Photo by Ruslian

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

Tonight
Apr 14 - Apr 15
Tomorrow
Apr 15 - Apr 16
This weekend
Apr 17 - Apr 19
Next weekend
Apr 24 - Apr 26

Where to stay in Chesterton?

Property entrance
Spring House Inn
Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (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 $89
$105 total
includes taxes & fees
Apr 15 - Apr 16
Spring House Inn
House (4 Bedrooms) | Interior
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
Apr 19 - Apr 20
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
Lobby
Hilton Garden Inn Chesterton
Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,006 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 $128
$143 total
includes taxes & fees
May 10 - May 11
Hilton Garden Inn Chesterton
Standard Room, 1 King Bed | 1 bedroom, premium bedding, desk, iron/ironing board
Fairbridge Inn Express Chesterton
Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (346 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 $82
$92 total
includes taxes & fees
Apr 15 - Apr 16
Fairbridge Inn Express 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, (1,003 reviews)
The price is $81
$91 total
includes taxes & fees
Apr 15 - Apr 16
Waterbird Lakeside Inn
Exterior
Best Western Indian Oak
Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,011 reviews)
The price is $93
$105 total
includes taxes & fees
Apr 20 - Apr 21
Best Western Indian Oak
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, (1,002 reviews)
The price is $82
$91 total
includes taxes & fees
Apr 26 - Apr 27
Comfort Inn & Suites Porter near Indiana Dunes
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, (738 reviews)
The price is $85
$95 total
includes taxes & fees
May 4 - May 5
Quality Inn Chesterton near Indiana Dunes National Park I-94
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, (1,816 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
Apr 15 - Apr 16
Four Winds Casino Resort – New Buffalo
Exterior
Comfort Inn La Porte
Comfort Inn La Porte
2.5 star property
La Porte
9.0 out of 10, Wonderful, (725 reviews)
Escape to a peaceful retreat with easy access to nearby attractions and scenic walking trails. This hotel offers free breakfast, complimentary parking, and an indoor pool for year-round enjoyment. The 24-hour fitness center keeps your routine intact while helpful staff ensure a comfortable stay.
The price is $93
$105 total
includes taxes & fees
May 4 - May 5
Comfort Inn La Porte
Free buffet breakfast
Holiday Inn Express & Suites La Porte by IHG
Holiday Inn Express & Suites La Porte by IHG
2.5 star property
La Porte
9.0 out of 10, Wonderful, (640 reviews)
Wake up to free breakfast at this La Porte hotel with an indoor pool perfect for morning swims. After your workout in the fitness center, helpful staff can assist with local recommendations. Explore nearby Pine Lake or use free WiFi and parking for a stress-free visit.
The price is $118
$132 total
includes taxes & fees
Apr 30 - May 1
Holiday Inn Express & Suites La Porte by IHG
Lobby lounge
Fairfield Inn & Suites by Marriott New Buffalo
Fairfield Inn & Suites by Marriott New Buffalo
3.0 star property
New Buffalo
8.4 out of 10, Very Good, (1,002 reviews)
The price is $105
$111 total
includes taxes & fees
Apr 22 - Apr 23
Fairfield Inn & Suites by Marriott New Buffalo
Desk, iron/ironing board, free WiFi, bed sheets
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, (666 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 $73
$82 total
includes taxes & fees
Apr 26 - Apr 27
Travelodge by Wyndham La Porte/Michigan City Area
View from property
The Blue Heron Inn
The Blue Heron Inn
3.0 star property
La Porte
9.0 out of 10, Wonderful, (539 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 $109
$122 total
includes taxes & fees
Apr 15 - Apr 16
The Blue Heron Inn
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, (615 reviews)
The price is $89
$100 total
includes taxes & fees
Apr 15 - Apr 16
Pine Lake Resort and Banquets
Free daily buffet breakfast
Hampton Inn LaPorte IN
Hampton Inn LaPorte IN
2.5 star property
La Porte
8.2 out of 10, Very Good, (817 reviews)
Refresh with a morning swim at this hotel's indoor pool or energize at the fitness center. Near Horseshoe Lake and Legacy Hills Golf Club, with free breakfast, WiFi, and parking. Friendly staff ensure a pleasant business or leisure stay.
The price is $100
$112 total
includes taxes & fees
May 3 - May 4
Hampton Inn LaPorte IN
Indoor pool
Baymont by Wyndham New Buffalo
Baymont by Wyndham New Buffalo
2.5 star property
New Buffalo
6.8 out of 10, (1,042 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 $65
$70 total
includes taxes & fees
Apr 20 - Apr 21
Baymont by Wyndham New Buffalo
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, (1,165 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 $77
$81 total
includes taxes & fees
Apr 20 - Apr 21
Quality Inn Near Interstate I94
Deluxe Double Room, Ensuite, Courtyard View (Galien Suite) | Interior
New Buffalo Inn
New Buffalo Inn
2.0 star property
Downtown New Buffalo
9.2 out of 10, Wonderful, (152 reviews)
A relaxing spa oasis just minutes from Lake Michigan and Four Winds Casino. Pamper yourself with therapeutic massages at the full-service spa, then explore Local attractions. The train station is only an 8-minute walk away for easy transit.
The price is $185
$196 total
includes taxes & fees
Apr 15 - Apr 16
New Buffalo Inn
Front of property
The Brewery Lodge Hotel
The Brewery Lodge Hotel
3.5 star property
Michigan City
9.0 out of 10, Wonderful, (823 reviews)
Nestled 15 minutes from Lake Michigan and Indiana Dunes National Park, this lodge offers facials, dinner at Brewery Lodge Restaurant, and a welcoming bar. Enjoy free WiFi, parking, and room service near Blue Chip Casino.
The price is $80
$115 total
includes taxes & fees
Apr 19 - Apr 20
The Brewery Lodge Hotel
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:Apr 14 - Apr 15
Property entrance
Spring House Inn

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,007 reviews)
The price is $89
per night
$105 total
includes taxes & fees
Spring House Inn
Showing deals for:Apr 15 - Apr 16
Property entrance
Spring House Inn

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,007 reviews)
The price is $89
per night
$105 total
includes taxes & fees
Spring House Inn
Showing deals for:Apr 24 - Apr 26
Property entrance
Spring House Inn

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,007 reviews)
The price is $109
per night
$254 total
includes taxes & fees
Spring House Inn

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
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Chesterton
April
High 12°C / low 5°C. Sunny most days.
View properties in April
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°
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°
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 Indiana Dunes National Park and Lake Michigan.

Top landmarks in Chesterton

Beachfront along Lake Michigan in Indiana Dunes State Park

Indiana Dunes State Park

4.5/5 (715 reviews)
Climb towering 200-foot sand dunes for breathtaking views of Lake Michigan's shoreline. Arrive early on summer weekends to secure parking before exploring the park's diverse ecosystems of beach, forest, and wetlands.
See properties
Photo by Kapone Flores-Arellano
Open Photo by Kapone Flores-Arellano

Waverly Beach

Hike the scenic Waverly Beach Trail through shaded woods to reach a pristine Lake Michigan shoreline. Climb the sandy dunes for breathtaking sunset views or cool off with a refreshing swim during summer months.
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

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"Missing free breakfast They should add to the menu"
Esam 1-night trip
Posted 8 hours ago
Four Winds Casino Resort – New Buffalo

Frequently asked questions

What hotels do travelers recommend in Chesterton?
Guests like Spring House 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 Spring House 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 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.