8 Best Lakeside Towns in Illinois

Most travelers on an Illinois itinerary often gravitate towards the vibrant cultural hub and architectural masterpieces of downtown Chicago. However, beyond the Windy City lies a treasure trove of idyllic lakeside towns offering the perfect escape from urban chaos. While many of these communities rest along the iconic shores of Lake Michigan, others are nestled near Illinois' serene inland lakes, providing equally captivating settings for nature lovers and outdoor enthusiasts.

Tailored for relaxed getaways, these charming destinations feature a mix of natural beauty, historic landmarks, and recreational activities. Whether you’re interested in boating, fishing, hiking, or enjoying tranquil views, these towns promise something for everyone. Below, we highlight the best lakeside towns in Illinois, where adventure meets serenity and the beauty of the water is never far away.

Zion

This beautiful community in Lake County combines peaceful coastal scenery with fascinating historical heritage to give first-timers a memorable vacation. Set along the picturesque Lake Michigan shores, it welcomes tourists to revel in its relaxed atmosphere with a trip to the Illinois Beach State Park. This 4,000-acre waterfront haven provides picnicking, walking, boating, swimming, and fishing opportunities, proving to be the local hub for all outdoor activities. Meanwhile, the charming wooden promenade at Hosah Park boasts stunning lake views, presenting the ideal platform to snap remarkable photos and spot the region's wildlife.

Touring the Zion Historical Society at Shiloh House introduces newcomers to the area's colorful heritage. Housed in a historic turn-of-the-century structure, the venue exhibits a range of artifacts and memorabilia recounting Zion's unique past, beginning from its establishment as a utopian Christian community.

Highland Park

Situated about 25 miles from downtown Chicago, Highland Park offers an inviting escape from the busy metropolis, inviting vacationers to unwind in its calm environment. Many come to lounge on the secluded shores of Rosewood Beach, play on its smooth sand, and soak up the peaceful views of Lake Michigan. Away from the water, guests immerse in the great outdoors with carefree hikes through the wooded trails of Prairie Wolf Forest Preserve. This 20-acre sanctuary, punctuated by a mixture of forest, prairie, and wetland, provides a serene retreat for reconnecting with nature.

Highland Park has a bustling downtown region with numerous points of interest. Visitors who enjoy craft brews can stop by Ravinia Brewing Company for a pint. One of the best times to visit is during the Ravinia Festival, which unites locals and tourists through diverse music genres.

Winnetka

Winnetka's gorgeous landscape has allowed it to feature in Box Office favorites like Home Alone and The Breakfast Club. This wealthy suburb of Chicago offers inviting outdoor spaces where guests can enjoy relaxing recreation, starting with Hubbard Woods Park. Families often gather here to take advantage of its playground, ball courts, picnic areas, shelter, and splash pad. Those who prefer water activities can head to Tower Road Park, where a lovely swimming beach awaits. Other options include jet skiing, kayaking, paddleboarding, and more.

Winnetka also welcomes visitors to explore its shoreside art scene at Vivid Art Gallery. Located in the Hubbard Woods Design District, this contemporary venue showcases an impressive collection of works by local artists, ranging from paintings and photography to ceramics.

Shelbyville

An hour from Springfield, this quaint village along the Kaskaskia River and Lake Shelbyville offers tourists plenty of aquatic fun. The three public beaches on Lake Shelbyville are popular spots for visitors to relax or enjoy water activities. Many also pitch tents across its 1,000 campsites, savor quiet picnics, and observe local wildlife. For families, the Shelbyville Family Aquatic Center provides fun-filled attractions, including water slides, a wet playground area, picnic shelters, and a concession stand to make it a well-rounded destination.

Movie enthusiasts can enjoy screenings at Boarmans Roxy Theater, which shows both new and second-run films at budget-friendly prices. Finally, don’t miss the historic Chautauqua Auditorium, an iconic venue that showcases the area’s turn-of-the-century charm.

Glencoe

Between its sandy beaches, lush green areas, and vibrant art venues, Glencoe is often ranked among the best lakeside towns in Illinois. This picturesque village charms travelers with a relaxed atmosphere, best embodied by Glencoe Beach. Its tranquil setting is perfect for families looking to unwind with picnics and enjoy Lake Michigan's breathtaking views. Additionally, nature lovers and environmentalists gravitate toward the Chicago Botanical Garden. Sprawling over 385 acres, this verdant oasis features delightful footbridges and colorful floral displays.

Lastly, don't forget to explore the local arts and culture scene at Writers Theatre. This renowned facility hosts intimate and captivating performances by talented artists, showcasing their best interpretations of classic works.

Wilmette

This Lake Michigan community in Cook County spoils visitors with countless attractions, catering to indoor and outdoor enthusiasts. Driving into the town, you can't help but notice the majestic Bahá'í House of Worship. This intricate architectural masterpiece is a visual delicacy and a renowned historical site- the world's oldest surviving Bahá'í House of Worship. An escape to the spectacular outdoors beckons at Gillson Park, which offers 60 acres of beautiful lakefront territory with a swimming beach and harbor.

History buffs will feel at home pursuing a permanent collection of artifacts at the Wilmette Historical Museum to uncover local heritage. But those who crave friendly social encounters should consider shopping at the vibrant Wilmette French Market.

Lake Forest

Another Lake County gem on the shores of Lake Michigan, Lake Forests excites newcomers with its alluring natural landscapes and bustling theater scene. Nature lovers and adventurers are spoilt for choice, thanks to a rich network of outdoor spaces like Fort Sheridan Forest Preserve. This features rugged and lush woodlands bordering the scenic Lake Michigan shore, providing a playground for birders, hikers, campers, picnickers, and sightseers. The artistically inclined can visit the Gorton Center to immerse in local theater. It is a family-friendly venue that captivates audiences with live performances, ranging from music and plays to concerts.

Meanwhile, the History Center of Lake Forest offers informative resources for those interested in the town's history. Inside the venue, some interactive exhibits and oral testimonies chronicle the region's dynamic past.

Winthrop Harbor

This small-town gem in Lake County seamlessly combines small-town charm with endless recreational opportunities. Its standout attraction, North Point Marina, is the largest marina on the Great Lakes, offering over 1,500 boat slips and drawing more than a million summer visitors. The marina’s public beaches and boating tours, such as those provided by Diamond Ghost Charters, offer visitors a chance to experience the town’s beauty from the water.

For indoor activities, the Schlader Recreation Center provides year-round fun with its versatile space for sports and fitness. Whether you prefer water adventures or family-friendly indoor fun, Winthrop Harbor offers a welcoming retreat for everyone.

Why These Lakeside Towns Deserve a Spot on Your Itinerary

Illinois' lakeside towns offer a harmonious blend of relaxation, recreation, and natural beauty. Whether it's sailing on Lake Michigan in Winthrop Harbor, hiking through scenic preserves in Lake Forest, or enjoying family-friendly beaches in Glencoe, these destinations provide countless opportunities to connect with nature and create cherished memories. Each town brings its unique charm and appeal, making them perfect escapes from the daily grind.