester
  • Midscale Downtown hotel
  • Hotel has 99 rooms
From£76
Very good 4.0 /5 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
  • Inexpensive Rural property
  • Free complimentary breakfast
From£46
Average 3.5 /5 Hotel Reviews Call BookMore Details
Carbondale Value Inn & Suites : 700 East Main St.
+1-800-716-8490
700 East Main St., Carbondale, IL 62901 ~36.13 miles east of Chester
  • Two-star Downtown property
  • 41 rooms in hotel
From£41
Average 3.0 /5 Recent Reviews Call BookMore Details
Train Inn - Carbondale
+1-800-805-5223
406 East Stoker St., Carbondale, IL 62901 ~36.17 miles east of Chester
  • Mid-scale Suburban property
  • 2 suites in property
From£38
Very good 4.0 /5 Recent 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
  • Cheap hotel
  • Free breakfast available
From£44
Average 3.0 /5 Review Score Call BookMore Details
Best Western Saluki Inn
+1-888-788-5576
801 North Giant City Rd., Carbondale, IL 62902 ~37.08 miles east of Chester
  • 3-star Downtown property
  • 65 rooms in hotel
From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Carbondale University Area : 1415 East Main St.
+1-888-897-9207
1415 East Main St., Carbondale, IL 62901 Website ~37.08 miles east of Chester
  • Midscale Suburban hotel
  • Check in: 3:00pm
From£23
Poor 2.0 /5 Reviews Call BookMore Details
Quality Inn Festus in 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 time: 11:00
From£55
Average 3.0 /5 Guest 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
  • Mid-scale Suburban hotel
  • Access to gym on-site
From£61
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vac Timber Creek
+1-888-734-9421
4800 Us Highway 67, Desoto, MO 63020 ~37.69 miles west of Chester
  • Midscale hotel
  • 3 floors in property
From£69
Very good 4.5 /5 Review Score 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 property
  • Free comp. breakfast
From£69
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
  • Mid-scale Suburban property
  • 3 floors in hotel
From£34
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Carbondale in Carbondale
+1-888-965-8297
2175 Reed Station Pkwy., Carbondale, IL 62901 ~37.82 miles east of Chester
  • 3 star Rural hotel
  • Gym / Fitness Center Available
From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Carbondale Conference Center An Ihg Hotel in Carbondale
+1-888-906-6358
2300 Reed Station Pkwy., Carbondale, IL 62901 ~38.00 miles east of Chester
  • Three Star Rural property
  • Check-in: 3:00 pm
From£76
Very good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Carbondale University Area in Carbondale
+1-888-749-6785
2400 Reed Station Pkwy., Carbondale, IL 62901 Website ~38.09 miles east of Chester
  • Midscale Suburban hotel
  • 24 suites in property
From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Bonne Terre Mo : 1017 Highway K
+1-888-878-9982
1017 Highway K, Bonne Terre, MO 63628 ~38.95 miles west of Chester
  • Economical property
From£46
Average 3.0 /5 Latest 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£46
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Okawville : 812 North Henhouse Rd.
+1-888-389-4121
812 North Henhouse Rd., Okawville, IL 62271 ~39.02 miles northeast of Chester
  • Two-star Rural hotel
  • 2 floors in property
From£49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Okawville
+1-888-675-2083
812 North Hen House Rd., Okawville, IL 62271 ~39.02 miles northeast of Chester
  • Low priced property
From£46
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western U. S. Inn : 11640 State Route 127
+1-800-716-8490
11640 State Route 127, Nashville, IL 62263 ~40.36 miles northeast of Chester
  • Affordable Highway property
  • Hotel has 2 floors
From£50
Very good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Pevely : 1711 Highway Z
+1-800-805-5223
1711 Highway Z, Pevely, MO 63070 ~40.60 miles northwest of Chester
  • Cheap hotel
  • Check-in time: 11:00 AM
From£27
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Suites Jackson-Cape Girardeau - Jackson
+1-888-965-1860
2904 Old Orchard Rd., Jackson, MO 63755 Website ~40.67 miles south of Chester
  • 3-star Highway property
  • Fitness + Health Center
From£50
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Jackson / Cape Girardeau
+1-888-788-5576
3003 South Old Orchard Rd., Jackson, MO 63755 ~40.81 miles south of Chester
  • 3 star Highway hotel
  • Access to gym on-site
From£65
Very good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Belleville St. Louis Area
+1-888-897-9207
600 East Main St., Belleville, IL 62220 ~41.94 miles north of Chester
  • Low-priced property
From£46
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn St. Louis Columbia
+1-888-311-4278
165 Admiral Trost Dr., Columbia, IL 62236 ~42.00 miles northwest of Chester
  • Three Star Suburban hotel
  • Comp. Breakfast
From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn
+1-888-469-4795
2011 North Kingshighway St., Cape Girardeau, MO 63701 Website ~42.36 miles south of Chester
  • 2 star hotel
  • Free comp. breakfast
From£46
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus MidAmerica Hotel in Mascoutah
+1-888-734-9421
9730 Hayden Dr., Mascoutah, IL 62258 ~43.90 miles north of Chester
  • Mid-scale Suburban property
  • 15 suites in property
From£53
Very good 4.0 /5 Guest Reviews Call BookMore Details
Drury Plaza Hotel & Conference Center Cape Girardeau - Cape Girardeau
+1-888-841-5292
3351 Percy Dr., Cape Girardeau, MO 63701 ~44.41 miles south of Chester
  • 3 star property
  • Hotel has an eco-friendly policy See more
From£45
Average 3.0 /5 Review Score Call BookMore Details
Drury Lodge
+1-888-455-5160
104 South Vantage Dr., Cape Girardeau, MO 63701 ~44.43 miles south of Chester
  • 3 star Highway property
  • Complimentary breakfast is offered
From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Drury Suites Cape Girardeau
+1-888-965-8297
3303 Campster Dr., Cape Girardeau, MO 63701 ~44.62 miles south of Chester
  • Midscale Highway property
  • 79 suites in property
From£65
Very good 4.5 /5 Recent Reviews Call BookMore Details
Pear Tree Inn Cape Girardeau Medical Center
+1-888-906-6358
3248 William St., Cape Girardeau, MO 63701 ~44.68 miles south of Chester
  • Low-priced Highway hotel
  • Hotel has a green policy See more
From£50
Very good 4.0 /5 Read Reviews Call BookMore Details
Pear Tree Inn Cape Girardeau West in Cape Girardeau
+1-888-749-6785
103 Cape West Pkwy., Cape Girardeau, MO 63701 ~44.74 miles south of Chester
  • Low Cost hotel
  • Fitness + Health Center
From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Auburn Place Hotel & Suites : 3265 Williams St.
+1-888-878-9982
3265 Williams St., Cape Girardeau, MO 63702 ~44.76 miles south of Chester
  • Three Star Highway hotel
  • Check-in time: 0300 pm
From£44
Very good 4.5 /5 Latest Reviews 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: £86.44

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: £47.06

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 high-end hotels in Chester?

Chester Hotel, Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel and University Inn of Carbondale are the top 3 luxury hotels near Chester city center.

What hotels are closest to the city center of Chester?

Chester Hotel, 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, Auburn Place Hotel & Suites and Chester Hotel 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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