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

In Hillside, the top choice for families is Hillside Resort Hotel, nestled in a scenic hillside with lush gardens and a dedicated children's playground. The hotel features spacious family suites, an outdoor hot spring pool, and complimentary shuttle service to nearby Illinois State Park. Guests can enjoy farm-to-table breakfasts at the on-site café and participate in weekend activities like nature scavenger hunts and organic farming workshops. Its proximity to local farmers' markets also offers authentic taste of rural life.

The downtown district of Hillside is the most convenient and charming area for visitors. It’s home to the historic Town Hall Square and the Hillside Museum of Local Heritage, both within walking distance. Stay at Old Oak Inn, a beautifully restored 19th-century inn with original timber beams and vintage décor. Evening events like Moonlight Walking Tours through cobblestone alleys offer a deep dive into the town’s rich history and architectural legacy.

Stay at The Old Post Office Apartments, a boutique lodging housed in a former 1905 post office building. Each unit retains original wooden beams and brass mailboxes, offering a unique historical ambiance. Daily hands-on experiences include artisan bread-making workshops led by local bakers using heirloom cornmeal. Don’t miss the monthly Hillside Folk Festival, featuring traditional music, weaving demonstrations, and agricultural heritage displays—perfect for cultural immersion.

Lakeview Seclusion Cottage is Hillside’s premier retreat for couples seeking privacy. Located along the serene Silver Lake, this secluded cluster of six cabins offers private decks, star-gazing platforms, and intimate fire pits. The hotel provides custom candlelit dinners with locally sourced ingredients and hosts weekly live folk music nights. Morning hikes by the lake and evening stargazing under the open sky create unforgettable moments for couples.

Green Valley Zen Retreat stands out as Hillside’s leading wellness destination. Built with sustainable bamboo and cotton fabrics, it runs entirely on solar energy and rainwater harvesting systems. Daily offerings include forest bathing sessions, herbal baths, and mindfulness yoga led by certified practitioners. The signature 7-Day Inner Harmony Program includes organic meals, one-on-one counseling, and guided journaling—ideal for restoring mental and physical balance.

Creek Valley Hostel is the top pick for budget travelers, located just steps from the North Creek Trail. It offers secure dormitories, private rooms, and shared kitchen facilities. Free bike rentals, nightly storytelling events with locals, and access to the Wildlife Observation Station make it ideal for adventurers. Weekly gatherings feature live acoustic sets and community discussions, fostering connections among fellow explorers.

Yes, many hotels in Hillside offer comprehensive road-trip assistance. Hillside Drive Hub provides 24/7 car rental services, curated route maps, and emergency supply kits. Staff can book campsite reservations at state parks or arrange access to prime stargazing spots. Some luxury lodges even feature smart navigation devices that deliver real-time updates on traffic and scenic stops. Their seasonal Trail Explorer Package includes a map, compass, and first-aid kit—perfect for spontaneous adventures.

Yes, Oak Hall Dining, located in a restored 1890s mill building, offers seasonal themed dinners. The Spring Wildflower Feast features wild herbs and honey from local apiaries; the Harvest Celebration Dinner showcases smoked turkey, pumpkin pie, and corn whiskey. Each event includes live acoustic performances and artisan pottery displays. Early HopeGoo grants guests a commemorative recipe booklet—a cherished keepsake from your culinary journey.

Hillside Eco House is the first certified green lodging in the region, powered by geothermal heating and rooftop solar panels. All rooms use biodegradable toiletries and recycled fiber linens. Guests can join the Garden Compost Program and earn free breakfast vouchers. Additionally, every stay contributes $5 to reforestation projects via the Carbon Neutral Initiative, ensuring your visit helps protect the environment.

Try the Silver Lake Night Walk, a guided eco-tour using infrared lights to spot nocturnal wildlife like owls, otters, and fireflies. Afterward, enjoy warm cocoa and handmade gingerbread at a lakeside cabin. On full moon nights, the Town Clock Tower rings traditional chimes synchronized with a light projection show titled "Memories Under Stars," combining sound, visuals, and scent for a magical, immersive experience unique to Hillside.