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Chesterton Indiana Hotels, Motels & Lodging

Check out our list of Chesterton, Indiana hotels, motels and other travel lodging options below. Hotels are listed by their proximity to downtown Chesterton. Click on any hotel from the list below to view information, details, and current rates, and to make reservations online.

 
Hilton Garden Inn Chesterton

Map Marker Hilton Garden Inn Chesterton

501 Gateway Boulevard, Chesterton, IN

Rooms begin at $87.20

2 miles from Chesterton city center.
Best Western Indian Oak

Map Marker Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN

Rooms begin at $86.25

1 mile from Chesterton city center.
Waterbird Inn and Spa

Map Marker Waterbird Inn and Spa

556 Indian Boundary Road, Chesterton, IN

Rooms begin at $89.00

1 mile from Chesterton city center.
Microtel Inn and Suites Michigan City

Map Marker Microtel Inn and Suites Michigan City

9834 W 400 N., Michigan City, IN

Rooms begin at $71.41

9 miles from Chesterton city center.
Clarion Inn Michigan City

Map Marker Clarion Inn Michigan City

5820 South Franklin Street, Michigan City, IN

Rooms begin at $139.99

9 miles from Chesterton city center.
Holiday Inn Express Hotel & Suites VALPARAISO

Map Marker Holiday Inn Express Hotel & Suites VALPARAISO

1251 SILHAVY ROAD, Valparaiso, IN

Rooms begin at $125.00

10 miles from Chesterton city center.
Quality Inn Michigan City

Map Marker Quality Inn Michigan City

4128 South Franklin Street, Michigan City, IN

Rooms begin at $74.00

9 miles from Chesterton city center.
BEST WESTERN PLUS Portage Hotel & Suites

Map Marker BEST WESTERN PLUS Portage Hotel & Suites

6200 Melton Road, Portage, IN

Rooms begin at $89.00

5 miles from Chesterton city center.
Country Inn & Suites By Carlson, Michigan City, IN

Map Marker Country Inn & Suites By Carlson, Michigan City, IN

3805 NORTH FRONTAGE ROAD, Michigan City, IN

Rooms begin at $88.00

9 miles from Chesterton city center.
Super 8 Valparaiso

Map Marker Super 8 Valparaiso

3005 John Howell Dr., Valparaiso, IN

Rooms begin at $65.44

9 miles from Chesterton city center.
Country Inn & Suites By Carlson, Valparaiso, IN

Map Marker Country Inn & Suites By Carlson, Valparaiso, IN

2020 LA PORTE AVE, Valparaiso, IN

Rooms begin at $115.00

10 miles from Chesterton city center.
Super 8 Michigan City

Map Marker Super 8 Michigan City

5724 S. Franklin, Michigan City, IN

Rooms begin at $57.00

9 miles from Chesterton city center.
Days Inn Portage

Map Marker Days Inn Portage

6161 Melton Road, Portage, IN

Rooms begin at $65.99

5 miles from Chesterton city center.
Hampton Inn Portage

Map Marker Hampton Inn Portage

6353 Melton Road, Portage, IN

Rooms begin at $87.20

5 miles from Chesterton city center.
Fairfield Inn & Suites Valparaiso

Map Marker Fairfield Inn & Suites Valparaiso

2101 E Morthland Drive, Valparaiso, IN

Rooms begin at $84.95

10 miles from Chesterton city center.
Holiday Inn Express PORTAGE

Map Marker Holiday Inn Express PORTAGE

2323 WILLOWCREEK RD, Portage, IN

Rooms begin at $96.00

6 miles from Chesterton city center.
Super 8 Portage

Map Marker Super 8 Portage

6118 Melton Rd, Portage, IN

Rooms begin at $73.00

6 miles from Chesterton city center.
Comfort Inn Michigan City

Map Marker Comfort Inn Michigan City

3801 N. Frontage Road, Michigan City, IN

Rooms begin at $99.99

9 miles from Chesterton city center.
Hampton Inn Suites Valparaiso IN

Map Marker Hampton Inn Suites Valparaiso IN

1451 Silhavy Road, Valparaiso, IN

Rooms begin at $119.00

10 miles from Chesterton city center.
Courtyard Valparaiso

Map Marker Courtyard Valparaiso

2301 E. Morthland Drive-U.S. 30 East, Valparaiso, IN

Rooms begin at $89.95

10 miles from Chesterton city center.

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Trails Near Chesterton

  • Prairie - Duneland Trail Gary, IN (Rail-Trails)
    As its name implies, a trip on the beautiful Prairie- Duneland Trail offers snapshots of the flora and fauna—from hardwood forest to remnant prairie grasslands—that once dominated this region. In spit...
  • Indiana Dunes National Lakeshore: Bailly/Chellberg Hike Chesterton, IN (Hiking)
    Get a glimpse of early settlement life in northwestern Indiana by touring the homesteads of two frontier families. You’ll also see wooded ravines, rich bottomland forest that grows beside the Little C...
  • Little Calumet River Trail, Bailly Homestead, and Chellberg Farm Chesterton, IN (Hiking)
    This loop hike begins near the historic Bailly Homestead, continues along the Little Calumet River through marsh and meadow, and concludes at the Chellberg Farm. These days the Bailly site, which is ...
  • Calumet Trail Michigan City, IN (Mountain Biking)
    The demise of the paved Calumet Trail was a sad day for road cyclists. Mountain bikers, however, rejoiced in having the trail fall into their Lycra-clad laps. The trail is wide, flat, and perfect fo...
  • Indiana Dunes National Lakeshore: Cowles Bog Trail Chesterton, IN (Hiking)
    The Cowles Bog Trail runs past wetlands, through oak forests, and over wooded dunes that increase in height as you approach the sandy beach. Dunes National Lakeshore, Cowles Bog is well known for its ...
  • Indiana Dunes National Lakeshore: Ly-co-ki-we Hike Chesterton, IN (Hiking)
    This sandy trail allows you to explore miles of deep woods, gentle dune ridges, and marshy thickets. Given the ample mileage and the sand covered surface, you’ll likely find yourself at the end of thi...
  • Lakeshore Cruise Chesterton, IN (Road Biking)
    The Indiana Dunes National Lakeshore is the destination of the annual Lakeshore Century. Held on the first Sunday after Labor Day, the tour offers four loops, ranging from 25 to 100 miles in length. T...

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