A wooden staircase ascending a sandy hill with sparse vegetation.

Boutique Hotels & Resorts in Chesterton from AU$120

  • 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 Boutique Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterton

1. Spring House Inn

Spring House Inn
Chesterton
United States
Cynthia
AU$136
includes taxes & fees
4 Oct - 5 Oct
Spring House Inn

2. Best Western Indian Oak

Best Western Indian Oak
Chesterton
United States
Sally
AU$174
includes taxes & fees
5 Oct - 6 Oct
Best Western Indian Oak

3. Waterbird Lakeside Inn

Waterbird Lakeside Inn
Chesterton
United States
Evan
AU$179
includes taxes & fees
27 Sept - 28 Sept
Waterbird Lakeside Inn

4. Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
United States
Nikola
AU$140
includes taxes & fees
25 Oct - 26 Oct
Quality Inn Chesterton near Indiana Dunes National Park I-94

5. Furness Mansion

Furness Mansion
Chesterton
United States
Jessica Van
AU$192
includes taxes & fees
15 Oct - 16 Oct
Furness Mansion

6. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
United States
Lynette
AU$244
includes taxes & fees
11 Oct - 12 Oct
Hilton Garden Inn Chesterton

7. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
Chesterton
United States
Kayla
AU$120
includes taxes & fees
25 Oct - 26 Oct
Fairbridge Inn Express Chesterton

8. Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Chesterton
United States
Vanski M.
AU$222
includes taxes & fees
27 Sept - 28 Sept
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

9. The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Porter
United States
Cody
AU$354
includes taxes & fees
11 Oct - 12 Oct
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

10. The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
United States
Amanda E.
AU$386
includes taxes & fees
8 Oct - 9 Oct
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
View all properties

Top Chesterton Hotel Reviews

Frequently asked questions

What's there to see and do in Chesterton?
The beaches, shopping and lakefront are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Chesterton include Lake Michigan, Indiana Dunes Visitor Center and Barker Mansion. You might also like to explore more of the area and take in additional sights like Bailly Homestead - American Indians and Fur Traders, Chicago Street Theatre and Memorial Opera House while you're here.
What kind of weather should I plan for when I travel to Chesterton?
Understanding the weather in Chesterton will help you enjoy your stay to the fullest. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm of snowfall.
What's the best way to get to my boutique hotel in Chesterton?
You have a few options for travelling to and around Chesterton. The nearest major airport is Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia