Photo by Susan Ross

Search Inns in Chesterton

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Chesterton inns

A deck with a glass-top table and chairs, surrounded by white railings and a large flowering tree.

1. New Buffalo Inn

New Buffalo Inn
2.0 star property
Downtown New Buffalo
9.2 out of 10, Wonderful, (171 reviews)
"It was a great stay. Convenient to walk to town."
United States
Nicole
The price is Rp3.178.000
Rp3.368.680 total
includes taxes & fees
8 Nov - 9 Nov
New Buffalo Inn
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.
View all properties

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.

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

Frequently Asked Questions

Why book your Chesterton inn with Expedia?

We think that vacays should be hassle-free, so if you're searching for Chesterton inns at the perfect price, Expedia has got your back. Keep the budget in check and go for an inexpensive inn, or splurge and book an upscale option to pamper the ones you love the most.

How can I find cheap Chesterton inns?

You can find cheap Chesterton inns on Expedia by putting your destination and dates into the search box. Then, fine-tune your search results by amenities, star rating and budget. You can also sort your results by price so that the most affordable stays appear at the top of the list.

What is there to do in Chesterton around my inn?

Chesterton has enough sights to keep you amused for weeks (or months!), starting with Indiana Dunes State Park. Dune Acres Beach, Coffee Creek Watershed Conservancy Preserve and Lustron House are other popular attractions. If you're in town for longer, Cowles Bog Trailhead and Chellberg Farm will add the finishing touches to your itinerary.