Hotels in Chesterton

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Aug 7 - Aug 9
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Aug 14 - Aug 16

Where to stay in Chesterton?

Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,001 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 $150
$168 total
includes taxes & fees
Aug 20 - Aug 21
Hilton Garden Inn Chesterton
Exterior

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,004 reviews)
The price is $110
$124 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Indian Oak
Property entrance

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,003 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 $119
$138 total
includes taxes & fees
Sep 1 - Sep 2
Spring House Inn
Room, 1 King Bed, Lake View | Iron/ironing board, WiFi (free), bed sheets

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,006 reviews)
The price is $114
$128 total
includes taxes & fees
Aug 9 - Aug 10
Waterbird Lakeside Inn
Lobby

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, (790 reviews)
The price is $92
$103 total
includes taxes & fees
Sep 2 - Sep 3
Quality Inn Chesterton near Indiana Dunes National Park I-94
Exterior

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (86 reviews)
The price is $119
$134 total
includes taxes & fees
Aug 3 - Aug 4
Furness Mansion
Restaurant

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (367 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
Aug 3 - Aug 4
Fairbridge Inn Express Chesterton
Lobby

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, (1,007 reviews)
The price is $111
$125 total
includes taxes & fees
Aug 30 - Aug 31
Comfort Inn & Suites Porter near Indiana Dunes
House (4 Bedrooms) | Front of property

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
3.0 star property
Chesterton
The price is $297
$607 total
includes taxes & fees
Aug 5 - Aug 6
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Exterior

Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes
2.5 star property
Portage
7.0 out of 10, Good, (1,002 reviews)
Discover this tranquil Portage hotel with a refreshing indoor pool and complimentary breakfast. Just a short drive from stunning beaches, hiking trails, and natural wonders. Enjoy free WiFi, convenient parking, and attentive staff ready to enhance your Indiana Dunes adventure.
The price is $82
$92 total
includes taxes & fees
Sep 1 - Sep 2
Baymont by Wyndham Portage Indiana Dunes
Lobby

Econo Lodge Portage

Econo Lodge Portage
2.0 star property
Portage
6.4 out of 10, (292 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
Sep 1 - Sep 2
Econo Lodge Portage
Indoor pool

Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
3.0 star property
Portage
8.4 out of 10, Very Good, (1,002 reviews)
Just a 10-minute drive from Indiana Dunes National Park and Lake Michigan, this hotel offers a refreshing indoor pool and fitness center. With free breakfast, WiFi, and parking, plus easy access to Chicago via nearby train station, your adventure awaits.
The price is $144
$161 total
includes taxes & fees
Aug 9 - Aug 10
Country Inn & Suites by Radisson, Portage, IN
Exterior

Holiday Inn Express and Suites Portage by IHG

Holiday Inn Express and Suites Portage by IHG
2.5 star property
Portage
8.6 out of 10, Excellent, (614 reviews)
Escape to a welcoming retreat minutes from Lake Michigan's shores. This Portage hotel offers an indoor pool, 24-hour fitness center, and complimentary breakfast, WiFi, and parking. Nearby Indiana Dunes National Park and State Park await your exploration.
The price is $131
$152 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express and Suites Portage by IHG
Exterior

Hampton Inn Portage

Hampton Inn Portage
2.5 star property
Portage
8.8 out of 10, Excellent, (65 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 $122
$137 total
includes taxes & fees
Aug 9 - Aug 10
Hampton Inn Portage
WiFi (free)

Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
10.0 out of 10, Exceptional, (11 reviews)
The price is $139
$155 total
includes taxes & fees
Aug 30 - Aug 31
Home2 Suites by Hilton Michigan City
Exterior

Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
9.0 out of 10, Wonderful, (18 reviews)
The price is $122
$137 total
includes taxes & fees
Aug 23 - Aug 24
Tru By Hilton Valparaiso
Suite, 2 Double Beds | Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

OYO Hotel Portage I-94

OYO Hotel Portage I-94
2.0 star property
Portage
6.4 out of 10, (816 reviews)
Discover tranquil accommodations near Lake Michigan at this Portage motel offering complimentary WiFi and parking. Minutes from natural attractions and Founders' Square Park, enjoy clean rooms with attentive service and convenient room service.
The price is $66
$80 total
includes taxes & fees
Aug 4 - Aug 5
OYO Hotel Portage I-94
Boating

Days Inn by Wyndham Portage/Indiana Dunes National Park

Days Inn by Wyndham Portage/Indiana Dunes National Park
2.0 star property
Portage
6.4 out of 10, (1,001 reviews)
Splash into the indoor pool at this Portage hotel near Lake Michigan and Indiana Dunes. Free perks include WiFi, parking, and on-the-go breakfast. Helpful staff earn praise from guests while Founders' Square Park waits nearby.
The price is $62
$70 total
includes taxes & fees
Sep 1 - Sep 2
Days Inn by Wyndham Portage/Indiana Dunes National Park
Exterior

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, (2,229 reviews)
The price is $110
$140 total
includes taxes & fees
Aug 9 - Aug 10
Blue Chip Casino Hotel and Spa
Exterior

Hampton Inn & Suites Michigan City

Hampton Inn & Suites Michigan City
2.5 star property
Michigan City
8.6 out of 10, Excellent, (1,004 reviews)
Just a short drive from Lake Michigan and Indiana Dunes National Park, this hotel offers a refreshing indoor pool for year-round enjoyment. Free WiFi, parking, and daily buffet breakfast add value to your stay, with Blue Chip Casino nearby for entertainment.
The price is $122
$137 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn & Suites Michigan City
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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Showing deals for:Aug 2 - Aug 3
Exterior
Best Western Indian Oak

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,004 reviews)
The price is $160
per night
$179 total
includes taxes & fees
Best Western Indian Oak
Showing deals for:Aug 3 - Aug 4
Exterior
Best Western Indian Oak

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,004 reviews)
The price is $160
per night
$179 total
includes taxes & fees
Best Western Indian Oak
Showing deals for:Aug 7 - Aug 9
Room, 1 King Bed, Lake View | Iron/ironing board, WiFi (free), bed sheets
Waterbird Lakeside Inn

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,006 reviews)
$32 off
The price is $194
per night
$435 total
includes taxes & fees
Waterbird Lakeside Inn

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 August
Currently viewing crowd sizes and weather for August.
Typical weather for Chesterton
August
High 26°C / low 19°C. Sunny most days.
View properties in August
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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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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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Monthly weather averages (˚C)

Top neighborhoods in Chesterton

A sandy beach with a large tree trunk in the foreground and a clear blue sky.
Photo by Kapone Flores-Arellano
Open Photo by Kapone Flores-Arellano

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

A sandy beach with the ocean in the background and a grassy hill with trees.

Indiana Dunes State Park

9.0/10 (717 reviews)
Indiana Dunes State Park is 3.2 mi (5.2 km) from central Chesterton, and is a popular place to see during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Chesterton has other popular activities such as Indiana Dunes National Park.
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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.

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A beach with waves crashing onto the shore under a partly cloudy sky.
Photo by Ruslian
Open Photo by Ruslian

Check out reviews of Chesterton hotels guests love

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

8/10 Good
"This was my second time of staying here, we always enjoy our stay! The pool & grounds were beautiful & pool was very clean & warm! The waiting staff outside were very attentive , polite & helpful. We also enjoyed the entertainment out by the pool too. The hotel is very impressive as soon as you pull up & the entrance is breathtaking! Bed & pillows were comfy & Loved the 2 headed shower!!! Very relaxing. The only drawback was that 2 of our lampshades were crinkled or stained, but the hotel staff compensated for that which was Great!!! The carpets in lobby & hallways have seen better days & also some hallways smelled of smoke( cigarettes) . Overall it was an enjoyable stay & we will be back."
Linda 3-night trip
Posted 2 hours ago
Four Winds Casino Resort – New Buffalo

Frequently asked questions

What hotels do travelers recommend in Chesterton?
Guests like Waterbird Lakeside Inn, Best Western Indian Oak and Comfort Inn & Suites Porter near Indiana Dunes.
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 Waterbird Lakeside Inn, Best Western Indian Oak and Comfort Inn & Suites Porter near Indiana Dunes.
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 33 vacation homes. You can also consider one of the 8 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.