Compare Hotels with Air Conditioning in Chesterton

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Featured Chesterton Hotels with Air Conditioning

Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road Chesterton IN
$93 nightly
The price is $105 total per night
$105 total
Dec 20 - Dec 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Best Western Indian Oak in Chesterton, you'll be on the waterfront, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan.
Pool
Breakfast included
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr. Chesterton IN
$82 nightly
The price is $92 total per night
$92 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Fairbridge Inn Express Chesterton, you'll be centrally located in Chesterton, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan.
Pet friendly
Parking included
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard Chesterton IN
$103 nightly
The price is $116 total per night
$116 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Hilton Garden Inn Chesterton in Chesterton, you'll be in the business district, within a 15-minute drive of Lake Michigan and Indiana Dunes National Park.
Pool
Pet friendly
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 out of 5
418 Council Road Chesterton IN
$79 nightly
The price is $89 total per night
$89 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Quality Inn Chesterton near Indiana Dunes National Park I-94, you'll be centrally located in Chesterton, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan.
Breakfast included
Parking included
Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road Chesterton IN
$90 nightly
The price is $101 total per night
$101 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Waterbird Lakeside Inn in Chesterton, you'll be on a lake, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan.
Parking included
Free WiFi
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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.

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Chesterton hotels essential information

Accommodation
1,387 hotels
Lowest Price
$89
Highest Price
$116
Popular hotels
Best Western Indian Oak, Fairbridge Inn Express Chesterton, Hilton Garden Inn Chesterton, Quality Inn Chesterton near Indiana Dunes National Park I-94, Waterbird Lakeside Inn

Most Recent Chesterton Hotel Reviews

Spring House Inn

Spring House Inn

5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Clean room hot breakfast everyone was very plesant. Only issue was the faucets for the whirlpool room were bathroom faucets so it took over an hour to fill up the tub. Everything was clean and in good repair, albeit a bit dated. Recommend would stay again. "
A verified traveler stayed at Spring House Inn
Spring House Inn

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