Hotels in Chesterton

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

Where to stay in Chesterton?

Exterior

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (65 reviews)
The price is $133
$149 total
includes taxes & fees
Jun 22 - Jun 23
Furness Mansion
Property entrance

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1,001 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 21 - Jun 22
Spring House Inn
Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,000 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 $139
$155 total
includes taxes & fees
Jun 28 - Jun 29
Hilton Garden Inn Chesterton
Room, 1 King Bed, Lake View | Iron/ironing board, free WiFi, bed sheets

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,001 reviews)
The price is $110
$124 total
includes taxes & fees
Jun 21 - Jun 22
Waterbird Lakeside Inn
Restaurant

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (356 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 21 - Jun 22
Fairbridge Inn Express Chesterton
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, (758 reviews)
The price is $101
$113 total
includes taxes & fees
Jul 21 - Jul 22
Quality Inn Chesterton near Indiana Dunes National Park I-94
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, (1,003 reviews)
The price is $109
$122 total
includes taxes & fees
Jul 12 - Jul 13
Comfort Inn & Suites Porter near Indiana Dunes
Exterior

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,002 reviews)
The price is $140
$157 total
includes taxes & fees
Jun 21 - Jun 22
Best Western Indian Oak
House (4 Bedrooms) | Interior

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 $269
$603 total
includes taxes & fees
Jun 30 - Jul 1
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Exterior

Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
10.0 out of 10, Exceptional, (2 reviews)
The price is $135
$151 total
includes taxes & fees
Jun 28 - Jun 29
Tru By Hilton Valparaiso
Room, 1 King Bed with Sofa bed | Living area

Spark by Hilton Merrillville

Spark by Hilton Merrillville
3.0 star property
Merrillville
8.8 out of 10, Excellent, (206 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
Jul 5 - Jul 6
Spark by Hilton Merrillville
Lobby

Econo Lodge Portage

Econo Lodge Portage
2.0 star property
Portage
6.2 out of 10, (224 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 19 - Jul 20
Econo Lodge Portage
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, (2,138 reviews)
The price is $101
$130 total
includes taxes & fees
Jun 29 - Jun 30
Blue Chip Casino Hotel and Spa
Exterior

Holiday Inn Express Valparaiso by IHG

Holiday Inn Express Valparaiso by IHG
2.5 star property
Valparaiso
8.4 out of 10, Very Good, (825 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 $114
$128 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn Express Valparaiso by IHG
Individually furnished, iron/ironing board, free cribs/infant beds

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94
2.5 star property
New Buffalo
8.4 out of 10, Very Good, (1,208 reviews)
Steps from Lake Michigan, this welcoming hotel offers an indoor pool for morning swims and a fitness center to stay active. Enjoy free breakfast, WiFi, and parking before exploring Four Winds Casino or the Railroad Museum nearby.
The price is $90
$96 total
includes taxes & fees
Jun 22 - Jun 23
Quality Inn Near Interstate I94
Property amenity

Sleep Inn & Suites Merrillville

Sleep Inn & Suites Merrillville
2.5 star property
Merrillville
7.2 out of 10, Good, (37 reviews)
Feel refreshed at this convenient Merrillville hotel offering a morning swim in the outdoor pool and 24-hour fitness access. Near Westfield Southlake Mall and Team Combat LIVE with free breakfast, WiFi, and parking.
The price is $93
$104 total
includes taxes & fees
Jul 12 - Jul 13
Sleep Inn & Suites Merrillville
Gift shop

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1,925 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 29 - Jun 30
Four Winds Casino Resort – New Buffalo
Indoor pool

Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo
2.5 star property
New Buffalo
6.8 out of 10, (1,044 reviews)
Enjoy easy access to Four Winds Casino and Lake Michigan from this comfortable hotel with an indoor pool and hot tub. Start your day with free breakfast, work out at the fitness center, and store snacks in your in-room refrigerator and microwave.
The price is $68
$73 total
includes taxes & fees
Jun 28 - Jun 29
Baymont by Wyndham New Buffalo
Indoor pool, seasonal outdoor pool, sun loungers

Pine Lake Resort and Banquets

Pine Lake Resort and Banquets
2.5 star property
La Porte
6.8 out of 10, (642 reviews)
The price is $89
$102 total
includes taxes & fees
Jun 21 - Jun 22
Pine Lake Resort and Banquets
Free WiFi

Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
10.0 out of 10, Exceptional, (1 review)
The price is $152
$170 total
includes taxes & fees
Jun 28 - Jun 29
Home2 Suites by Hilton 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.
View all properties

Get last-minute hotel deals in Chesterton and save more

Sign in to unlock great savings.
Showing deals for:Jun 20 - Jun 21
Lobby
Quality Inn Chesterton near Indiana Dunes National Park I-94

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, (758 reviews)
The price is $169
per night
$189 total
includes taxes & fees
Quality Inn Chesterton near Indiana Dunes National Park I-94
Showing deals for:Jun 21 - Jun 22
Exterior
Furness Mansion

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (65 reviews)
$18 off
The price is $159
per night
$178 total
includes taxes & fees
Furness Mansion
Showing deals for:Jun 26 - Jun 28
Property entrance
Spring House Inn

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1,001 reviews)
The price is $159
per night
$366 total
includes taxes & fees
Spring House 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 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
24°
weather_sun
June, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
26°
weather_sun
July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
23°
weather_sun
September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
16°
weather_sun
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
9°
weather_partly_sunny
November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
3°
weather_cloudy
December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
-1°
ac_unit
January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
1°
ac_unit
February, no crowd data, average high temperature 1 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
7°
weather_cloudy
March, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
12°
weather_sun
April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
18°
weather_sun
May, no crowd data, average high temperature 18 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
Monthly weather averages (˚C)

Top neighborhoods in Chesterton

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 Lake Michigan and Indiana Dunes National Park.

Top landmarks in Chesterton

Beachfront along Lake Michigan in Indiana Dunes State Park

Indiana Dunes State Park

9.0/5 (717 reviews)
Indiana Dunes State Park is 3.2 mi (5.2 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? Chesterton has other activities you might want to enjoy such as Indiana Dunes National Park.
See properties

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.

See all hotels in Chesterton
Photo by Ruslian
Open Photo by Ruslian

Check out reviews of Chesterton hotels guests love

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"Our experience was very good. Very attentive bell staff"
Virginia 1-night trip
Posted 3 hours ago
Blue Chip Casino Hotel and Spa

Frequently asked questions

What hotels do travelers recommend in Chesterton?
Guests like Best Western Indian Oak, Spring House Inn and Waterbird Lakeside Inn.
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 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.