Things To Do In Skokie, IL
Located along the North Shore of Lake Michigan, Winnetka is a picturesque, upscale suburb about 20 miles north of downtown Chicago. Known for its tree-lined streets, historic homes, excellent schools, and beautiful lakefront, it’s often ranked as one of the most desirable places to live in Illinois. Winnetka combines small-town charm with easy access to the city, making it a peaceful yet vibrant place to visit. With scenic beaches, iconic movie locations (yes, Home Alone was filmed here!), boutique shopping, and nature preserves, Winnetka is perfect for a relaxing day trip or weekend escape.
Public Beach Access
445-451 Sheridan Rd, Winnetka, IL 60093
This beautiful Lake Michigan beach offers stunning views, clean sand, and a relaxed vibe. Popular with locals, Winnetka Public Beach is a great spot for swimming, sunbathing, or enjoying a lakeside picnic. The beach is divided into sections—Tower Road Beach and Elder Lane Beach are family favorites, with seasonal lifeguards, clean restrooms, and convenient access to town. In the summer, it’s an ideal spot to catch a sunrise or paddleboard along the shoreline. While parking requires a permit for non-residents, it’s well worth the visit for the peaceful lake experience and charming coastal views.
Winnetka Historical Society
411 Linden St, Winnetka, IL 60093
Located in a charming 19th-century house, the Winnetka Historical Society offers a fascinating glimpse into the town’s past. Through rotating exhibits, archival materials, and guided tours, visitors can learn about Winnetka’s development, notable residents, and architectural legacy. The museum also dives into the village’s ties to abolitionism and social justice movements. It’s small but thoughtfully curated, with hands-on activities for kids and resources for researchers. History buffs and locals alike appreciate how the museum brings Winnetka’s rich story to life. Admission is free, and it’s a lovely cultural stop before strolling through nearby neighborhoods.
Hubbard Woods Park & Playground
939 Old Green Bay Rd, Winnetka, IL 60093
Perfect for families, Hubbard Woods Park is centrally located and offers one of the best playgrounds on the North Shore. The park features modern play structures, shaded picnic areas, a splash pad, and plenty of green space. It’s popular year-round but especially lively in spring and summer. Adjacent to the Hubbard Woods business district, you can grab a coffee or snack nearby before letting the kids run free. Community events, concerts, and holiday festivals are often held here too. It’s a local favorite for good reason—clean, safe, and surrounded by Winnetka’s friendly small-town charm.
Indian Hill Club
4905 Old Orchard Center, Skokie, IL 60077
Founded in 1914, Indian Hill Club is a private, members-only country club with a beautifully maintained 18-hole golf course. While not open to the general public, the club plays a significant role in Winnetka’s community and history. The grounds also include tennis courts, dining facilities, and social events. If you’re visiting with a member or attending a private event, the experience is top-tier—classic club charm, elegant ambiance, and pristine greens. For those who golf, it’s a beautiful and serene course that reflects the elegance and exclusivity of Winnetka living.
Winnetka Community House
620 Lincoln Ave, Winnetka, IL 60093
The Winnetka Community House is a historic non-profit community center offering a range of programs and events for all ages. You’ll find art classes, yoga, theater productions, seasonal festivals, and even weddings hosted in its elegant event space. The building itself is beautiful, with classic architecture, manicured gardens, and a welcoming vibe. It’s centrally located and serves as a hub for local culture and connection. Whether you’re taking a painting workshop or enjoying a community performance, the Community House adds heart and history to the town’s identity.
Exploratorium at Skokie Park District
4701 Oakton St, Skokie, IL 60076
Perfect for families with young kids, the Exploratorium is an interactive indoor play space designed for imaginative, hands-on fun. Highlights include a water play area, climbing structure, dress-up stage, light and shadow play, and a pretend market. It’s ideal for toddlers through early elementary ages. The space is bright, safe, and welcoming—great for rainy days or winter play. Parents will appreciate the comfortable seating areas and the fact that it’s located inside the Skokie Park District building, with clean facilities and free parking. It’s not huge, but it’s packed with creativity and always a hit with kids.
Pomeroy
844 Spruce St, Winnetka, IL 60093
Pomeroy is a chic French bistro in downtown Winnetka that blends Parisian charm with North Shore elegance. The ambiance is warm and sophisticated, with bistro lighting, vintage décor, and a cozy patio that’s perfect for warm-weather dining. The menu features French classics like steak frites, coq au vin, and escargot, alongside seasonal dishes and an excellent wine list. Whether you’re here for a romantic dinner, girls’ night, or a celebratory brunch, Pomeroy delivers style, flavor, and service that feels special. It’s upscale yet approachable, making it a favorite among locals and visitors alike. Reservations are recommended, especially on weekends—it’s one of the most popular spots in town for good reason.
The Home Alone House
67 Winner Kaya, Northfield, IL 60093, Estados Unidos
A must-see for movie lovers, the Home Alone house at 671 Lincoln Avenue is one of Winnetka’s most famous landmarks. Featured prominently in the beloved 1990 holiday film Home Alone, the house served as the McCallister family home and still looks very much like it did on screen. Although it’s a private residence and not open to the public, fans often stop by to take photos from the sidewalk—especially during the holiday season, when it feels extra magical. The neighborhood itself is beautiful and walkable, filled with historic homes and quiet streets. While you should always be respectful of the owners and their privacy, the house remains a fun and nostalgic stop for anyone visiting Winnetka.
501 Local
501 Chestnut St, Winnetka, IL 60093, Estados Unidos
Located in the heart of downtown Winnetka, 501 Local offers a warm, welcoming atmosphere with elevated American comfort food and creative cocktails. It’s a favorite neighborhood spot for everything from casual lunches to date nights and weekend brunches. The menu features dishes like truffle fries, short rib grilled cheese, fresh seafood, and seasonal salads—crafted with care and locally sourced ingredients. The bar area is stylish and lively, with a rotating cocktail list and great craft beer selection. Outdoor seating in warmer months adds to the charm. The staff is friendly, the vibe is relaxed but refined, and the food consistently delivers. Whether you’re a local or just passing through, 501 Local is a delicious reason to spend more time in Winnetka.
Playground
911 Sheridan Rd, Winnetka, IL 60093, Estados Unidos
Dwyer Park is a favorite local hangout for families, and its playground is one of the best in Winnetka. Centrally located near the Metra station and just steps from downtown, the park features a modern, well-maintained play structure, swings, slides, climbing features, and a separate area for toddlers. Shaded benches and picnic tables make it a comfortable spot for parents to relax while the kids play. In the summer, a small splash pad adds to the fun. The park also includes open green space for free play, a basketball court, and easy access to local cafes if you want to grab coffee or snacks nearby. It’s a clean, safe, and community-centered space perfect for playdates, quick outings, or extended afternoon fun.