Chesterton 4 Stars Hotels

  • 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 availability on Chesterton 4 Star Hotels

Our top choices for Chesterton 4-star hotels

Front of property

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
4.0 star property
East Chicago
8.6 out of 10, Excellent, (1,000 reviews)
"Yes absolutely great 👍 "
United States
Tarance
Ameristar Casino Hotel East Chicago
Lobby sitting area

The Neighborhood Hotel - Grand Beach

The Neighborhood Hotel - Grand Beach
4.0 star property
New Buffalo
9.6 out of 10, Exceptional, (71 reviews)
"Absolutely perfect, we loved every bit of our stay!"
United States
Rebecca
The Neighborhood Hotel - Grand Beach
View from property

Lake Michigan Beach Cottages

Lake Michigan Beach Cottages
4.0 star property
Michigan City
Lake Michigan Beach Cottages
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 downtown, while nearby beaches provide perfect spots for summer swimming and sunset views.

See all hotels in Chesterton
Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights. #hiking
Photo by Ruslian
Open Photo by Ruslian

Top Chesterton Hotel Reviews

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"I stayed at the Ameristar East Chicago for 21 nights over 11 stays in fall 2025, travelling for business. It doesn't have everything (breakfast) and is in an odd location. But it was half or less than hotels in Hyde Park, had free parking, big rooms, was always clean and quiet, and the front desk staff was awesome. Shout out to Danica, who was not only a joy but who directed me to the rooms with the best wifi."
John 1-night trip
Posted 2 weeks ago
Ameristar Casino Hotel East Chicago

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chesterton?
With Expedia's handy search filters, landing a top deal on a 4-star hotel in Chesterton just got easier. Start by entering your chosen arrival date and length of your break. Then sort the results by price and pick a hotel that best suits your style and budget.

  • Search for the lowest price

What's the difference between 5-star and 4-star hotels in Chesterton?
Offering a welcoming traveler experience and upscale décor, 4-star hotels are a terrific option for your Chesterton vacation. These kinds of accommodations generally come with lots of useful amenities that make it simple to unpack and recharge — think large beds, bathrobes, pools and restaurants. Or get a taste of the high life at a 5-star hotel designed to spoil you with exclusive perks and amenities. On-site health clubs, premium toiletries and world-class dining are typically included at these deluxe retreats.
Does Chesterton have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your next escape in Chesterton where everything is taken care of, from your accommodations to your food, entertainment and activities. We can also help you find standard 4-star stays in and around this sought-after destination.

Explore a world of travel with Expedia