Indiana to Illinois Travel Guide: 10 Midwest Gems Worth the Drive
- Hendren Custom Home
- Apr 7
- 4 min read
Looking for your next weekend adventure or planning a day trip? Living in Northwest Indiana means you're just a short drive away from some of the Midwest's most iconic cities, natural escapes, and cultural treasures. Whether you're after fresh air and scenic views or fine dining and historic charm, this Indiana to Illinois travel guide will give you ten unforgettable stops—all within reach from Valparaiso, Porter County, and the greater Midwest.
Get ready to explore the heart of the Midwest, one destination at a time.
Indiana to Illinois Travel Guide - Discover the Midwest
If you are loving life in the Midwest, or are considering relocating to this area, you might find yourself asking:
What are the best day trips from Northwest Indiana?
Where can I drive for a weekend getaway?
Many Midwesterners are searching for answers to those questions, as well! There’s no shortage of fun places to visit between Indiana and Illinois. From scenic hiking trails, outdoor sports, and state parks, to vibrant city experiences and small-town charm, there’s something for everyone. This guide has you covered–make sure to bookmark it for future exploration and weekend adventures.
1. Explore Indiana Dunes National Park
A Natural Treasure Right in Your Backyard
Just 30 minutes from Valparaiso, Indiana Dunes National Park offers over 15 miles of shoreline along Lake Michigan, plus hiking trails, birdwatching, and sandy beaches. Whether you’re climbing the dunes or taking in a sunset, this is a local favorite with national recognition.
2. Hike Starved Rock State Park
Waterfalls, Canyons & Forest Trails
Located just two hours from NW Indiana, Starved Rock State Park in Illinois is a must-visit. Known for its seasonal waterfalls and 13 miles of trails, this park is especially stunning in spring and fall. Great for family hikes or romantic getaways.
3. Spend a Day in Chicago
Museums, Parks, and Lakefront Life
Living near Chicago has its perks. Spend a day at the Art Institute, visit the Museum of Science and Industry, or walk the Chicago Riverwalk. Cap it off with deep-dish pizza or a show in the Loop. With the South Shore Line or a quick drive, city life is closer than you think.
4. Weekend Escape to Galena, IL
Quaint, Quiet, and Full of History
Nestled near the Mississippi River, Galena is a charming town known for its historic architecture, antique shops, and peaceful pace. Explore 19th-century homes, sip local wines, or unwind at a cozy bed-and-breakfast.
5. Adventure at Turkey Run State Park
Canyon Trails and Suspension Bridges
Located in western Indiana, Turkey Run State Park is perfect for adventurers of all ages. Think sandstone gorges, scenic trails, and plenty of picnic spots. The park is also home to horseback riding and canoeing along Sugar Creek.
6. Discover Shawnee National Forest
Southern Illinois’ Hidden Gem
With over 280,000 acres, Shawnee National Forest is a paradise for hiking, camping, and rock climbing. Don’t miss the Garden of the Gods for dramatic rock formations and panoramic views. It’s a longer drive—but totally worth it for a weekend camping trip.
7. Cruise Route 66
Cruising Classic Americana
For a nostalgic road trip, explore Illinois’ stretch of Route 66. From quirky roadside attractions to diners frozen in time, this scenic drive is packed with photo ops and surprises. Start in Joliet and head south for the full effect.
8. Sip Along the Indiana Wine Trail
Small-Batch Wines, Big Midwest Flavor
Stretching across southern Indiana, the Indiana Wine Trail includes scenic vineyards, rustic tasting rooms, and live music weekends. Great for girls’ trips or romantic outings, and an ideal way to support local agriculture.
9. Tour Frank Lloyd Wright Homes in Oak Park
A Design Lover’s Dream
Just west of Chicago, Oak Park is home to one of the largest collections of Frank Lloyd Wright homes in the world. Explore self-guided or docent-led walking tours of these iconic structures, blending architecture and history in a unique way.
10. Visit Navy Pier and the Chicago Food Scene
Iconic Eats and Unmatched Views
From Navy Pier’s Centennial Wheel to the bustling energy of Eataly, Chicago’s food scene is unbeatable. Taste cuisines from around the world, stroll through Millennium Park, and don’t forget dessert at a downtown bakery.
Why the Midwest is a Great Place to Call Home
The best part? These destinations are all just a drive away when you live in Northwest Indiana. Valparaiso offers the perfect home base—close to adventure, full of charm, and growing every day. Whether you're building a brand-new home or remodeling a classic one, Hendren Custom Homes can help you create a space that makes coming home even better than the getaway.
Ready to put down roots in Northwest Indiana? Whether you're planning a new custom home or investing in renovating or remodeling your existing home, Hendren Custom Homes is your trusted local builder.
📞 Contact Mike at (219) 216-5959
📍 Based in Valparaiso, serving Porter County and all of Northwest Indiana.
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