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There are more than a few good reasons to visit Illinois. This Midwestern state boasts raw and pristine natural beauty, punctuated by rolling hills, sprawling farmlands, and scenic wetlands. A state of many firsts, Illinois hosted the first skyscraper and Ferris wheel in the country and harbors rich American history. But there is more to the Prairie State than its history and natural beauty, a diversity that makes it an excellent destination for a weekend road trip. 

Touring small-town Illinois presents the best way to experience the state’s charm. Unlike big cities like Chicago, these hidden gems are home to underrated state parks, culture-rich communities, and a relaxed atmosphere that allows you to soak in their entire splendor at an easygoing pace. Whether embarking on a solo retreat, romantic rendezvous with your better half, or seeking a break with family, these charming towns in Illinois make an ideal destination for a weekend escape. 

Princeton

This quaint city in Bureau County oozes old-time charm and is surrounded by lovely natural landscapes to provide visitors with an easygoing weekend escape. Princeton has two of the five remaining covered bridges in the state. At the Captain Swift Bridge, you will find a scenic, historical landmark with a serene atmosphere perfect for relaxing. Alternatively, you can head to Soldiers and Sailors Park on the other end of town to be one with nature or unwind in an idyllic setting.  For history buffs, the Bureau County Historical Society Museum and Library looks into the region’s past through a collection of attractive Native American and Civil War artifacts. Also, the town’s vibrant Main Street offers an opportunity to explore an eclectic mix of gift shops, cafes, bars, and restaurants, including the trendy Niel & Shorty’s Barbecue Company. While there are multiple cozy B&Bs, you will have a remarkable experience at the AmericInn by Wyndham. 

Geneva

Not many small towns in Illinois can match the beauty of this Kane County Village. From its idyllic location on the Fox River and the quiet tree-lined streets downtown to lush nature preserves, Geneva is an easy option for a weekend escape. Wheeler Park boasts one of the town's prettiest spaces for outdoor lovers. Besides serene, green surroundings, you can enjoy recreational facilities like a miniature golf course, tennis court, baseball field, and disc golf center. Another exciting site you will want to check out is The Friends of the Viking Ship, a living history museum and authentically built Viking ship honoring the 1893 Gokstad. If you fancy retail therapy, you can fulfill your heart’s desires downtown at the Geneva Commons, home to over 80 retailers. Finally, The Herrington Inn & Spa promises a delightful lodging experience featuring luxurious amenities and spectacular vistas of the Fox River. 

Galena

Despite its modest population of fewer than 4,000 residents, Galena boasts a large-than-life profile, thanks to its rich history and the surrounding rolling hills. With diverse attractions to cater to all types of travelers, one of the top points of interest for American historians is the U.S. Grant Home State Historic Site. This former home of the 18th U.S. president, Ulysses S. Grant, offers a glimpse into the early years of the iconic national figure. If you have a penchant for the outdoors, the sprawling setting of Grant Park presents the perfect way to relax and unwind in a serene space. 

Elsewhere, those looking to explore all the top sites in Galena can hop on the Galena Trolley Tours to make the most of a fun sightseeing experience, covering the rich history and architecture of the town. After an entire day of discovering the city, and you have to call it a day, you can check into the Farmer’s Guest House for a cozy night’s sleep. 

Long Grove

This laidback location in Lake County is among the friendliest towns in Illinois. A sweet escape from the hustle and bustle of Chicago, Long Grove delights with its small-town feel and array of exciting outdoor pursuits. The most sought-after spot in Long Grove is the Buffalo Creek Forest Preserve, a picturesque parkland boasting over 5 miles of hiking and biking trails. If you fancy the taste of freshly made wine, consider touring the Valentino Vineyards & Winery. The 20-acre estate produces over 20 varieties of wine you can sample while reveling in its gorgeous atmosphere.

Returning to the urban spaces, Historic Downtown Long Grove is a lively corridor where if you have a sweet tooth, don’t forget to stop by Ma & Pa’s Candy Shop for luscious chocolate-dipped strawberries. Later, an overnight stay at the Hampton Inn & Suites is the ideal way to refresh after a long adventure. 

Ottawa

Ottawa stands out for its beautiful Victorian-era architecture, scenic parks, and historical landmarks. At the historically relevant Washington Square Park, you can witness the site where the first Lincoln-Douglas debate took place. The park also features calm walkways and intimate statues of famous public figures you can explore in a relaxed setting. Just next to the Illinois River, Allen Park houses some of the largest art sculptures in the region, with some rising over forty feet. This is also an opportunity to get on the calm river water for a boating or fishing expedition. 

For visiting historians, the Ottawa Historical & Scouting Heritage Museum welcomes you to discover the town's rich history and get a feel of its proud scouting traditions, as seen from memorabilia such as old uniforms, equipment, artifacts, photos, and more. Meanwhile, Heritage Harbor is among the best lodging options in the town, stationed at the lively marina on the Illinois River. 

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If you are looking for a quiet getaway from the city, you can not go wrong with this quaint village in Piatt County. Monticello offers an impressive mix of historical and natural attractions, with delicious treats to sample. Allerton Park & Retreat Center is one of the best outdoor spots in the town, spanning over 1,500 acres of pristine nature with scenic walking trails. At its heart lies the 1900s Georgian-style mansion and former home of artist Robert Allerton, nestled along the quiet Sangamon River. 

Moving on, you will enjoy touring the Monticello Railway Museum, with a chance to browse different railroad equipment, including old cars and diesel locomotives. On weekends, the museum is open for fun train rides. If you appreciate the magnificence of glass art, do not forget to pass through Prairie Fire Glass and admire intricate glass art designs. Finally, you can book a stay at Allerton Mansion to wake up to the best scenery in Monticello. 

Crystal Lake

When it comes to family-friendly lakeside getaways, it does not get better than Crystal Lake in McHenry County. This lovely town is known for its outdoor delights, which are just as impressive as its indoor attractions. Top among them is the Three Oaks Recreation Area, a hub for fun outdoor pursuits like boating, fishing, picnicking, canoeing, and hiking. Veteran Acres Park is another exciting spot to check, a spacious nature preserve and prairie that charms enthusiasts with a nature center, walking trails, and sports fields. Meanwhile, those inclined to indoor activities will be spoilt for choice, with options like the Urban Air Trampoline and Adventure Park offering nonstop fun for the whole family. The same goes for the North Wall Rock Climbing Gym, where you can exercise while having fun. After much activity throughout the day, you can let your body rest and mind unwind at the Country Inn & Suites by Radisson. 

Fulton

Discover Illinois’ European connection in this sleepy community across the scenic Mississippi River. Fulton is renowned for its rich Dutch heritage, which you can see in various town landmarks, including the de Immigrant Windmill. This authentic Dutch windmill was built in the Netherlands before being shipped to America. There is more Dutch tradition to explore at Heritage Canyon, a wooden historical village replica with structures offering a snapshot of life in the 1800s. 

Dutch culture aside, the Andresen Nature Center presents an educational yet fun experience for kids and adults alike. You can take your children to build cute butterfly houses, dissect grasshoppers, and engage in other hands-on activities while learning important lessons about the nature around them. Lastly, one of the best times in the town is in May during the Dutch Days Festival, and after an immersive cultural experience, you can spend the night at the AmericInn by Wyndham Fulton. 

Woodstock

Prepare for an immersive journey through the annals of Illinois history in this little location in McHenry County. Woodstock harbors a treasure trove of historical landmarks, and strolling through its cozy downtown, listed on the National Register of Historic Places, is an unforgettable experience for history enthusiasts. Highlights include the Bull Valley Police Department, featured in the list since 1979. For theater lovers, the Woodstock Opera House presents a fantastic lineup of live shows in a family-friendly atmosphere. 

If you want to explore the open spaces, you can check out the beautiful Emricson Park, which boasts a peaceful setting with lush trees, calm walkways, and facilities like a playground and swimming pool. However, remember to check into the Best Western Woodstock Inn before exploring the charming town. 

The Takeaway

Whether a history buff, culture connoisseur, outdoor lover, or culinary enthusiast, these small towns in Illinois have enough attractions to go around. The best part is that you do not have to worry about jostling for space with crowds when exploring their various points of interest. In a nutshell, they are just the perfect destinations for planning a fun weekend getaway in the Prairie State.