Photo by Susan Ross

Search Guest Houses in Chesterton

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Check prices for these dates

Our top choices for Chesterton guest houses

1. Beacons' Nest – Valpo U, Downtown & Dunes

Beacons' Nest – Valpo U, Downtown & Dunes
Valparaiso
9.6 out of 10, Exceptional, (4 reviews)
"Cute, cozy and comfortable!!"
United States
Shelly N.
The price is NZ$547
includes taxes & fees
23 Nov - 24 Nov
Beacons' Nest – Valpo U, Downtown & Dunes

2. Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
New Buffalo
8.0 out of 10, Very good, (18 reviews)
"Great place to post up for a night, everything we needed and more. "
United States
Andrew N.
The price is NZ$657
includes taxes & fees
11 Nov - 12 Nov
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
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.

Learn more about Chesterton

Nestled along Lake Michigan's shore, this small town offers scenic trails through Indiana Dunes National Park for hiking and birdwatching. Coffee shops and local restaurants line the historic city centre, while nearby beaches provide perfect spots for summer swimming and sunset views.

A wooden staircase leading up a sandy hill with dense green forest in the background.
Photo by Susan Ross
Open Photo by Susan Ross