10 Ideal Illinois Destinations for a 3-Day Weekend in 2025
There is a lot more to Illinois than a warm slice of deep-dish pizza or the bustling city of Chicago. Over the past couple of years, the state has seen a rise in tourism, and Illinois deserves it. Grab some friends, a beloved partner, or make it a family affair, and head to this glorious state for a much-needed weekend getaway. Head to Princeton, Mount Carroll, or Galena for that quintessential Midwest Main Street vibe, complete with charming shops and cozy eateries. Be sure to stock up on keepsakes to remember the time spent in these cute towns. For a more outdoorsy outing, the state parks in Ottawa and Nauvoo are ideal for getting everyone active while relishing in the exceptional natural beauty of the area. Whether shopping, dining, exploring, or discovering the state’s many compelling attractions, choose Illinois for the next adventure.
Ottawa
Ottawa is a phenomenal destination for outdoor adventure and adrenaline-pumping activities. Approximately a half-hour drive from the city, Starved Rock State Park. Voted the best attraction in Illinois, trek 13 miles of trails by foot or horse and discover some of nature’s magnificent canyons and waterfalls. Come back in the springtime or summer for the wildflowers or in the fall for the fiery foliage. Dive into the sparkling waters and embark on a serene fishing session or cruise by boat.
Buffalo Rock State Park is another fantastic spot for tranquil views of the Illinois River. Zoom through the trails by mountain bike and bring a camera to capture the lush scenery of the Midwest. Pack a lunch as the area is known for being a remarkable picnic spot. With cooking grills, a playground, and washrooms, the quiet surroundings make for a beautiful afternoon.
For a scenic, stroller-friendly, yet engaging afternoon stroll, Washington Square Park is a top choice. Admire the brightly colored flowers and the Civil War Memorial. The calming fountain waters make it a peaceful escape from the big city. Unwind with a picnic and take a much-needed break.
Get close to all the action by staying at the Grand Bear Resort at Starved Rock. Magical for kids and kids at heart, splash and play at the indoor waterpark, challenge each other at the arcade, or go for a round of mini golf. The resort truly has it all.
Galena
Galena boasts an impressive historic district featuring an array of well-preserved 19th-century landmarks. Step back in time and spend a weekend in Illinois, diving into Galena’s roots. One of the more well-known buildings that grace the area is Ulysses S. Grant’s Home. Open Wednesday through Sunday, tour the residence of the former United States President and Civil War General. Get a glimpse of life back in the day, including many of the original furnishings owned by the man himself.
A town as historic as Galena deserves a convenient accommodation to match. With a prime location in the hustle and bustle of downtown, get a good night’s rest at the Main Street Inn. Built in 1850, the guestrooms are an enchanting blend of modern comfort and vintage elegance. With an exterior that belongs in a Hallmark movie, walk down the street from the Inn to Galena Bakehouse. From pastries to empanadas and jumbo cookies, the bakery is as delicious as it is adored. For an exclusive indulgence, order a cinnamon roll or pain au chocolate, available only on weekends.
Alton
Brimming with arts and culture, Alton is a riverside beauty, located along the Mississippi River and bordering Missouri. Mooneyham Art is a hotspot for creative enthusiasts. Run by renowned artist Charles Mooneyham, sign up for one of the art classes, view the eclectic collection, or visit in the spring for the Alton Art Expo. Chat with other budding artists and purchase a masterpiece to hang up at home for the ultimate Alton souvenir. Jacoby Arts Center is another beloved gathering spot. Come back again and again to see the ever-changing exhibits. The current 2025 exhibit from July to September is Mississippi Riverscapes - Plein Air Art Competition. Get even more hands-on with the classes for all ages. Let the kids partake in sensory exploration or clay creations, while adults stitch their own chickens or explore wheel throwing.
For more of an offbeat attraction, wander through the American Oddities Museum found in the Mineral Springs Hotel. Open Fridays through Sunday only from 12 until 5, the experience is limited, but worth it. From haunted objects to true crime artifacts and other eccentric items, the museum nicely captures the world of the strange and paranormal. Just a quick 5-minute drive, stay at The Beall Mansion. Equally historic and exquisite, relish in comfort and choose from a gourmet or continental breakfast. As an added perk, overnight guests can savor the 24-hour chocolate buffet.
Woodstock
Woodstock earned its spot on the map in Illinois as the town with various filming locations for the 1993 cult classic Groundhog Day. Naturally, the town has an annual Woodstock Groundhog Days honoring the movie. Taking place over several days each year, typically spanning late January through February 2, visitors can tour the film sites, watch the movie, join locals for breakfast or the dinner dance, and be captivated by the storytelling. Complete the trip to Woodstock with a stay at the Cherry Tree Inn, also featured in the movie. With a fairytale exterior and countless positive reviews, the bed and breakfast is the perfect place to spend a weekend in Woodstock. Book the Magnolia Suite and experience the same famous views as actor Bill Murray.
Embrace a slower pace of life with a rural adventure in Illinois. With the autumn colors in bloom, grab the kids and head to All Seasons Orchard for some fall fun on the weekend. Get lost in the corn maze, go apple picking, or head to the barnyard for endless activities. Watch little ones have a blast with the duck races, petting zoo, magic show, ropes course, and bee observation. After working up an appetite, head over to the Food Barn for the ultimate comfort foods. Cap off a day of fall fun with a pumpkin bar, caramel apple, kettle corn, and apple cider donuts. Before heading out, stop by the pumpkin patch and choose the best one to take home and carve or use as decor.
Mount Carroll
Mount Carroll is a fine example of a quintessential Illinois town with those typical postcard-worthy views of the Midwest. Bursting with character, Mount Carroll is the proud owner of an array of well-preserved 19th-century buildings, a walkable, charming downtown, and a tight-knit community. Quirky and enchanting, Now and Zen Gallery houses art with a bohemian flair as well as vintage items and records. Support the locals and take home an intriguing creation to forever remember Mount Carroll. Walk down the street and treat yourself at Tina’s Ice Cream Shoppe. Dig into nostalgic treats like ice cream sundaes, shakes, and root beer floats. For a more hearty meal, head to Vessel on Market, offering bistro-style fare. Satisfy hunger with a panini, loaded salad, or smoothie. Pair it with a coffee, tea, or pastry and savor the weekend in Illinois.
A town as historic as Mount Carroll deserves an accommodation to match. Look no further than the Bridgewater Inn at the Historic Glenview. Constructed in 1886 with original doors and pine floors still intact, take a journey back to simpler times. Although restoration has taken place over the years, the guestrooms still retain the 1880s charm.
Princeton
Picture-perfect Princeton is a phenomenal weekend destination featuring a cozy atmosphere, adorable retailers, and an overall welcoming ambiance. From cute boutiques to homey cafes, walking around Main Street is a relaxing and fun way to spend a couple of days. Sweet tooths from all over flock to Myrtle’s Pies, rumored to have some of the best pies in the country and possibly the world. The pie paradise offers a massive list of goodies, including fruit, cheesecake, cream, nut, and cobbler pies, as well as cookies, cakes, and cinnamon rolls. Is there anything they don’t have? Continue the Illinois indulgence adventure at Miss Betsey’s, right around the corner from Myrtle’s Pies. Grab a coffee and a donut for just $2, or go nuts with the Kitchen Sink Oreo-stuffed donut, topped with marshmallows, chocolate chips, M&M's, and sprinkles. If the food coma is starting to hit, head over to the Historic Knox Hotel, conveniently located near both shops. First built in 1854, the hotel is a long-time landmark in Princeton. After sitting vacant for years, it was beautifully restored in 2021 and now offers a comfortable place to stay in town.
Nauvoo
Right along the Mississippi River, Nauvoo is a quiet retreat bursting with an old-world feel and significant Mormon roots. Visit the Nauvoo Temple, one of the more recognized historical landmarks still standing in town. The architecture is beyond extraordinary and provides the perfect backdrop for a legendary photo. Be sure to book an appointment in advance to avoid wait times. Right across the street, stay at the Historic Nauvoo Hotel. Guests rave about the prime location, with shops, galleries, and eateries all within walking distance. Near the hotel, explore the famed historic district. Discover the rich heritage and religious aspects of Nauvoo through stunning former residences, including the Heber and Vilate Kimball Home and the Wilford and Phebe Woodruff Home.
Satisfy the yearning for the classic Midwest town surrounded by rural landscape and a strong sense of community. Raise a glass at Baxter’s Vineyard and Winery, a family-owned and the oldest winery in Illinois. Try a wine tasting and find a new favorite. From dry wines to red and sweet wines, there is something for every taste. Just down the road, kick back at Nauvoo State Park. Relax with a fishing session, take the boat out for a spin, or go on a leisurely hike along the trails.
Bishop Hill
Commonly referred to as the Utopia on the Prairie, Bishop Hill is a storybook town founded by Swedish immigrants in 1846. Typically, on the last weekend of September, gather with the locals for Jordbruksdagarna. The harvest festival hosts a lineup of engaging live demonstrations, including wood carvings, butter making, and metal forging. Watch the Nordic Dancers of Chicago, musical performances, and a variety of vendors selling food and crafts. Visit Illinois during the holiday season and join the crowd for the annual Julmarknad Christmas Market. Spend a weekend browsing Christmas gifts and Swedish holiday decor. Wave hello to the Swedish folk characters, Swedish elves, and Julbock the Christmas goat. Paint your own Dala Horse or purchase one to take home for the ultimate Swedish Bishop Hill keepsake. Voted a Guest Favorite on Airbnb, book a few nights at the Lilla Vita Guest House. The striking late 1800s home has been restored to support modern comfort.
At other times of the year, bask in Bishop Hill’s unique Swedish atmosphere. Take a trip back in time at Bishop Hill State Historic Site. Bring a camera and wander around architectural masterpieces from the 19th century. View an incredible array of historical structures ranging from the Colony Church, the Colony Hotel, the Colony Barn, and a Boy’s Dormitory.
Elmhurst
About a half-hour drive from Chicago, Elmhurst is an alluring blend of rich history, a bustling downtown area, and stunning natural beauty. One of the most recognized attractions in town is the Fischer Windmill. The iconic landmark, built around 1865, is located in Mount Emblem Cemetery. While the mill is not open to the public, its exterior remains an impressive sight to behold. Bring the whole family and spend a good chunk of the day at Wilder Park. With a butterfly garden, plant conservatory, playground, soccer field, hiking paths, picnic area, and tennis courts, it is easy to let time slip by at this amazing 17-acre park.
Right by Wilder Park, immerse yourself in the fascinating Illinois art scene at the Elmhurst Art Museum. Wander around the McCormick House and the Elmhurst Artist Guild and be in awe at the many creations brought to life. Due to the ever-changing exhibitions, there is always something new to see at this sublime museum. Past exhibits have included "Monsters in Wilder Park - A Kid-Powered Art Show," "Landscape Photographs by Joe Jachna and Michael Tropea," and "Picasso: Fifty Years Later." Weekends at the museum bring intriguing events. Gather with fellow artists for McCormick House tours or creative workshops. Roughly a 10-minute drive from Elmhurst downtown, the Art Museum, and all the happenings, rest up at Clarion Inn Elmhurst. The accommodation is an excellent choice, offering an on-site restaurant and a central location with convenient access to major highways, just 30 minutes from Chicago O’Hare International Airport.
Lebanon
Venture a bit off the beaten path to Lebanon, an artsy small town in Illinois. With a rich tradition in education and the arts, the town serves as a cultural and educational hub for the surrounding region. Home to McKendree University, the private liberal arts college is a sight to behold. Book a campus tour and discover the oldest college in Illinois. While on campus, catch a performance at the Hettenhausen Center for the Arts. From Broadway performances to brass ensembles and tribute bands, there is a captivating production for all tastes.
Equal parts art gallery, antique store, and creative studio, Tiadaghton House is an essential stop when in a cultivated town like Lebanon. Support locals by taking home a piece of fine art or an antique that has been crafted to perfection. Treat someone to a handmade soap, a vintage bookcase, or an adorable crochet rug. Right next door, rejuvenate at The Gasthaus. Nothing restores energy better than sitting down for a good meal. Chow down on a classic burger and fries or a heartwarming soup.
Just a short 10-minute drive from Lebanon, the Super 8 by Wyndham O’Fallon offers an affordable stay with clean, comfortable rooms and complimentary breakfast.
Spend a Weekend in Illinois
From the Swedish culture in Bishop Hill to Woodstock’s literal movie scene of the adored flick Groundhog Day, Illinois is a remarkable choice for a weekend getaway in the Midwest. Let imagination run wild in Alton or Lebanon’s creative scene with two days full of galleries, events, and creations. For a slower pace of life, head to Princeton or Mount Carroll, where strolling the spellbinding downtown area feels like starring in a Hallmark movie. Afterwards, rest up at one of the historic hotels for a weekend of vintage elegance and pure bliss. There is a magical Illinois town that perfectly matches every type of adventure.
