Escape to a bed and breakfast in Chester, Illinois and take in the sights, sounds, and history of the Mississippi River!

More historic and charming than Chester, IL hotels, our area inns provide a quiet, comforting atmosphere where you can truly relax during your visit. We hope you enjoy everything Chester has to offer!

Our inns provide the best of Chester, IL lodging with quiet comfort, great food, and wonderful innkeepers who will make sure that your time in Chester is a wonderful getaway.

Chester’s most notable contemporary claim to fame is the famed cartoonist Elzie Segar, who created the Popeye comic strip. Mr. Segar based many of his characters and storylines on experiences with people in Chester. The Elzie C. Segar Memorial Park was created in honor of the artist, and a six-foot statue of the Sailor Man himself is the central attraction of this park. To further commemorate the Popeye legacy, Chester has erected several other character statues from the comic throughout the town, and the Character Trail is a still-growing attraction of the town.

However, Chester is so much more than The Home of Popeye. Several historical locations mark the area’s past, outdoor activities are available in nearby parks and wildlife refuges, and examples of noted architectural styles can be seen throughout Chester. There is so much to see and do in Chester! Why not discover our city for yourself?

Member inns of the Illinois Bed and Breakfast Association look forward to your visit to Chester. We can’t wait to show you around!



The following is a list of Bed and Breakfast Inns that meet your search criteria.

La Clare Manor La Clare Manor
315 Main Street
Prairie Du Rocher, IL 62277
Distance 25 miles
Senator Rickert Residence B&B Senator Rickert Residence B&B
216 E. Third St.
Waterloo, IL 62298
Distance 45 miles