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Hotels in Chesterton

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Travel insights for hotels in Chesterton

Use these up-to-date, data-driven insights about booking a hotel in Chesterton including ideal times to book, pricing trends, and more.

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

The cheapest month to book a hotel in Chesterton is March ($194). Conversely, the most expensive month to stay in Chesterton is August ($306).

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

The cheapest day to stay in Chesterton is Monday ($185). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $281.
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Cheapest hotels in Chesterton, Indiana

Discover affordable stays in Chesterton that provide a quality experience without breaking the bank. Hotels in Chesterton can be found for as low as $120 per night. There is currently one property in Chesterton that can be booked for this price. Quality Inn Chesterton near Indiana Dunes National Park I-94 is one of the hotels that can be booked for the lowest price in Chesterton. Price data was last updated on 5 December 2025
Currently, these are the lowest-priced hotels in Chesterton we've come across for the dates selected. As prices can vary by date, change the dates if you're flexible to compare rates.
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

418 Council Road, Chesterton, IN, United States
2.2 km from city centre
Free Wi-Fi
Air conditioning
$120
Avg. per night
View Deal
Fairbridge Inn Express Chesterton
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

713 Plaza Drive, Chesterton, IN, United States
1.9 km from city centre
Free Wi-Fi
Air conditioning
$135
Avg. per night
View Deal
Best Western Indian Oak
Best Western Indian Oak

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN, United States
1.9 km from city centre
Pool
Free Wi-Fi
Parking
$153
Avg. per night
View Deal
Waterbird Lakeside Inn
Waterbird Lakeside Inn

Waterbird Lakeside Inn

556 Indian Boundary Road, Chesterton, IN, United States
1.7 km from city centre
Free Wi-Fi
Air conditioning
$165
Avg. per night
View Deal
Hilton Garden Inn Chesterton
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

501 Gateway Boulevard, Chesterton, IN, United States
4.3 km from city centre
Pool
Free Wi-Fi
Parking
$210
Avg. per night
View Deal

Other accommodations in Chesterton

Find the perfect hostel, theme hotel, or holiday rental for your stay in Chesterton.
Waterbird Lakeside Inn
Waterbird Lakeside Inn

Waterbird Lakeside Inn

556 Indian Boundary Road, Chesterton, IN, United States
1.7 km from city centre
Free Wi-Fi
Air conditioning
$165
Avg. per night
View Deal
Your Midwest Dunes Vacation Tri-State Paradise!
Your Midwest Dunes Vacation Tri-State Paradise!

Your Midwest Dunes Vacation Tri-State Paradise!

Chesterton, IN, United States
3.7 km from city centre
Air conditioning
$250
Avg. per night
View Deal
Best Western Indian Oak
Best Western Indian Oak

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN, United States
1.9 km from city centre
Pool
Free Wi-Fi
Parking
$153
Avg. per night
View Deal
Hilton Garden Inn Chesterton
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

501 Gateway Boulevard, Chesterton, IN, United States
4.3 km from city centre
Pool
Free Wi-Fi
Parking
$210
Avg. per night
View Deal

Facts about staying in Chesterton

Find useful tips and insights about staying in Chesterton to help you make the most of your experience. FAQs were last updated on 5 December 2025.

  • What are the best hotels in Chesterton?

    Best Western Indian Oak, rated with a score of 8.0 from 669 reviewers, is one of the most popular hotels in Chesterton. Other top stays include Hilton Garden Inn Chesterton, with an average rating of 8.2 from 534 reviewers, and Waterbird Lakeside Inn, with a score of 7.7 from 749 reviewers.

  • How much is a cheap hotel in Chesterton?

    HotelsCombined users have found cheap hotels in Chesterton starting from $120 per night in the last 3 days.

  • How many hotels are there in Chesterton?

    In total, there are 34 hotels to choose from in Chesterton, compared to 6,483 properties in Indiana.

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