Chesterton Guest Houses | Find the Top Guest Houses in Chesterton

A wooden staircase ascending a sandy hill with sparse vegetation.

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Our top choices for Chesterton guest houses

A modern apartment with a living room, kitchen, and dining area. It features a flat-screen TV, a sofa, a coffee table, and a dining table. The kitchen has a stove, oven, and dishwasher.

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

Valparaiso

Shelly N.

includes taxes & fees

20 Oct - 21 Oct

A sandy beach with footprints and a grassy hill in the background.

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

New Buffalo

Andrew N.

includes taxes & fees

5 Oct - 6 Oct

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Top Chesterton Hotel Reviews

Four Winds Casino Resort – New Buffalo

10/10 Excellent

"We had a great time. Nice room good entertainment."

Spring House Inn

8/10 Good

"The place was very clean and convenient for our stop over, A place that needs many updates is better than a dirty place but outdoor lighting was nonexistent . Had to use our phones as flashlights. Breakfast was good and better than expected. I would recommend if they had some outdoor lighting they said oh It’ll come On in another hour that’s not exceptable."