Looking for a charming Midwest getaway filled with arts, eats, and small-town appeal? I’ve got the perfect spot—Valparaiso, Indiana. Just an hour from Chicago, it’s where I go when I want a weekend that blends culture, comfort, and a bit of adventure. You’ll walk historic streets, I’ll show you the best local brews, and together we’ll enjoy the kind of warm welcome only a town like Valpo can give.
Valparaiso, IN Highlights:
- Into culture? Catch a performance at the Memorial Opera House or stroll the Valparaiso University campus to admire its chapel and art displays. I found creativity everywhere I turned.
- Foodie at heart? Downtown Valpo is packed with flavor. I grabbed craft tacos at Ricochet, followed by artisan ice cream at Valpo Velvet. So many options, all walkable and delicious.
- Love a good stroll? Central Park Plaza is the heart of downtown. I explored the shops, people-watched by the splash pad, and came back later for live music and food trucks.
- Date day? I started with wine tasting at Anderson’s Winery just outside of town, followed by dinner at Meditrina Market Café and a sunset walk around Rogers-Lakewood Park. So relaxing and romantic.
- Bringing the kids? The 49er Drive-In Theatre was a hit! Plus, the nearby parks—especially Ogden Gardens and Forest Park—offered trails, play areas, and space to roam.
Best Time to Visit Valparaiso, IN
Late spring (May–June) and early fall (September–October) are amazing. Flowers bloom, temps are just right, and local events like Taste of Valpo or the Popcorn Festival bring the town to life. Summer is lively and perfect for outdoor concerts, while winter is peaceful and full of cozy charm—especially during holiday markets downtown.
How to Get to Valparaiso, IN
- Driving in? Valpo’s an easy drive—just off U.S. 30 and about an hour southeast of Chicago. Plenty of scenic farmland and smooth highways on the way in.
- Coming by train? South Shore Line trains stop in nearby Chesterton. From there, it’s a quick rideshare or drive into Valparaiso.
- Flying? Chicago Midway (MDW) or O’Hare (ORD) are your best bets. I usually rent a car—it’s about an hour to 90-minute drive, and it gives you the freedom to explore the region.
Where to Stay in Valparaiso, IN
- With the family? I liked the Fairfield Inn & Suites—indoor pool, great breakfast, and close to downtown. Super convenient for all kinds of outings.
- For a romantic weekend? Check out Valparaiso Inn Bed & Breakfast. It’s charming, elegant, and just a short stroll from the town square. Perfect for unwinding.
- Want something cozy and local? Look into historic Airbnbs in the neighborhoods near downtown. Tree-lined streets, porch swings, and that real hometown feel.
Best Things to Do in Valparaiso, IN
Taltree Arboretum and Gardens - Walk peaceful trails and admire blooming gardens on a relaxing spring or fall trip.
Memorial Opera House - Catch a live show and enjoy an affordable, romantic night in a historic venue.
Chicago Street Theatre - See bold performances and enjoy an exciting evening perfect for couples or weekend fun.
Porter County Museum - Explore local history and discover unusual artifacts on a cheap, educational family outing.
Lincoln Flats - Savor upscale American dishes and enjoy an easy, romantic dinner in a cozy setting.
Chapel of the Resurrection - Admire stunning architecture and enjoy quiet reflection on a peaceful retirement or weekend visit.
In Summary...
(and if you want to revisit my photo journey)