Worth(United States) Travel 2026: Cheap Flights, Hotels & Top Attractions

In Waukegan, the top family-friendly option is Holiday Inn Express & Suites Waukegan, offering spacious rooms, a free breakfast buffet, and an indoor pool. Located near Lake Michigan and Waukegan Harbor, it’s perfect for kids to enjoy waterfront walks and boat tours. The hotel also features a children’s play area and nearby access to Northwestern Medicine Field, ideal for sports events. With welcoming staff and pet-friendly policies, it ensures a stress-free stay for families exploring the Great Lakes region.

The Downtown Waukegan district provides the most walkable experience. This historic area features cobblestone streets, local art galleries, and shops along Glenview Avenue. Stay at The Grand Hotel Waukegan, a beautifully restored early 20th-century building with elegant architecture and modern amenities. Its central location allows easy access to cultural spots like the Waukegan Historical Society Museum and Cass Street Theater, making it ideal for leisurely strolls and authentic local immersion.

For lakeside access, choose accommodations near the Lakefront District, such as Best Western Plus Waukegan Inn. Just a 5-minute walk from Waukegan Beach Park, this hotel offers direct views of Lake Michigan and hosts bike rentals for scenic rides along the shoreline. Enjoy sunrise swims, paddleboarding, or simply relax on the sand. The hotel also organizes seasonal events like lakeside bonfires, blending comfort with nature-focused recreation in a safe, vibrant community.

Don’t miss the annual Waukegan Arts Festival, held in Downtown Waukegan every summer, showcasing local artists, live music, and craft vendors. Explore the Waukegan Historical Society Museum to learn about the city’s roots as a 19th-century railroad hub. For theater lovers, catch a performance at Cass Street Theater, featuring small-scale productions and community-driven plays. These experiences offer a deep dive into Waukegan’s creative spirit and historical identity.

Try Lake Michigan seafood and Chicago-style barbecue in Waukegan. At The Lobster Pot, savor fresh lobster bisque and grilled scallops caught daily from the lake. For a hearty meal, visit Smokey Joe's BBQ, known for its slow-smoked ribs and signature dry rub sauce. Pair your meal with a local craft beer from Waukegan Brew Co.—a true taste of Midwestern hospitality and flavor.

The Grand Hotel Waukegan is a top choice for couples seeking romance. Its boutique suites feature private balconies overlooking Lake Michigan, perfect for sunset views. The hotel offers customized candlelit dinners and rooftop lounge access with city and water vistas. Book the “Honeymoon Package” for a complimentary bottle of wine, spa treatment voucher, and late checkout—ideal for creating unforgettable memories in a historic yet intimate setting.

Hampton Inn & Suites Waukegan is ideal for road-trippers. Located just off I-94, it offers free parking, a 24-hour convenience store, and fast Wi-Fi. Rooms are spacious with ergonomic desks for remote work or rest after long drives. Nearby attractions include the AmeriFlora Trail and Waukegan Nature Preserve, perfect for quick hikes or bike rides. Its strategic location makes it a reliable base for exploring northern Illinois and the Great Lakes region.

Waukegan Northside is one of the safest areas for solo travelers. Quiet and well-lit, it’s close to Waukegan Public Library and Ridge Road Park. Stay at Motel 6 Waukegan, a budget-friendly option with clean rooms, 24-hour front desk, and secure parking. It’s within walking distance of downtown shopping and cozy cafes, allowing solo visitors to explore confidently while enjoying a relaxed, friendly atmosphere.

Winter highlights in Waukegan include Lake Michigan snowscapes and the Waukegan Ice Festival. From December to February, parts of the lake freeze, creating stunning ice formations ideal for photography and exploration. The festival at Harbor Park features ice sculptures, snow slides, and heated pop-up markets. The Grand Hotel Waukegan also offers a “Winter Warmth Suite” with fireplaces and cozy blankets, ensuring comfort amid the chill—perfect for a magical winter escape.

Courtyard by Marriott Waukegan stands out as a top business hotel. Located in Downtown Waukegan, it’s steps from the Waukegan Convention Center and Illinois Business Center. Equipped with high-speed Wi-Fi, meeting rooms, and a 24/7 business center, it supports productivity. Guest rooms feature ergonomic workspaces and flat-screen TVs. Complimentary coffee and a fitness center enhance the travel experience, making it a reliable choice for professionals visiting the region.