Chesterton Holiday Packages

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You work so hard for your money, so don't fritter it away — Wotif is here to help.

We can roll your flights and hotels into one neat package. Easy as!

With the extra finances you can discover even more in Chesterton.

So, what's holding you back? Get moving and save yourself up to . All you need to do is mix and match from more than 550 airlines and 665,000 worldwide properties.

All travellers love a fantastic deal, and Wotif's budget-friendly prices will surely satisfy. You'll be zipping up your suitcase and cruising down the runway in a flash.

Chesterton Accommodation

At the very top of your getaway to-do list should be booking a place to stay. With just 7 accommodations in Chesterton, your best bet is to snap one up on Wotif as soon as your dates are confirmed.

Nothing's quite as reassuring as checking into accommodation that has great reviews. You can be sure that's what you'll get at the Hilton Garden Inn Chesterton and Best Western Indian Oak.

Car Hire in Chesterton

You won't find any car hire companies directly at Porter County Municipal Airport, but that doesn't mean you'll have to take the bus everywhere. Enterprise (557 S Washington St) is only a short drive away and will be able to hook you up with a ride.

Holidays to Chesterton

Don't be that person walking around Chesterton not knowing where you're going. Get to know a thing or two about this spectacular destination before you fly off.

Chesterton has some noteworthy cities on its doorstep. From the centre, Portage is 10 kilometres away to the west. You can also easily get to Westville, which is 13 kilometres to the southeast.

Some 13 000 people call this part of Northwest Indiana home. So, if you're looking for some new friends, you won't have too many problems.

Top Chesterton hotels

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard Chesterton IN
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 11 Jan to 12 Jan
AU$186
11 Jan - 12 Jan 2026
includes taxes & fees
Hilton Garden Inn Chesterton: Pet-friendly hotel with free parking and an indoor pool. Located in the suburbs.
Very clean room Staff friendly

Reviewed on 7 Dec 2025

Opens in a new windowHilton Garden Inn Chesterton
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 AU$156 per night from 18 Jan to 19 Jan
AU$156
18 Jan - 19 Jan 2026
includes taxes & fees
Best Western Indian Oak: Hotel with free breakfast and free WiFi. Located on the waterfront.
Hotel is in a great location, safe, and many dining options close by. Was a little sad the lake was frozen and didn't get to see the usual birds. Breakfast was the same both mornings, was hoping for a little variety. I guess staying if December is a bit different.

Reviewed on 21 Dec 2025

Opens in a new windowBest Western Indian Oak
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

2.5 out of 5
1800 West US Highway 20 Chesterton IN
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 28 Dec to 29 Dec
AU$150
28 Dec - 29 Dec
includes taxes & fees
Comfort Inn & Suites Porter near Indiana Dunes: Business-friendly hotel with free breakfast and free WiFi. Guests love the helpful staff!
Great staff and hospitality! Everything was clean and tidy.

Reviewed on 28 Nov 2025

Opens in a new windowComfort Inn & Suites Porter near Indiana Dunes
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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.