Compare Hotels with Pools in Chesterton

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Featured Chesterton Hotels with Pools

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
Jan 22 - Jan 23
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
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard Chesterton IN
$108 nightly
The price is $121 total per night
$121 total
Jan 25 - Jan 26
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
Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road Chesterton IN
$76 nightly
The price is $86 total per night
$86 total
Jan 18 - Jan 19
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
1,394 hotels
Lowest Price
$86
Highest Price
$121
Popular hotels
Best Western Indian Oak, Hilton Garden Inn Chesterton, Waterbird Lakeside Inn

Most Recent Chesterton Hotel Reviews

Spring House Inn

Spring House Inn

5 out of 5
Posted 4 hours ago
CheapTickets Verified Review
"I’ve been booking short stays here since 2016 and the quality of customer service, on-site accommodations (especially the sauna), and the beauty of the grounds have gotten better year by year. Looking forward to the next couple of years…"
A verified traveler stayed at Spring House Inn
Spring House Inn

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