Hotels in Chesterton

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Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (59 reviews)
The price is $133
$149 total
includes taxes & fees
Jun 8 - Jun 9
Furness Mansion

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1,007 reviews)
Relax at this Chesterton retreat minutes from Indiana Dunes National Park. Enjoy the indoor pool and sauna after exploring nature, then grab a drink at the bar. Clean rooms with microwaves and refrigerators offer practical comfort for adventurers.
The price is $129
$149 total
includes taxes & fees
Jun 7 - Jun 8
Spring House Inn

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,006 reviews)
The price is $130
$146 total
includes taxes & fees
Jun 7 - Jun 8
Best Western Indian Oak

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,004 reviews)
Escape to this Chesterton hotel minutes from Indiana Dunes National Park. Unwind in the indoor pool after exploring nature's wonders or enjoy a meal at SouthShore Drift Co. Clean rooms, helpful staff, and convenient amenities create a refreshing retreat.
The price is $137
$153 total
includes taxes & fees
Jun 21 - Jun 22
Hilton Garden Inn Chesterton

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,004 reviews)
The price is $101
$113 total
includes taxes & fees
Jun 7 - Jun 8
Waterbird Lakeside Inn

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (354 reviews)
Minutes from Indiana Dunes National Park, this Chesterton hotel offers free WiFi and parking. Travelers praise the helpful staff at the 24-hour front desk, while Lustron House and nearby Chicago train access create convenient exploration options.
The price is $100
$112 total
includes taxes & fees
Jun 7 - Jun 8
Fairbridge Inn Express Chesterton

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, (753 reviews)
The price is $101
$113 total
includes taxes & fees
Jul 7 - Jul 8
Quality Inn Chesterton near Indiana Dunes National Park I-94

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, (1,003 reviews)
The price is $108
$121 total
includes taxes & fees
Jul 7 - Jul 8
Comfort Inn & Suites Porter near Indiana Dunes

Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park

Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
3.0 star property
Chesterton
The price is $269
$603 total
includes taxes & fees
Jun 11 - Jun 12
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park

Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
The price is $152
$170 total
includes taxes & fees
Jun 14 - Jun 15
Home2 Suites by Hilton Michigan City

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1,892 reviews)
This casino resort offers seasonal outdoor swimming with a poolside bar, 4 dining options, and 3 lounges for evening entertainment. Located near Castle Keep with free WiFi and parking, the hotel earns praise for its attentive staff and pristine rooms.
The price is $99
$115 total
includes taxes & fees
Jun 8 - Jun 9
Four Winds Casino Resort – New Buffalo

Holiday Inn Express Valparaiso by IHG

Holiday Inn Express Valparaiso by IHG
2.5 star property
Valparaiso
8.4 out of 10, Very Good, (819 reviews)
Wake up to complimentary breakfast at this quiet Valparaiso hotel near the Athletics-Recreation Center. Enjoy free WiFi and parking after a swim in the indoor pool. Just 26 minutes from the Chicago train and praised for its helpful staff.
The price is $105
$118 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Valparaiso by IHG

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
3.5 star property
Michigan City
8.4 out of 10, Very Good, (2,130 reviews)
The price is $101
$130 total
includes taxes & fees
Jun 7 - Jun 8
Blue Chip Casino Hotel and Spa

Spark by Hilton Merrillville

Spark by Hilton Merrillville
3.0 star property
Merrillville
8.8 out of 10, Excellent, (194 reviews)
Modern accommodation just minutes from Westfield Southlake Mall and Team Combat LIVE. Enjoy complimentary WiFi and self parking during your stay at this welcoming hotel, with breakfast available to start your day right before exploring nearby sights.
The price is $89
$100 total
includes taxes & fees
Jun 22 - Jun 23
Spark by Hilton Merrillville

Econo Lodge Portage

Econo Lodge Portage
2.0 star property
Portage
6.2 out of 10, (207 reviews)
Escape to Portage with free WiFi and parking just minutes from Lake Michigan. This hotel puts you close to Indiana Dunes National Park and State Park, with Founders' Square Park nearby. The 24-hour front desk ensures seamless service throughout your stay.
The price is $45
$51 total
includes taxes & fees
Jul 5 - Jul 6
Econo Lodge Portage

Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
The price is $135
$151 total
includes taxes & fees
Jun 14 - Jun 15
Tru By Hilton Valparaiso

Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.2 out of 10, Very Good, (990 reviews)
The price is $95
$107 total
includes taxes & fees
Jun 7 - Jun 8
Best Western University Inn At Valparaiso

Hampton Inn Portage

Hampton Inn Portage
2.5 star property
Portage
9.2 out of 10, Wonderful, (42 reviews)
Tranquil sanctuary minutes from Lake Michigan and Indiana Dunes National Park. Enjoy hiking trails, free breakfast, WiFi, and parking. Near Founders' Square Park and just 4 minutes from the Chicago train, this quiet hotel ensures restful stays.
The price is $127
$142 total
includes taxes & fees
Jun 22 - Jun 23
Hampton Inn Portage

The Blue Heron Inn

The Blue Heron Inn
3.0 star property
La Porte
9.0 out of 10, Wonderful, (569 reviews)
Immerse in lakeside charm at this Blue Heron Inn featuring 2 restaurants, 2 bars, and seasonal pool. Near Fishtrap Lake, guests love the helpful staff and location. Free WiFi and parking make exploring La Porte effortless.
The price is $130
$146 total
includes taxes & fees
Jun 8 - Jun 9
The Blue Heron Inn

Travelodge by Wyndham La Porte/Michigan City Area

Travelodge by Wyndham La Porte/Michigan City Area
2.0 star property
La Porte
7.4 out of 10, Good, (686 reviews)
Located in La Porte, this comfortable hotel offers free breakfast, WiFi, and parking. Stone Lake Beach and Pine Lake Plaza are just minutes away, while South Bend Airport is a 36-minute drive. Guests consistently praise the attentive staff.
The price is $94
$105 total
includes taxes & fees
Jun 8 - Jun 9
Travelodge by Wyndham La Porte/Michigan City Area
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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When is the best time to visit Chesterton?

Our prices for hotels in Chesterton are cheapest in December
Price trends for hotels in Chesterton
Pricing is based on two traveler single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Chesterton
June
High 24°C / low 16°C. Sunny most days.
View properties in June
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June, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 1 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 18 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Chesterton

Porter Beach

Porter's Porter Beach neighborhood has a host of places to visit such as Indiana Dunes National Park and Lake Michigan.

Top landmarks in Chesterton

Learn more about Chesterton

Tucked between Lake Michigan and the Indiana Dunes National Park, this small town offers surprising delights beyond its sandy shores. The European Market transforms downtown on Saturdays with artisanal cheeses, fresh pastries, and handcrafted goods. Hike through diverse ecosystems at the nearby dunes, where forests meet beaches in a landscape that feels impossibly far from the Midwest. The Prairie Duneland Trail provides a perfect cycling path through former railway corridors. Coffee Creek Watershed offers peaceful walking paths for birders. For a glimpse into the past, visit the Bailly Homestead where fur traders once bartered with local tribes. The South Shore Railroad headquarters reminds visitors of the town's industrial heritage.

Photo by Ruslian
Open Photo by Ruslian

Check out reviews of Chesterton hotels guests love

Frequently asked questions

What hotels do travelers recommend in Chesterton?
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?
A few inexpensive options worth considering are Best Western Indian Oak, Spring House Inn and Waterbird Lakeside Inn.
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 31 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.