8 cutest small towns in Illinois

Illinois is known within the United States and abroad as Abraham Lincoln’s adopted home state. The Land of Lincoln, surprisingly, was once known as “the Sucker State,” and no one seems to know — with any iron-clad certainty —  the reason for this odd nickname. But that said, the 21st state to join the union is today widely recognized as “the Prairie State.” This is because much of the state was once covered in vast prairie grass. Unfortunately, or perhaps not, less than 0.01% of Illinois's original 21 million acres of prairie remains.

Though largely prosaic, Illinois boasts some amazing views, especially along the Mississippi River and a little landscape drama such as the Garden of the Gods in the Shawnee National Forest. In this offering are many small towns that dot this Midwestern state, and that act as bases from which to explore Illinois’s secrets. This article reveals the eight cutest small towns in the Land of Lincoln.


Historical Galena Town view at Autumn in Illinois

In Travel & Leisure’s 2023 list of the 20 Most Beautiful Small Towns In The US, only one Illinois town made the cut. That town is Galena. Located about three hours from Chicago, Galena looks like a scene from a blockbuster novel. Hidden in the northwestern corner of Illinois, Galena’s backdrop is defined by gorgeous hills and even more gorgeous dales. Yet Galena itself, sometimes called “the masterpiece of the Midwest,” is the real gem. Looking like a city that time forgot, Galena is dotted with several stately mansions of which more than 85% are listed on the National Register of Historic Places. And with more than 120 shops and restaurants, both shoppers and foodies will be spoilt for choice in this cute, little town.


North view over Island Park in Geneva, Illinois

Nestled about 40 miles west of Chicago and in an area that spans 9.75 square miles, Geneva may not look like its famous European namesake, but it boasts style and charm that are no less appealing. A leisurely stroll around Geneva’s downtown, while sampling the town’s many eclectic shops and restaurants — may make one seriously consider relocation. It does not help matters that Geneva hugs the picturesque Fox River which in turn imbues it with a bucolic setting that will make any first-time visitor consider extending his stay. Outdoor options include Island Park, one of the town’s consistent highlights. This green-space gem features a beautiful pavilion, a tree house playground, and the Fox River Bike Trail —where bikers can pedal a vacation away.

Mount Caroll

Mount Carroll Historic District, via PeteBobb on Wikipedia

Curled up in the northwestern corner of Illinois, Mount Caroll boasts a population of just about 1,500. Since population often determines whether a city is regarded as small or big, Mount Caroll’s size does not need conjecture. Yet Mount Caroll’s most defining feature is not its size or even its distinctive small-town allure. With the Wakarusa River, also called Caroll Creek, meandering through the cute, little town, Mount Caroll is the quintessential image of peaceful serenity, slow pace, and authentic charm. The town is also known for its range of antique stores where shoppers can enjoy sampling unique treasures. For those who want to dabble in some spine-chilling adventure — tinged with lots of fun — Raven's Grin Inn Haunted House is a must-do. And to appreciate color green in all its pristine glory, Point Rock Park is the place to be.


This statue was placed here by Station Carbondale, Inc. through donations from people dedicated to the preservation of Carbondale's railroad history.

Named for the surrounding coalfields, Carbondale sits on the northern edge of Illinois Ozarks about 100 miles from St. Louis, Missouri. For a long time, life in Carbondale has revolved around Southern Illinois University. With the influx of students from across the United States, Carbondale flourished to become an attractive college town. Today, Carbondale is a melting pot of culture and nature and is a great place to enjoy the quaint majesty of the outdoors. Known as the gateway to the Shawnee Hills Wine Trail, Carbondale is a perfect base from which to explore the 11 award-winning wineries nestled along a 35-mile drive along Highway 127 and Highway 51 in the Shawnee National Forest. Besides, Carbondale is home to up to nine picturesque nature trails—as well as 14 amazing parks. These two features, among many,  make it an outdoor lover’s paradise worth exploring.


Cityscape of historic Alton, Illinois sprawled across the bluffs along the Mississippi River, via Ryanzo W. Perez / Shutterstock.com

Once the largest city in Illinois, Alton was established in the glory days of the steamboat era — on the banks of the Mississippi River. For a history lover, the town is no small gem. It is here that Elijah Lovejoy, an American Presbyterian minister and newspaper editor would set up his press for the Abolitionist newspaper, the Alton Observer. A pro-slavery mob, however, would throw this press, and two more that he would subsequently purchase, into the Mississippi River. It was in Alton also where Lovejoy would finally be killed while trying to protect his fourth press; probably becoming the first martyr of the Abolition movement. Today, visitors can see this press at the Hayner Library at 132 Alton Square as well as the building where Lovejoy was killed: Godfrey, Gilman & Co. Warehouse at 217 William Street.


Downtown storefronts in downtown Fulton on a beautiful sunny afternoon, via Eddie J. Rodriquez / Shutterstock.com

Boasting a population of less than 4,000, Fulton is a cute, quaint town that is enticingly rich in heritage and charm. The town is curled up on the picturesque banks of the Mississippi and was named in honor of Robert Fulton: widely regarded, albeit incorrectly, as the inventor of the steamboat. Visitors will love strolling through the town’s Commercial Historic Downtown where 32 historic buildings, some of which date back to the 19th century,  will pique interest. These buildings spot varied architectural legacies. For a quick but sumptuous bite, Krumpets Restaurant & Bakery serves some of the yummiest food in town — and all in a clean and classy environment. Besides, one will learn fascinating historical tidbits at the de Immigrant Windmill, an authentic windmill that was pre-fabricated in the Netherlands before being shipped to the United States.


Colorful old brick buildings and storefronts in downtown Princeton, Illinois

Princeton is a town of about 7,000 that is often mentioned among the most picturesque small towns in Illinois. The town is a two-hour drive from Chicago on Interstate-80 and has a lot to offer by way of attractions. One of the town’s claims to fame, however, remains its quaint, historic downtown. Divided into separate districts that are connected by a time-frozen main street, Princeton’s downtown is just where one will enjoy taking some leisurely stroll through — while taking in the picturesque views of many historic buildings. Princeton’s main street is lined with a broad range of shopping and dining options as well that will be worth exploring. These include antique malls, speciality shops, and eclectic restaurants. Finally, no one really comes to Princeton without checking out the town's Red Covered Bridge, a famous landmark that dates back to 1863 or the isolated Captain Swift Bridge.


Exterior of the historic I and M Canal Visitor Center in downtown La Salle, Illinois

La Salle is a city in an Illinois county that goes by the same name. This city boasts a 2023 estimated population of 9,402 and is located right at the intersection of Interstate 80 and Interstate 39. LaSalle sits on the expanse that extends from the Illinois River to a mile north of Interstate 80. The downtown blends the excitement of a big city and the irresistible charm of a small town. LaSalle’s architectural landscape features such must-see jewels as the Hegeler Carus Mansion, a 19th-century marvel that is one of the Midwest's great Second Empire structures. For movie lovers, Stage 212 boasts an impressive record: more than 200 productions since 1968. For entertainment, Back Door Lounge, perched on a bluff high above the scenic Illinois River Valley, is a rocking gem worth checking out.

The Takeaway

Known as the Land of Lincoln, Illinois boasts a landscape that, while not as dramatic as that of Switzerland, has its fair number of spots that are gasp-inducing. Illinois is also famous as the birthplace of the skyscraper. The 1885 Home Insurance Building, for instance, which has since been demolished, is widely regarded as the world's first skyscraper. Yet Illinois is not all about skyscrapers. From Geneva to LaSalle, the Prairie State has a range of cute, little towns that cater to every aesthetic taste and style.

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