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

Next weekend
In two weeks

Where to stay in Chesterton?

Spring House Inn
Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,000 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 CNY813
CNY944 total
includes taxes & fees
May 3 - May 4
Spring House Inn
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 CNY846
CNY947 total
includes taxes & fees
May 10 - May 11
Hilton Garden Inn Chesterton
Waterbird Lakeside Inn
Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,000 reviews)
The price is CNY621
CNY696 total
includes taxes & fees
May 3 - May 4
Waterbird Lakeside Inn
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 CNY638
CNY715 total
includes taxes & fees
May 10 - May 11
Best Western Indian Oak
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, (1,000 reviews)
The price is CNY686
CNY769 total
includes taxes & fees
May 25 - May 26
Comfort Inn & Suites Porter near Indiana Dunes
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, (743 reviews)
The price is CNY642
CNY719 total
includes taxes & fees
May 4 - May 5
Quality Inn Chesterton near Indiana Dunes National Park I-94
Fairbridge Inn Express Chesterton
Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (347 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 CNY504
CNY564 total
includes taxes & fees
May 17 - May 18
Fairbridge Inn Express Chesterton
Furness Mansion
Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (59 reviews)
The price is CNY615
CNY688 total
includes taxes & fees
May 17 - May 18
Furness Mansion
Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1,849 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 CNY608
CNY706 total
includes taxes & fees
May 3 - May 4
Four Winds Casino Resort – New Buffalo
Comfort Inn La Porte
Comfort Inn La Porte
2.5 star property
La Porte
9.0 out of 10, Wonderful, (733 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 CNY728
CNY816 total
includes taxes & fees
May 31 - Jun 1
Comfort Inn La Porte
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, (644 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 CNY847
CNY948 total
includes taxes & fees
May 10 - May 11
Holiday Inn Express & Suites La Porte by IHG
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, (1,000 reviews)
The price is CNY751
CNY796 total
includes taxes & fees
May 10 - May 11
Fairfield Inn & Suites by Marriott New Buffalo
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, (674 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 CNY567
CNY635 total
includes taxes & fees
May 7 - May 8
Travelodge by Wyndham La Porte/Michigan City Area
The Blue Heron Inn
The Blue Heron Inn
3.0 star property
La Porte
9.0 out of 10, Wonderful, (544 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 CNY744
CNY834 total
includes taxes & fees
May 3 - May 4
The Blue Heron Inn
Pine Lake Resort and Banquets
Pine Lake Resort and Banquets
2.5 star property
La Porte
6.8 out of 10, (619 reviews)
The price is CNY608
CNY699 total
includes taxes & fees
May 3 - May 4
Pine Lake Resort and Banquets
Hampton Inn LaPorte IN
Hampton Inn LaPorte IN
2.5 star property
La Porte
8.2 out of 10, Very Good, (820 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 CNY749
CNY839 total
includes taxes & fees
May 8 - May 9
Hampton Inn LaPorte IN
Baymont by Wyndham New Buffalo
Baymont by Wyndham New Buffalo
2.5 star property
New Buffalo
6.8 out of 10, (1,033 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 CNY488
CNY527 total
includes taxes & fees
May 10 - May 11
Baymont by Wyndham New Buffalo
Quality Inn Near Interstate I94
Quality Inn Near Interstate I94
2.5 star property
New Buffalo
8.4 out of 10, Very Good, (1,171 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 CNY551
CNY585 total
includes taxes & fees
May 5 - May 6
Quality Inn Near Interstate I94
New Buffalo Inn
New Buffalo Inn
2.0 star property
Downtown New Buffalo
9.2 out of 10, Wonderful, (153 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 CNY1,297
CNY1,375 total
includes taxes & fees
May 4 - May 5
New Buffalo Inn
The Brewery Lodge Hotel
The Brewery Lodge Hotel
3.5 star property
Michigan City
9.0 out of 10, Wonderful, (829 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 CNY793
CNY1,079 total
includes taxes & fees
May 4 - May 5
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.

Get last-minute hotel deals in Chesterton and save more

Sign in to unlock great savings.
Showing deals for:May 2 - May 3
Showing deals for:May 3 - May 4
Showing deals for:May 8 - May 10

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 May
Currently viewing crowd sizes and weather for May.
Typical weather for Chesterton
May
High 18°C / low 11°C. Sunny most days.
View properties in May
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.
weather_partly_sunny
November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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°
ac_unit
February, no crowd data, average high temperature 1 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
weather_cloudy
March, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
12°
weather_sun
April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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

How much does a hotel room cost in Chesterton?
You can find top hotels in Chesterton from CNY527 with options to suit your budget and needs. If you're after an affordable hotel in Chesterton that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Chesterton hotels?
Discover great deals on Chesterton hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Chesterton hotels.
Can I book Chesterton hotels with free cancellation?
It's easy to book a refundable Chesterton hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Chesterton?
Our travelers' favorite pet-friendly hotels in Chesterton include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Chesterton.
What are some of the best kid-friendly hotels in Chesterton?
One of the best Chesterton hotels for kids is Hilton Garden Inn Chesterton. Hilton Garden Inn Chesterton is a kid-friendly hotel with a guest score of 8.8 out of 10 offering family-friendly amenities like an indoor pool and children's meals, plus free cribs in guestrooms. Explore more kid-friendly hotels in Chesterton by using our "Family friendly" filter in your search on Hotels.com.
What are the top Chesterton hotels with a pool?
For a little extra luxury, discover some of the best Chesterton hotels with a pool. Hilton Garden Inn Chesterton is a great hotel with an indoor pool and a guest rating of 8.8 out of 10. Plus, you can make the most of its restaurant and bar/lounge. To find more stays in Chesterton with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Chesterton hotels with free parking?
If you're driving, a great Chesterton hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Chesterton?
If you're looking for hotels in central Chesterton, check out Hilton Garden Inn Chesterton and Country Inn & Suites by Radisson, Portage, IN. Travelers love Hilton Garden Inn Chesterton for its location, as well as the indoor pool, restaurant and bar/lounge this hotel offers. Country Inn & Suites by Radisson, Portage, IN is another popular central hotel with an indoor pool, a children's pool and a free buffet breakfast. When you stay at one of these central hotels, you'll be in easy reach of top sights including Indiana Dunes National Park. Porter Beach is a central neighborhood for your Chesterton vacation.
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 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.