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

Holiday Inn Express Hotel & Suites Cape Girardeau I-55 by IHG 3253 William Street, Cape Girardeau, MO 63701 +1-888-389-4121 ~44.68 miles south of Chester
  • Three Star property
  • 102 rooms in property
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Excellent 9.4 /10 Latest Reviews Call BookMore Details
Hampton Inn Cape Girardeau I 55 East 207 South Mt. Auburn Rd, Cape Girardeau, MO 63703 +1-888-675-2083 ~44.81 miles south of Chester
  • Midscale hotel
  • Pets Allowed
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Excellent 9.6 /10 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Carbondale 200 West Elm St, Carbondale, IL 62901 +1-800-716-8490 ~35.72 miles east of Chester
  • Three Star property
  • Fitness / Gym is on-site
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Very Good 8.8 /10 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Carbondale - University Area by IHG 2300 Reed Station Parkway, Carbondale, IL 62901 +1-800-805-5223 ~38.02 miles east of Chester
  • Three Star hotel
  • 100 rooms in hotel
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Very Good 8.8 /10 Review Score Call BookMore Details
Holiday Inn Express & Suites Farmington by IHG 820 Market St, Farmington, MO 63640 +1-888-965-1860 ~34.91 miles west of Chester
  • 3 star hotel
  • Fitness + Health Center
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Very Good 8.6 /10 Recent Reviews Call BookMore Details
Hampton Inn St. Louis - Columbia 165 Admiral Trost Dr, Columbia, IL 62236 +1-888-788-5576 ~42.01 miles northwest of Chester
  • Midscale hotel
  • Pets/Animals Allowed
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Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Hampton Inn Farmington 850 Valley Creek Dr, Farmington, MO 63640 +1-888-897-9207 ~34.85 miles west of Chester
  • Mid-scale hotel
  • Check-in time: 4:00 PM - anytime
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Very Good 8.8 /10 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Jackson / Cape Girardeau 3003 SOUTH OLD ORCHARD ROAD, Jackson, MO 63755 +1-888-311-4278 ~40.61 miles south of Chester
  • Midscale hotel
  • Check-in: 3:00 PM - anytime
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Very Good 8.4 /10 Reviews Call BookMore Details
Walkers Bluff Casino Resort 777 Walkers Bluff Way, Carterville, IL 62918 +1-888-469-4795 ~37.61 miles east of Chester
  • Resort hotel
  • Fitness center on property
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Excellent 9.4 /10 Review Score Call BookMore Details
Holiday Inn Express & Suites Murphysboro - Carbondale by IHG 120 MUDDY MONSTER ROAD, Murphysboro, IL 62966 +1-888-734-9421 ~29.14 miles east of Chester
  • 3 star hotel
  • 75 rooms in hotel
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Excellent 9.4 /10 Hotel Reviews Call BookMore Details
Best Western Plus MidAmerica Hotel 9730 Hayden Drive, Mascoutah, IL 62258 +1-888-841-5292 ~43.81 miles north of Chester
  • Affordable hotel
  • Pet-friendly
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Hampton Inn Carbondale 2175 Reed Station Pkwy, Carbondale, IL 62901 +1-888-455-5160 ~37.86 miles east of Chester
  • Mid-scale property
  • Gym is available on property
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Very Good 8.4 /10 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Perryville by IHG 2020 Jefferson St, Perryville, MO 63775 +1-888-965-8297 ~15.12 miles south of Chester
  • 3-star hotel
  • Hotel has 75 rooms
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Excellent 9.2 /10 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites FESTUS - SOUTH ST. LOUIS by IHG 1802 Gamel Cemetery Road, Festus, MO 63028 +1-888-906-6358 ~37.83 miles northwest of Chester
  • Mid-scale hotel
  • Hotel has 86 rooms
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
The Riverview 777 Main St, Cape Girardeau, MO 63701 +1-888-749-6785 ~44.99 miles south of Chester
  • High end property
  • Check in: 3:00 PM - 2:00 AM
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Tru by Hilton Cape Girardeau 2520 Veterans Memorial Dr, Cape Girardeau, MO 63701 +1-888-878-9982 ~41.13 miles south of Chester
  • 3-star hotel
  • Pets are Welcome
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Excellent 9.3 /10 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Sparta by IHG 1301 North Market St, Sparta, IL 62286 +1-888-389-4485 ~16.48 miles north of Chester
  • 3-star property
  • Hotel has 3 floors
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Excellent 9.2 /10 Hotel Reviews Call BookMore Details
Comfort Suites Jackson-Cape Girardeau 2904 Old Orchard Rd, Jackson, MO 63755 +1-888-389-4121 ~40.55 miles south of Chester
  • Three Star property
  • Check in time: 3:00 PM - anytime
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Very Good 8.0 /10 Reviews Call BookMore Details
EC Reeds Mercantile and Hotel 301 1st St, Marble Hill, MO 63764 +1-888-675-2083 ~43.63 miles south of Chester
  • Three Star property
  • Pets/Animals Allowed
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Excellent 9.4 /10 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Festus - St. Louis South 1001 Veterans Blvd, Festus, MO 63028 +1-800-716-8490 ~37.67 miles northwest of Chester
  • Midscale hotel
  • Fitness / Gym is on-site
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Average 7.8 /10 Hotel Reviews Call BookMore Details
Baymont by Wyndham Chester IL 2150 State Street, Chester, IL 62233 +1-800-805-5223
  • Midscale hotel
  • Pet-friendly
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Crown Pointe Lodge BW Signature Collection 4245 Hunt Rd, Farmington, MO 63640 +1-888-965-1860 ~34.91 miles west of Chester
  • Affordable hotel
  • 48 rooms in hotel
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Very Good 8.8 /10 Read Reviews Call BookMore Details
Comfort Inn Festus - St. Louis South 1303 Veterans Blvd, Festus, MO 63028 +1-888-788-5576 ~37.91 miles northwest of Chester
  • 3-star hotel
  • 90 rooms in hotel
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Average 7.8 /10 Hotel Reviews Call BookMore Details
Best Western Saluki Inn 801 North Giant City Rd, Carbondale, IL 62902 +1-888-897-9207 ~37.10 miles east of Chester
  • Midscale hotel
  • 2 suites in property
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Average 7.8 /10 Review Score Call BookMore Details
Comfort Inn & Suites Carbondale University Area 2400 Reed Station Parkway, Carbondale, IL 62901 +1-888-311-4278 ~38.09 miles east of Chester
  • 3 star property
  • Pets are OK
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Average 7.6 /10 Recent Reviews Call BookMore Details
Baymont Inn and Suites by Wyndham Farmington MO 1625 West Columbia St, Farmington, MO 63640 +1-888-469-4795 ~35.44 miles west of Chester
  • Affordable property
  • Free breakfast
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Average 7.6 /10 Reviews Call BookMore Details
The Principal Hotel 310 South Main St, Columbia, IL 62236 +1-888-734-9421 ~41.45 miles northwest of Chester
  • Midscale property
  • Check-in: 3:00 PM - anytime
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Excellent 9.6 /10 Read Reviews Call BookMore Details
Baymont by Wyndham Festus 1200 West Gannon Drive, Festus, MO 63028 +1-888-841-5292 ~37.56 miles northwest of Chester
  • Mid-scale hotel
  • Free comp. breakfast
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Average 6.8 /10 Reviews Call BookMore Details
Quality Inn Cape Girardeau North 2011 North Kingshighway, Cape Girardeau, MO 63701 +1-888-455-5160 ~42.28 miles south of Chester
  • Mid-scale hotel
  • Check in time: 3:00 PM - anytime
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Average 7.0 /10 Guest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Sainte Genevieve 21958 Highway 32, Ste Genevieve, MO 63670 +1-888-965-8297 ~13.30 miles west of Chester
  • Mid-scale property
  • 2 floors in property
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Very Good 8.8 /10 Guest Reviews Call BookMore Details
University Inn of Carbondale 2400 West Main St, Carbondale, IL 62901 +1-888-906-6358 ~33.90 miles east of Chester
  • Mid-scale hotel
  • Check-in time: 3:00 PM
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Poor 4.8 /10 Read Reviews Call BookMore Details
Quality Inn Perryville I-55 1517 South Perryville Blvd., Perryville, MO 63775 +1-888-749-6785 ~15.12 miles south of Chester
  • Mid-scale hotel
  • 2 floors in hotel
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Average 6.8 /10 Latest Reviews Call BookMore Details
Quality Inn Carbondale University area 1415 East Main St, Carbondale, IL 62901 +1-888-878-9982 ~37.10 miles east of Chester
  • Three Star hotel
  • Check-in: 3:00 PM - anytime
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Poor 5.8 /10 Review Score Call BookMore Details
K-River Motel & Campground 7797 Route 154, Baldwin, IL 62217 +1-888-389-4485 ~18.45 miles north of Chester
  • Economical Motel property
  • Check in time: 9:00 AM - 8:00 PM
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Carbondale 1180 East Main St, Carbondale, IL 62901 +1-888-389-4121 ~36.70 miles east of Chester
  • Economical Motel hotel
  • 63 sleeping rooms in hotel
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Average 7.4 /10 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Pevely 1711 Highway Z, Pevely, MO 63070 +1-888-675-2083 ~40.67 miles northwest of Chester
  • 2 star Motel property
  • Check-in time: 3:00 PM - 2:00 AM
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Poor 5.8 /10 Hotel Reviews Call BookMore Details
Best Western U. S. Inn 11640 State Route 127, Nashville, IL 62263 +1-800-716-8490 ~40.39 miles northeast of Chester
  • Affordable property
  • Check-in time: 3:00 PM - 2:00 AM
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Very Good 8.6 /10 Guest Reviews Call BookMore Details
Super 8 by Wyndham Waterloo 112 Warren Dr, Waterloo, IL 62298 +1-800-805-5223 ~36.02 miles northwest of Chester
  • Economical Motel property
  • Check-in time: 3:00 PM - 12:00 PM
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Average 7.4 /10 Guest Reviews Call BookMore Details
Super 8 by Wyndham Perryville 1119 Vincent Dr, Perryville, MO 63775 +1-888-965-1860 ~15.10 miles south of Chester
  • Inexpensive Motel hotel
  • 5 suites in property
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Very Good 8.4 /10 Read Reviews Call BookMore Details
Super 8 by Wyndham Farmington 930 Valley Creek Dr, Farmington, MO 63640 +1-888-788-5576 ~34.94 miles west of Chester
  • 2-star Motel hotel
  • 62 rooms in property
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Very Good 8.2 /10 Reviews Call BookMore Details
Quality Inn Farmington 1400 West Liberty St, Farmington, MO 63640 +1-888-897-9207 ~35.49 miles west of Chester
  • Three Star property
  • Pet-friendly
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Average 7.6 /10 Review Score Call BookMore Details
Days Inn by Wyndham Perryville 1500 Liberty Street, Perryville, MO 63775 +1-888-311-4278 ~15.06 miles south of Chester
  • 2-star hotel
  • Check-in time: 3:00 PM - midnight
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Average 7.0 /10 Latest Reviews Call BookMore Details
Pinckeyville Inn and Suites 5700 Illinois Route 154, Pinckneyville, IL 62274 +1-888-469-4795 ~28.93 miles east of Chester
  • 2-star hotel
  • Fitness + Health Center
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Average 6.6 /10 Latest Reviews Call BookMore Details
Town House Inn 517 East Jackson Blvd, Jackson, MO 63755 +1-888-734-9421 ~38.46 miles south of Chester
  • Mid-scale Motel hotel
  • 21 sleeping rooms in hotel
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Average 7.6 /10 Guest Reviews Call BookMore Details
Fairgrounds Inn 1520 South Washington St, Du Quoin, IL 62832 +1-888-841-5292 ~32.39 miles east of Chester
  • Economy hotel
  • Check-in: 3:00 PM
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Average 7.6 /10 Guest Reviews Call BookMore Details
Super 8 by Wyndham Du Quoin 1010 South Jefferson, Du Quoin, IL 62832 +1-888-455-5160 ~32.51 miles east of Chester
  • Inexpensive Motel hotel
  • Check-in: 3:00 PM - anytime
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Average 7.0 /10 Hotel Reviews Call BookMore Details
Red Bud Country Inn 1617 South Main St, Red Bud, IL 62278 +1-888-965-8297 ~21.31 miles northwest of Chester
  • 3 star hotel
  • 27 rooms in property
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Very Good 8.8 /10 Reviews Call BookMore Details
Triangle Inn Motel 897 Ste Genevieve Dr, Ste Genevieve, MO 63670 +1-888-906-6358 ~13.29 miles west of Chester
  • 2 star hotel
  • Check in time: 2:00 PM - anytime
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Very Good 8.2 /10 Latest Reviews Call BookMore Details
Super 8 by Wyndham Bonne Terre 8 Northwood Dr. Highway 67 A, Bonne Terre, MO 63628 +1-888-749-6785 ~39.15 miles west of Chester
  • Cheap Motel property
  • 40 rooms in hotel
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Average 7.0 /10 Latest Reviews Call BookMore Details
Roseners Inn and banquet center 3411 Rosener Rd, Park Hills, MO 63601 +1-888-878-9982 ~36.52 miles west of Chester
  • Economy Motel hotel
  • Check in time: 1:00 PM - 6:00 PM
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Poor 5.2 /10 Review Score Call BookMore Details

Next: See My Chester Hotels with Pricing

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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