9 Bucket-List Small Towns In Illinois
There is more to Illinois than the hustle and bustle of Chicago. From a history lesson in Ottawa to Route 66 magic and basking in nature in Geneva, there is something for everyone in this wondrous state. Bring the whole family for some much-needed fun in the sun, whether it's on a beach in Litchfield or at a Swedish-themed event in Bishop Hill. Many adventurers rave about Galena, a Hallmark movie town with a top-dollar location in the northwestern corner of the state. Whether you are craving a slow-paced journey or an adrenaline-filled escapade, Illinois has the perfect spot for a memorable trip.
Geneva
Just over an hour’s drive west of Chicago, Geneva is a phenomenal spot for relishing in the natural beauty of the Midwest. With a prime location on the banks of the Fox River, the idyllic Illinois town is ideal for nature lovers and outdoor enthusiasts. Enjoy a peaceful stroll on the Fox River Trail, a loop that takes walkers and bikers from Geneva to Batavia and back. The trail becomes a living canvas in autumn, glowing with colorful foliage as it winds past open prairie, the Fabyan Forest Preserve, a historic windmill, and the Fabyan Villa Museum & Japanese Garden.
Eat, drink, and shop at the iconic Geneva Commons. Get ready to leave with a handful of bags while taking a journey through this shopper’s paradise. The directory invites visitors to shop an extensive list of well-known favourites, such as Banana Republic, Victoria’s Secret, Yankee Candle, and Williams Sonoma. Fuel up after a long day with a delectable noodle bowl from Noodles & Company. Finish the outing on a sweet note with a warm creation from Duck Donuts.
Woodstock
Movie buffs constantly add Woodstock to their bucket list, thanks to its role as the filming site for the 1993 cult classic Groundhog Day. What better way to step into Bill Murray’s shoes than by staying at the Cherry Tree Inn Bed and Breakfast? The Magnolia Suite is open for reservations, giving visitors the chance to experience the very room featured in the film. Take it up a notch by joining the locals for the annual Groundhog Day festival. Taking place from the end of January until February 2, the lively event hosts an incredible array of festivities. Bring the whole family for a Groundhog Day film screening, a walking tour of the filming sites, pictures with the groundhog, a Moose Breakfast, groundhog paintalong, and kids' groundhog storytime.
Midwestern landscapes are often underrated, and Illinois is no exception, with its sweeping plains, rolling farmland, sparkling lakes, and lush forests. Reconnect with nature at Pleasant Valley Conservation Area, a massive area covering just over 2,000 acres. Go for a hike or ride on horseback through the open prairie. Bring along a lunch for a picnic and savor the stillness of the great outdoors.
Galena
As an aesthetic masterpiece, Galena rests along the Galena River and easily resembles a “Gilmore Girls” town in the Midwest. The alluring Illinois town boasts an endearing downtown, a tight-knit community, thrilling local events, and adorable shops. With coffee in hand, wander around the downtown area, offering upwards of 100 shops and eateries. Feel right at home and have a taste of nostalgia at the American Old Fashioned Ice Cream Parlor. Enjoy the classic waffle-cone recipe that’s been loved since 1970, and soak up the nostalgic interior that stays true to the good old days. Rest up in a historic accommodation to match by booking a few nights at the DeSoto House Hotel, a 1855 treasure. Step back in time, stretch out in the Victorian-style rooms, and fuel up at one of the three on-site restaurants.
With a prime location in the top left corner of Illinois, Galena is minutes away from the Iowa and Wisconsin border, opening the door to countless activities. For year-round excitement, the Chestnut Mountain Resort is a top choice. Wintertime brings adrenaline rushes on the slopes. Ski or snowboard down the snowy mountain at top speeds. Those who prefer warmer weather can visit Chestnut Mountain Resort in the summertime for mountain biking, mini golf, and ziplining.
Elmhurst
Approximately 25 minutes from Chicago, Elmhurst is a stereotypical college town home to Elmhurst University and a thriving arts and culture scene. View the ever-changing collection at the Elmhurst Art Museum. Previous showcases include works from the Artists’ Guild, Monsters in Wilder Park, Landscape Photographs, and Portraits. Be sure to visit in the spring for the Art in Wilder Park. Each year, the area comes alive with endless booths bedazzled with ceramics, paintings, jewelry, sculptures, and other creations.
Smack in the middle of town, Wilder Park has all the happenings. From spring to winter, the area comes alive with excitement. Let the kids run around on the playground, host a gathering at the elegant Wilder Mansion, appreciate the tiny critters at the Butterfly Garden, or relish in florals bursting with colors at the Conservatory. It doesn’t stop there; Wilder Park also hosts events throughout the year. Join the locals for a Holiday Market, Movies in the Park, Park Palooza, and a Christmas Tree Lighting ceremony.
Bishop Hill
Swedish roots run strong in Bishop Hill, known as the “Utopia on the Prairie”. Handmade and beautifully representing Swedish artwork, Hantverk Galleri is a must-see spot. From porcelain dishes decorated in flowers and animals to Swedish Wedding Bowls and Garden Totems, creations from the Hantverk Galleri make exemplary keepsakes. Continue the journey into Swedish culture at P L Johnson’s Restaurant for a taste of Sweden. Fall in love with Swedish Meatballs, Cabbage Rolls, Bread Pudding, and homemade pie.
Fully immerse in the Swedish lifestyle with Bishop Hill’s annual events. Early fall welcomes the harvest festival, also known as Jordbruksdagarna. Admire the Nordic Dancers and the live demonstrations ranging from wood carving to butter making, weaving, and metal forging. Bring the kids to enjoy the petting zoo, pony rides, and let them pick out a pumpkin or gourd to take home for decorating. The Midsommar Music Festival is another Swedish festivity not to be missed. Decorate the Maypole and partake in dancing at this lively extravaganza.
Litchfield
While touring the iconic Route 66 in Illinois, be sure to stop at Litchfield. For an intriguing time capsule into Route 66 history as well as a peek into Litchfield’s past, view the exhibits at the Litchfield Museum& Route 66 Welcome Center. Take a look at the world’s largest steam mill, the original Route 66 road sign, classic cars, celebrated hometown heroes, and an engaging look at life in Litchfield years ago. Keep the nostalgia going by catching a flick at the Route 66 Skyview Drive-In. After opening in 1950, the theatre is a long-time local favorite and still retains a timeless feel.
Litchfield is a remarkable town for embracing a slower pace of life. Grab a seat at The Ariston Cafe, one of the oldest restaurants on Route 66. Choose from familiar favourites such as Rib-Eye Steak, Coconut Shrimp, Ham Steak, Manicotti, Quesadillas, and a Patty Melt. After filling up on delectable Illinois eats, head to Milnot Beach for some much-needed fun in the sun. Feel the warm sand beneath your toes and then head into the glimmering waters for a swim. With an on-duty lifeguard, Milnot Beach is a top choice for families.
Arcola
As the birthplace of the Raggedy Ann doll, Arcola stands out as one of the more quirky towns in Illinois. Take a photo with the Johnny Gruelle Birthplace Monument. Complete with a picture of the iconic doll itself, the memorial pays tribute to Johnny Gruelle, the original creator of the well-loved Raggedy Ann doll. Come back in June for the Raggedy Ann Rally. Dress up as Raggedy Ann for the cosplay meetup, shop at the vendors for rare Raggedy Ann finds, and have a Raggedy Tea Party. Bring little ones along for the excitement at Moore Park for the Children’s Day, including a splash pad, face painting, and a bounce house.
Arcola possesses a cozy spot in Illinois Amish country. Nothing beats a high-quality piece of furniture to take home, and Kauffman Amish Furniture Outlet is the place to find it. From dining chairs to bedroom dressers and office desks, every piece is fashioned from solid wood and finished with meticulous craftsmanship. Just over 10 minutes away in Arthur, the next town over, savor an authentic Amish meal at Yoder’s Kitchen. Try the Amish Cinnamon Bread, Amish Noodles, and homemade pie for a delicious way to finish the day.
Princeton
Venture off the beaten path to Princeton, an adorable town in Illinois that feels just like home. Support the locals at the Farmers Market on South Main Street. Open from the end of May to the end of October, chat with the vendors and pick up some seasonal produce for delicious, farm-fresh meals at home.
No need to head all the way to Vermont for the endearing magic of covered bridges. Princeton is home to two striking masterpieces. Dating back to 1863, the Red Covered Bridge remains a picture-perfect structure and a treasured historic landmark in the community. Although the bridge itself has been closed since 2024 due to a restoration process, visitors can still see the bridge, but not cross it.
Princeton delivers a distinctive shopping experience, thanks to its collection of eccentric local boutiques. Formerly a 1850s hardware store, Beetz Me is an all-around enchanting Princeton shop. Eclectic and heartwarming, Beetz Me offers a wide selection of kitchen gadgets, linens, candles, body care, specialty foods, artistic creations, and charming knick-knacks. Find an old favorite or a new jam at Blue Jay Way Records. Nothing calms the system more than flipping through bins of vinyl.
Ottawa
Right along the Illinois River, Ottawa is a well-rounded town brimming with outdoor adventure and a captivating history. Get the best of both worlds at Washington Square Park. With a comfy spot in the Ottawa town center, take a refreshing morning jog or afternoon walk in the flourishing green space. At the same time, stop at some of the park’s plaques, including the Spanish-American War and the first Lincoln-Douglas debate, which delve into the state’s history. Right by the park, make a stop at Reddick Mansion, an extravagant residence built in 1855. While the home boasts an impressive four floors, only the first three are included in the tour. Roam around and learn about the mansion’s fascinating timeline and life back in the day.
There is no shortage of snuggly coffee shops and inviting local boutiques in Ottawa. For a truly enchanting Illinois souvenir, browse the eclectic collection at Deja Vu, a one-of-a-kind shop in a 1833 building. The interior shifts with the seasons, always presenting a fresh look. Purchase a timeless luxury item, from body care and candles to home decor and more. Just down the street, pop in for a cup of coffee or ice cream at Sweet Bean Gelato & Intelligentsia Coffee. After a long day of shopping, rejuvenate with a matcha latte, cappuccino, americano, or espresso. Wrap up the Ottawa outing with something sweet, like the handcrafted gelato or tropical carrot cake.
The Midwest is a traveler's dream, and Illinois is a marvelous state to start checking off the list. Take a journey to the eccentric side of Illinois and honor the timeless classic toy Raggedy Ann in Arcola. Galena exudes a warm, inviting atmosphere that feels comfortably like home. Spend an afternoon in Galena’s storybook downtown and relish in a slower pace of life. From Woodstock’s literal film set to Elmhurst’s artsy college town and Bishop Hill’s lively Swedish culture, Illinois is action-packed and full of adventure.
