The Best Luxury Hotels in Chesterton, IN from SAR100 in 2024

Check availability on Chesterton Luxury Hotels

Pick from 3 Chesterton Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

"The staff was so kind and helpful "

SAR 504 total

includes taxes & fees

3 Jum. II - 4 Jum. II

"This is not a fancy chain hotel, but it's very cute and the balcony overlooking the lake made for a nice touch! Staff was helpful and kind. It was very quiet!"

SAR 420 total

includes taxes & fees

2 Jum. II - 3 Jum. II

"Staff were really polite. Room was clean and quiet. Enjoyed my stay"

SAR 374 total

includes taxes & fees

16 Jum. II - 17 Jum. II

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Chesterton?

Let Expedia help you arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O’Hare Intl. Airport (ORD) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Chesterton offers. Known for its restaurants, Chesterton also has some interesting things to see and do including Indiana Dunes National Park and Lake Michigan, so you may want to take in the local sights during your visit.

What's the best time to vacation in Chesterton?

Planning for the weather is an important factor for making your trip to Chesterton a success, especially when you’re splurging. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.

What's there to see and do in Chesterton?

Enjoy Chesterton and visit Indiana Dunes National Park, Lake Michigan, and Indiana Dunes Visitor Center. If you have extra time while you’re in the area, you might want to see Indiana Dunes State Park and Bailly Homestead - American Indians and Fur Traders.