
Chesterton Holidays
Photo by Indiana Office of Tourism Development
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Top hotels in Chesterton

Spring House Inn
303 N Mineral Springs Rd, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 11 Nov to 12 Nov
S$151
11 Nov - 12 Nov
includes taxes & fees
8.8/10 Excellent! (1,042 reviews)
Beautiful place..staff so helpful and professional. Comfy and clean room. Inn has quaint decor. Appreciated the eggs and sausage for the breakfast. Really liked the pool and had it all to ourselves. All in all, a great deal for a great price.
Reviewed on 31 Oct, 2025

Best Western Indian Oak
558 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is S$137 per night from 12 Nov to 13 Nov
S$137
12 Nov - 13 Nov
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Fantastic and friendly staff. Clean, nice hotel.
Reviewed on 29 Oct, 2025

Comfort Inn & Suites Porter near Indiana Dunes
1800 West US Highway 20, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 1 Dec to 2 Dec
S$143
1 Dec - 2 Dec
includes taxes & fees
8/10 Very Good! (1,000 reviews)
My room was clean and comfortable. I would definitely stay here again
Reviewed on 28 Oct, 2025
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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