Indiana Road Trip Departing from New Chicago

Day 1 · Wed, Sep 23
New Chicago, IN

Departure from New Chicago

  1. Indiana Dunes National Park — Porter and Chesterton area; begin with scenic dune, beach, and lakeshore exploration, morning, ~2 hours.
  2. Indiana Dunes Visitor Center — Porter; learn about the park’s ecology and choose a suitable trail, late morning, ~45 minutes.
  3. Coffee and lunch at Uptown Cafe — Chesterton; enjoy a relaxed meal before continuing east, midday, ~$15–30 per person.
  4. Coffee Creek Watershed Preserve — Chesterton; walk its wetlands, prairie, and wooded trails for an easy afternoon experience, afternoon, ~1.5 hours.
  5. Valparaiso Downtown — Valparaiso; browse the historic central square and local shops, late afternoon, ~1 hour.
  6. Dinner at Industrial Revolution Eatery & Grille — Valparaiso; finish with locally popular American fare and craft beverages, early evening, ~$25–45 per person.

Morning

Leave New Chicago around 10:30 a.m. for Indiana Dunes National Park, roughly a 20–30 minute drive via I-94 and local roads, depending on traffic. Start with a scenic stretch of dune and lakeshore exploration—West Beach is a good choice if you want sand, broad Lake Michigan views, and a more substantial walk; allow about two hours. Parking can fill on pleasant September mornings, and a national park entrance fee may apply at some lots, so keep a card handy. Wear shoes with traction and bring water: dune climbs are short but surprisingly strenuous.

Continue to the Indiana Dunes Visitor Center in Porter for about 45 minutes. It’s the best place to get current trail advice, see the park’s natural-history exhibits, and check conditions before committing to a longer hike. It is generally open daytime hours, though September schedules can vary, so confirm the day’s hours before leaving; the exhibits and park information are typically free, while some parking areas may require a fee. From there, drive about 10–15 minutes into Chesterton for lunch and coffee at Uptown Cafe, a relaxed local stop where you can expect roughly $15–30 per person and about an hour at an unhurried pace.

Afternoon

After lunch, make the short drive to Coffee Creek Watershed Preserve, just a few minutes from central Chesterton. Spend around 1½ hours wandering its easy trails through wetlands, prairie, and wooded sections; it’s a pleasant contrast to the open dunes and does not require a strenuous hike. Trails are usually accessible during daylight, but surfaces can be muddy after rain, so sneakers with some tread are useful. Then continue about 15 minutes south to Valparaiso Downtown, where the historic central square and nearby shops make an easy late-afternoon wander. Give yourself about an hour to browse without trying to cover every block.

Evening

Finish at Industrial Revolution Eatery & Grille, a convenient choice near downtown Valparaiso for an early dinner. Plan on approximately $25–45 per person for American comfort food and craft beverages; arriving before the main dinner rush usually makes parking and seating easier. Afterward, you can take a final stroll around the square, but this is otherwise a nicely complete day—dunes, ecology, wetlands, and a small-town downtown without packing in another long drive.

This trip starts Wed, 23 Sep 2026 — want the check-ins?
Confirm the date (or change it) and we'll check in at two weeks out, one week out, and the day before — bookings, packing, and a day-one brief. Reply to any of them if plans change.
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