Chesterton Holidays

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Chesterton Holiday

Our pick of the best Chesterton Hotel Deals

Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road Chesterton IN
Fully refundableReserve now, pay when you stay
The price is NZ$278 per night from 29 June to 30 June
NZ$278
29 June - 30 June
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"The room was nice. Our balcony had no chairs like all the other rooms. There was a nice pond at the back of the property. The hotel is a bit tricky to find since it's tucked by the pond."

Reviewed on 26 June 2026

Best Western Indian Oak
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd Chesterton IN
Fully refundableReserve now, pay when you stay
The price is NZ$265 per night from 28 June to 29 June
NZ$265
28 June - 29 June
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"I can’t wait to go back again"

Reviewed on 25 June 2026

Spring House Inn
Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road Chesterton IN
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 28 June to 29 June
NZ$217
28 June - 29 June
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"The person checking us in was very pleasant and informative. However, the room definitively needed updating. There were places on the walls that had been primed but not painted and paint on the molding around the bathroom door. The view of the lake from the balcony was nice."

Reviewed on 23 June 2026

Waterbird Lakeside Inn
See all 1,442 properties in Chesterton
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.

Stay near popular Chesterton attractions

Beachfront along Lake Michigan in Indiana Dunes State Park

Indiana Dunes State Park

9.0/5 (717 reviews)
Towering sand dunes rise nearly 200 feet above Lake Michigan's pristine shoreline. Hike the 16.5 miles of trails through diverse ecosystems or relax on the beach with panoramic lake views.
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