Overview
Chesterton is a small town in Northwestern Indiana, home to the headquarters of the South Shore Railroad.
1 places to stay
Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage
Plan your trip
Best time to visit & weather
Most comfortable: May–Oct. Summer highs reach about 82°F; winter lows dip to about 18°F. Cold months (Jan, Feb, Dec) can bring snow and ice; check road conditions. Wettest: May and Jun. (climate data from nearby Indiana Dunes National Park)
Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).
Getting there
- From you: to see whether to drive or fly, and how long it takes.
- MGC Michigan City Municipal Airport, Michigan City — 14 mi away. Directions
- GYY Gary/Chicago International Airport, Gary — 18 mi away. Directions
- MDW Chicago Midway International Airport, Chicago — 38 mi away (major hub). Directions
Budget & where to stay
No prices are listed for this place yet. See the Sleep guide ↓ for options.
Food for you
What to ask about, for your diet
Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder
Sleep
Go next
Gary- 80 West. About 45 to 75 minutes away.
Kalamazoo- 94 East. About 2 1/2 hours away.
South Bend- About 2-3 hours away.
Nearby
Porter
City / town · 1 listings · 2 mi away
Indiana Dunes National Park
Park · 13 listings · 4 mi away
Portage
City / town · 2 listings · 6 mi away
Valparaiso
City / town · 12 listings · 9 mi away
Lake Station
City / town · 11 mi away
Michigan City
City / town · 8 listings · 11 mi away
Hobart
City / town · 12 mi away
Gary
City / town · 17 listings · 15 mi away
My experience
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