What are the best hotels in Chesterton?

Best Western Indian Oak is a very popular hotel in Chesterton with a score of 8.0 from 684 reviews. Quality Inn Chesterton near Indiana Dunes National Park I-94 (7.3 from 543 reviews) and Hilton Garden Inn Chesterton (8.2 from 550 reviews) are also highly rated Chesterton hotels based on recent feedback from HotelsCombined users.

What are some other cities to stay in when visiting Indiana?

In addition to Chesterton, travelers opt to visit Indianapolis when visiting Indiana. Merrillville is also a popular choice to visit.

How many hotels are there in Chesterton?

In total, there are 36 hotels to choose from in Chesterton, compared to 7,633 properties in Indiana.

Chesterton Hotels: 36 Cheap Chesterton Hotel Deals

Travel insights for hotels in Chesterton

Use our HotelsCombined data-powered tips to help you find your next hotel in Chesterton.

What is the cheapest month to book a hotel in Chesterton?

The cheapest month to book a hotel in Chesterton is January ($101). Conversely, the most expensive month to stay in Chesterton is July ($194).

What is the cheapest day to stay in a hotel in Chesterton?

The cheapest day to stay in Chesterton is Wednesday ($116). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $201.

How far ahead should you book a hotel in Chesterton?

Save money by booking a hotel at least 14 days before your trip to Chesterton. The lowest price found when booking 14 days ahead was $70 per night.

Find deals

Cheapest hotels in Chesterton, Indiana

Currently, these are the lowest-priced hotels in Chesterton we've come across for the dates selected. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.

Show all 36 hotels

Fairbridge Inn Express Chesterton

713 Plaza Drive, Chesterton, IN, United States

1.2 mi from city centre

Free Wi-Fi

Parking

$84

Avg. per night

View Deal

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN, United States

1.2 mi from city centre

Pool

Free Wi-Fi

Parking

$90

Avg. per night

View Deal

Quality Inn Chesterton near Indiana Dunes National Park I-94

418 Council Road, Chesterton, IN, United States

1.3 mi from city centre

Free Wi-Fi

Air Conditioning

$93

Avg. per night

View Deal

Waterbird Lakeside Inn

556 Indian Boundary Road, Chesterton, IN, United States

1.1 mi from city centre

Free Wi-Fi

Air Conditioning

$99

Avg. per night

View Deal

Hilton Garden Inn Chesterton

501 Gateway Boulevard, Chesterton, IN, United States

2.6 mi from city centre

Pool

Free Wi-Fi

Parking

$164

Avg. per night

View Deal

Hotel prices in Chesterton

A breakdown of the average price per hotel class in Chesterton. As an added layer, we've also marked the most popular and best value properties in each hotel class.

3 stars

Hilton Garden Inn Chesterton

501 Gateway Boulevard, Chesterton, IN, United States

$164

View Deal

2 stars and under

Quality Inn Chesterton near Indiana Dunes National Park I-94

418 Council Road, Chesterton, IN, United States

$93

View Deal

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN, United States

$90

View Deal

Waterbird Lakeside Inn

556 Indian Boundary Road, Chesterton, IN, United States

$99

View Deal

Fairbridge Inn Express Chesterton

713 Plaza Drive, Chesterton, IN, United States

$84

View Deal

Other accommodations in Chesterton

Show all 36 stays

Your Midwest Dunes Vacation Tri-State Paradise!

1541 Eagle Street, Chesterton, IN, United States

2.3 mi from city centre

Free Wi-Fi

Parking

$250

Avg. per night

View Deal

Waterbird Lakeside Inn

556 Indian Boundary Road, Chesterton, IN, United States

1.1 mi from city centre

Free Wi-Fi

Air Conditioning

$99

Avg. per night

View Deal

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN, United States

1.2 mi from city centre

Pool

Free Wi-Fi

Parking

$90

Avg. per night

View Deal

Hilton Garden Inn Chesterton

501 Gateway Boulevard, Chesterton, IN, United States

2.6 mi from city centre

Pool

Free Wi-Fi

Parking

$164

Avg. per night

View Deal

Where to stay in Chesterton

Whether you're visiting Chesterton for leisure or business, utilize the map to find hotels close to your ideal location. You can find more information on a particular hotel within the map by clicking on its name.

Facts about staying in Chesterton

What are the best hotels in Chesterton?
Best Western Indian Oak is a very popular hotel in Chesterton with a score of 8.0 from 684 reviews. Quality Inn Chesterton near Indiana Dunes National Park I-94 (7.3 from 543 reviews) and Hilton Garden Inn Chesterton (8.2 from 550 reviews) are also highly rated Chesterton hotels based on recent feedback from HotelsCombined users.
What are some other cities to stay in when visiting Indiana?
In addition to Chesterton, travelers opt to visit Indianapolis when visiting Indiana. Merrillville is also a popular choice to visit.
How many hotels are there in Chesterton?
In total, there are 36 hotels to choose from in Chesterton, compared to 7,633 properties in Indiana.

Find better results for your stay in Chesterton

3-Star Hotels

Alternative Stays

Complete Your Trip

Hotels in Indiana

Consider these popular 3-star hotels in Chesterton

Hilton Garden Inn Chesterton

Travel insights for hotels in Chesterton

What is the cheapest month to book a hotel in Chesterton?

The cheapest month to book a hotel in Chesterton is January ($101). Conversely, the most expensive month to stay in Chesterton is July ($194).

What is the cheapest day to stay in a hotel in Chesterton?

The cheapest day to stay in Chesterton is Wednesday ($116). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $201.

How far ahead should you book a hotel in Chesterton?

Save money by booking a hotel at least 14 days before your trip to Chesterton. The lowest price found when booking 14 days ahead was $70 per night.

Cheapest hotels in Chesterton, Indiana

Currently, these are the lowest-priced hotels in Chesterton we've come across for the dates selected. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.

Hotel prices in Chesterton

A breakdown of the average price per hotel class in Chesterton. As an added layer, we've also marked the most popular and best value properties in each hotel class.

3 stars

2 stars and under

Other accommodations in Chesterton

Find the perfect hostel, theme hotel, or vacation rental for your stay in Chesterton. There are 36 hotels in Chesterton and price data was last updated on September 10, 2026. The average price for a stay in Chesterton is $137/night.

Where to stay in Chesterton

Explore different neighborhoods and areas within Chesterton to find the perfect location for your stay. Map data was last updated on September 10, 2026.

Whether you're visiting Chesterton for leisure or business, utilize the map to find hotels close to your ideal location. You can find more information on a particular hotel within the map by clicking on its name.

Facts about staying in Chesterton

What are the best hotels in Chesterton?

What are some other cities to stay in when visiting Indiana?

How many hotels are there in Chesterton?

Find better results for your stay in Chesterton

Consider these popular 3-star hotels in Chesterton

Stay at one of these Chesterton 3-star hotels that users have found on HotelsCombined.

Consider alternative stays in Chesterton

If you are looking for a specific type of hotel, consider these options for trips to Chesterton

Complete your trip to Chesterton

Search HotelsCombined for deals to complete your trip to Chesterton and save big.

Explore these cities in Indiana

Looking to explore Indiana during your trip? These are other popular cities nearby that HotelsCombined users visit

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined

Hotels in Chesterton

Search and compare Chesterton hotels from hundreds of travel sites on HotelsCombined and save.

Travel insights for hotels in Chesterton

What is the cheapest month to book a hotel in Chesterton?

The cheapest month to book a hotel in Chesterton is January ($101). Conversely, the most expensive month to stay in Chesterton is July ($194).

What is the cheapest day to stay in a hotel in Chesterton?

The cheapest day to stay in Chesterton is Wednesday ($116). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $201.

How far ahead should you book a hotel in Chesterton?

Save money by booking a hotel at least 14 days before your trip to Chesterton. The lowest price found when booking 14 days ahead was $70 per night.

Cheapest hotels in Chesterton, Indiana

Currently, these are the lowest-priced hotels in Chesterton we've come across for the dates selected. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.

Hotel prices in Chesterton

A breakdown of the average price per hotel class in Chesterton. As an added layer, we've also marked the most popular and best value properties in each hotel class.

3 stars

2 stars and under

Other accommodations in Chesterton

Find the perfect hostel, theme hotel, or vacation rental for your stay in Chesterton. There are 36 hotels in Chesterton and price data was last updated on September 10, 2026. The average price for a stay in Chesterton is $137/night.

Where to stay in Chesterton

Explore different neighborhoods and areas within Chesterton to find the perfect location for your stay. Map data was last updated on September 10, 2026.

Whether you're visiting Chesterton for leisure or business, utilize the map to find hotels close to your ideal location. You can find more information on a particular hotel within the map by clicking on its name.

Facts about staying in Chesterton

What are the best hotels in Chesterton?

What are some other cities to stay in when visiting Indiana?

How many hotels are there in Chesterton?

Find better results for your stay in Chesterton

Consider these popular 3-star hotels in Chesterton

Stay at one of these Chesterton 3-star hotels that users have found on HotelsCombined.

Consider alternative stays in Chesterton

If you are looking for a specific type of hotel, consider these options for trips to Chesterton

Complete your trip to Chesterton

Search HotelsCombined for deals to complete your trip to Chesterton and save big.

Explore these cities in Indiana

Looking to explore Indiana during your trip? These are other popular cities nearby that HotelsCombined users visit

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined