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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Chesterton motels

Front of property – evening/night
Cool Springs Inn

Cool Springs Inn

Cool Springs Inn
2.0 star property
Michigan City
7.8 out of 10, Good, (324)
"I have stayed here many times. The staff is great, the place is clean and affordable."
United States
Michele
The price is HK$466
HK$522 total
includes taxes & fees
30 Dec - 31 Dec
Cool Springs Inn
Exterior
Motel 6 Merrillville, IN

Motel 6 Merrillville, IN

Motel 6 Merrillville, IN
2.0 star property
Merrillville
6.0 out of 10, (807)
"It was ok the staff were nice ."
United States
Mikah
The price is HK$378
HK$423 total
includes taxes & fees
2 Jan - 3 Jan 2026
Motel 6 Merrillville, IN
Free cots/infant beds, rollaway beds, free WiFi, bed sheets
FairBridge Inn Express Merrillville

FairBridge Inn Express Merrillville

FairBridge Inn Express Merrillville
2.0 star property
Merrillville
6.8 out of 10, (496)
"The room was perfect and the staff was very helpful. "
United States
Ray
The price is HK$350
HK$392 total
includes taxes & fees
12 Jan - 13 Jan 2026
FairBridge Inn Express Merrillville
Lobby
OYO Hotel Portage I-94

OYO Hotel Portage I-94

OYO Hotel Portage I-94
2.0 star property
Portage
6.4 out of 10, (764)
"Nice cheap basic place to stay clean "
United States
Mike
The price is HK$476
HK$588 total
includes taxes & fees
12 Jan - 13 Jan 2026
OYO Hotel Portage I-94
Desk, free WiFi, bed sheets, wheelchair access
Motel 6 Hammond, IN - Chicago Area

Motel 6 Hammond, IN - Chicago Area

Motel 6 Hammond, IN - Chicago Area
2.0 star property
Hammond
6.4 out of 10, (1002)
"Decent stay if traveling, wouldn’t recommend multiple nights there. "
United States
Diane
The price is HK$389
HK$435 total
includes taxes & fees
30 Dec - 31 Dec
Motel 6 Hammond, IN - Chicago Area
Reception
Knights Inn Merrillville

Knights Inn Merrillville

Knights Inn Merrillville
1.5 star property
Merrillville
5.4 out of 10, (227)
"Clean quit nice low key spot "
United States
Jamie
The price is HK$350
HK$392 total
includes taxes & fees
30 Dec - 31 Dec
Knights Inn Merrillville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterton Hotel Reviews

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"Great accommodations"
Tracy 1-night trip
Posted 2 days ago
Four Winds Casino Resort – New Buffalo

Find out more about Chesterton

Chesterton Motels information

Number of reviews
3,614
Accommodation
8 Motels
Lowest Price
HK$392
Highest Price
HK$588

Frequently asked questions

What can I expect from a motel trip to Chesterton?
When you save on your room price, you can enjoy all that Chesterton has to offer. Top sights to visit include Lake Michigan.
What's it like to stay in a motel?
At many motels, you're likely to find an outdoor pool and free parking. When you stay at a motel property, you'll often have access to your room from an outside corridor overlooking the car park. The word "motel" was coined in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.
What are the best motels in Chesterton?
Here are some of our customers' favourite motels in the larger area. Motel 6 Hammond, IN - Chicago Area is located 31.2 km from the heart of Chesterton. Enjoy access to the snack bar/deli, and freebies including WiFi and self-parking. FairBridge Inn Express Merrillville: Free WiFi, free parking and laundry facilities are available during your stay. Central Chesterton is 16.5 mi (26.6 km) away. Motel 6 Merrillville, IN: Enjoy the in-room kitchenette, and freebies including WiFi and self-parking. Located 16.5 mi (26.5 km) from the heart of Chesterton. OYO Hotel Portage I-94: Central Chesterton is 6 mi (9.6 km) away. Free WiFi, free parking and laundry facilities are available during your stay. Knights Inn Merrillville: 16.9 mi (27.1 km) from the heart of Chesterton. Enjoy access to the laundry facilities, and freebies including WiFi and self-parking.
What can I do in Chesterton?
People who've visited Chesterton like its shops, beaches and restaurants. As you're sightseeing around the area, make sure that you enjoy all there is to see and do. These are some of the parks and outdoorsy places: Lake Michigan, Indiana Dunes Visitor Center and Indiana Dunes National Park. You'll find these family-friendly sights in the area: Washington Park Zoo, Deep River Water Park and Albanese Candy Factory. Some historical places you might want to see include Lustron House, Chellberg Farm and Bailly Homestead - American Indians and Fur Traders.
What's the seasonal weather like in Chesterton?
Weather can make or break a road trip, so we've gathered some data about year-round temperatures in Chesterton to help you plan yours. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm of snowfall.
What are my options for getting around Chesterton while staying in a motel?
We've gathered some information about getting around Chesterton to help you navigate your stay: Fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) away from the city centre. You can also search for flights into Chicago O'Hare International Airport (ORD), which is 50.2 mi (80.7 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

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