Fall in Illinois transforms ordinary roads into magical pathways of red, orange, and gold. As temperatures cool and leaves change, couples have a perfect opportunity to reconnect while exploring the state’s most beautiful routes.
Pack some snacks, queue up your favorite playlist, and hit the road for these unforgettable autumn adventures.
1. Great River Road, Western Illinois

The mighty Mississippi creates a stunning backdrop as you wind along limestone bluffs draped in autumn colors. Historic river towns like Alton and Galena offer charming stops for antique shopping and riverside dining.
Morning fog often hovers above the water, creating dreamy photo opportunities as sunlight filters through colorful trees. Consider booking a B&B for an overnight stay to fully appreciate the golden hour light on the bluffs.
2. Shawnee Hills Wine Trail, Southern Illinois

Vineyards nestled among rolling hills create a Mediterranean feel in the heart of the Midwest. The route connects 11 family-owned wineries through the stunning Shawnee National Forest, where fall colors peak in mid-October.
Couples can sample local wines on outdoor patios overlooking valleys ablaze with color. Don’t miss nearby Garden of the Gods, where ancient rock formations provide the perfect sunset viewpoint after a day of leisurely driving.
3. Starved Rock Country, Illinois Route 71

Carved by ancient glacial meltwater, the sandstone canyons of Starved Rock State Park become even more magical surrounded by autumn foliage. The approach along Route 71 builds anticipation with each curve revealing more vibrant colors.
Eighteen canyons await exploration, many featuring waterfalls that flow stronger after fall rains. Pack sturdy shoes for hiking hand-in-hand through leaf-carpeted trails, then warm up with hot apple cider in nearby Utica.
4. Route 66, Pontiac To Springfield

Nostalgia meets autumn splendor on this iconic stretch of the Mother Road. Vintage gas stations and quirky roadside attractions take on a special charm when framed by golden cornfields and scarlet maples.
Stop at Funks Grove to sample pure maple sirup (spelled traditionally without the ‘y’). The historic state capitol in Springfield makes a perfect endpoint, surrounded by mature trees in full autumn regalia and romantic evening lighting.
5. Galena Scenic Byway, Northwestern Illinois

Rolling hills dotted with 19th-century mansions create a storybook setting in this corner of Illinois. The drive into Galena offers breathtaking vistas as you descend into the historic town, with autumn colors intensifying the beauty of the driftless area.
Cobblestone streets lined with gas lamps invite couples to stroll hand-in-hand after the drive. Main Street’s beautifully preserved buildings house intimate restaurants where you can toast your day’s adventure by candlelight.
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