Photo by Ruslian
Hotels in Chesterton
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Best Western Indian Oak
Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1001)
8.6/10
Excellent
(1001)
The price is $93
$93
$105 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Spring House Inn
Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1002)
8.8/10
Excellent
(1002)
The price is $79
$79
$93 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Waterbird Lakeside Inn
Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (991)
8.2/10
Very Good
(991)
The price is $90
$90
$101 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Quality Inn Chesterton near Indiana Dunes National Park I-94
Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
8.0 out of 10, Very Good, (719)
8.0/10
Very Good
(719)
The price is $77
$77
$86 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Comfort Inn & Suites Porter near Indiana Dunes
Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
8.0 out of 10, Very Good, (1003)
8.0/10
Very Good
(1003)
The price is $94
$94
$106 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Fairbridge Inn Express Chesterton
Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (343)
6.8/10
(343)
The price is $80
$80
$90 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Hilton Garden Inn Chesterton
Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1003)
8.8/10
Excellent
(1003)
The price is $111
$111
$124 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Furness Mansion
Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (57)
8.8/10
Excellent
(57)
The price is $180
$180
$202 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Holiday Inn Express and Suites Portage by IHG
Holiday Inn Express and Suites Portage by IHG
2.5 star property
Portage
8.4 out of 10, Very Good, (550)
8.4/10
Very Good
(550)
The price is $97
$97
$109 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Country Inn & Suites by Radisson, Portage, IN
Country Inn & Suites by Radisson, Portage, IN
3.0 star property
Portage
8.6 out of 10, Excellent, (1000)
8.6/10
Excellent
(1000)
The price is $123
$123
$138 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hampton Inn Portage
Hampton Inn Portage
2.5 star property
Portage
7.8 out of 10, Good, (811)
7.8/10
Good
(811)
The price is $81
$81
$91 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Rodeway Inn
Rodeway Inn
2.5 star property
Portage
7.0 out of 10, Good, (796)
7.0/10
Good
(796)
The price is $58
$58
$65 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Days Inn by Wyndham Portage/Indiana Dunes National Park
Days Inn by Wyndham Portage/Indiana Dunes National Park
2.0 star property
Portage
6.2 out of 10, (1002)
6.2/10
(1002)
The price is $56
$56
$63 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Baymont by Wyndham Portage Indiana Dunes
Baymont by Wyndham Portage Indiana Dunes
2.5 star property
Portage
7.2 out of 10, Good, (1005)
7.2/10
Good
(1005)
The price is $74
$74
$83 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Quality Inn & Suites Portage Central
Quality Inn & Suites Portage Central
2.5 star property
Portage
6.8 out of 10, (885)
6.8/10
(885)
The price is $82
$82
$92 total
includes taxes & fees
Jan 21 - Jan 22, 2026
OYO Hotel Portage I-94
OYO Hotel Portage I-94
2.0 star property
Portage
6.4 out of 10, (764)
6.4/10
(764)
The price is $70
$70
$85 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Econo Lodge Portage
Econo Lodge Portage
2.0 star property
Portage
6.0 out of 10, (180)
6.0/10
(180)
The price is $50
$50
$56 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cool Springs Inn
Cool Springs Inn
2.0 star property
Michigan City
7.8 out of 10, Good, (324)
7.8/10
Good
(324)
The price is $60
$60
$67 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hampton Inn & Suites Michigan City
Hampton Inn & Suites Michigan City
2.5 star property
Michigan City
8.6 out of 10, Excellent, (916)
8.6/10
Excellent
(916)
The price is $98
$98
$109 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Microtel Inn & Suites by Wyndham Michigan City
Microtel Inn & Suites by Wyndham Michigan City
2.0 star property
Michigan City
7.2 out of 10, Good, (1002)
7.2/10
Good
(1002)
The price is $62
$62
$70 total
includes taxes & fees
Jan 12 - Jan 13, 2026
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.
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.
Go beyond your typical stay in Chesterton
Pet friendly
Family friendly
Cottage
When is the best time to visit Chesterton?
When is the best time to visit Chesterton?Our prices for hotels in Chesterton are cheapest in February
When is the best time to visit Chesterton?
When is the best time to visit Chesterton?
Our prices for hotels in Chesterton are cheapest in February
Price trends for hotels in Chesterton
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Chesterton
December
Low crowds
High 3°C / low -2°C. Cloudy most days.
View properties in December 3°
December, Low crowds, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
-1°
January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
1°
February, Low crowds, average high temperature 1 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
7°
March, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
12°
April, Low crowds, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
18°
May, Moderate crowds, average high temperature 18 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
24°
June, High crowds, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
26°
July, High crowds, average high temperature 26 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
26°
August, High crowds, average high temperature 26 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
23°
September, High crowds, average high temperature 23 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
16°
October, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
9°
November, Moderate crowds, average high temperature 9 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
Monthly weather averages (˚C)
Top neighborhoods in Chesterton
Porter Beach
Porter's Porter Beach neighborhood has a host of places to visit such as Lake Michigan and Indiana Dunes State Park.
Top landmarks in Chesterton
Coffee Creek Watershed Conservancy Preserve
4.4/5 (11 reviews)
Coffee Creek Watershed Conservancy Preserve is 2.5 mi (4 km) from central Chesterton, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Indiana Dunes Visitor Center and Indiana Dunes National Park, both nearby.
Bailly Homestead - American Indians and Fur Traders
4.8/5 (8 reviews)
If you're planning a bit of sightseeing during your trip, head to Bailly Homestead - American Indians and Fur Traders— just one of the landmarks located 0.8 mi (1.3 km) from central Porter. Why not take a stroll along the beaches and watch the sunset while you're here?
Learn more about Chesterton
Chesterton is well-known for its attractions such as Lake Michigan and Lustron House. Visitors to this beachside city speak highly of the restaurants whereas sights include Chellberg Farm and Indiana Dunes Visitor Center.
Photo by Ruslian
Open Photo by Ruslian
Check out reviews of Chesterton hotels guests love
Four Winds Casino Resort – New Buffalo
10/10 Excellent
"Great accommodations"
Spring House Inn
10/10 Excellent
"cleanliness, amenities, kind staff"
FairBridge Inn Express Merrillville
10/10 Excellent
"Excellent service "
Waterbird Lakeside Inn
10/10 Excellent
"The view over the lake was really surprising! Also, the woman at the service desk was great, very friendly and accommodating."
Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond
10/10 Excellent
"I was attending my daughter's graduation, and stayed at this hotel. The front desk staff was very nice to us. We had a good time. Breakfast was good. And this hotel is conveniently located. Highly recommended! "
Holiday Inn Express & Suites New Buffalo by IHG
10/10 Excellent
"Nice hotel"
Best Western Indian Oak
10/10 Excellent
"We we went to breakfast and the juice was out as well as the yogurt. Went to front desk, told them, and she immediately went and changed them out. Front desk was super friendly and even allowed us to swim longer than pool was open. Pillows are like the size of throw pillows lol which was odd but they were still comfy. Was a stain on our comforter that almost looked like baby food could have been spilt but no other complaints. Will stay again if we ever need to come back this way. View was also really nice of the water. "
Ameristar Casino Hotel East Chicago
10/10 Excellent
"Very clean"
Country Inn & Suites by Radisson, Merrillville, IN
10/10 Excellent
"Comfortable "
Frequently asked questions
What hotels do travelers recommend in Chesterton?
Spring House Inn, Hilton Garden Inn Chesterton and Furness Mansion are all accommodations that are popular with guests.
Can I book refundable hotels in Chesterton?
If you're looking for the flexibility to change your plans to Chesterton, most accommodations offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Chesterton if I'm looking for a budget-friendly accommodation?
Comfort Inn & Suites Porter near Indiana Dunes is an accommodation you might want to consider that'll save you money.
Where can I stay in Chesterton if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, look over our selection of 30 vacation homes. You can also consider one of the 9 apartments or 8 cottages.
What will the weather in Chesterton be like during my visit?
July and August are typically the warmest months in Chesterton when the average temp is 70°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.
Why should I book my Chesterton hotel with Hotels.com?
There are lots of reasons to book your Chesterton trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.