A wooden staircase ascending a sandy hill with sparse vegetation.

Boutique Hotels & Resorts in Chesterton from AU$143

  • 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
9 Aug - 10 Aug
Tomorrow
10 Aug - 11 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterton

1. Best Western Indian Oak

Best Western Indian Oak
Chesterton
United States
Catherine
AU$175
includes taxes & fees
1 Sept - 2 Sept
Best Western Indian Oak

2. Spring House Inn

Spring House Inn
Chesterton
United States
Gail
AU$196
includes taxes & fees
1 Sept - 2 Sept
Spring House Inn

3. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
United States
Lynette
AU$240
includes taxes & fees
31 Aug - 1 Sept
Hilton Garden Inn Chesterton

4. Furness Mansion

Furness Mansion
Chesterton
United States
Margaret
AU$185
includes taxes & fees
11 Aug - 12 Aug
Furness Mansion

5. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
Chesterton
United States
Kayla
AU$143
includes taxes & fees
23 Aug - 24 Aug
Fairbridge Inn Express Chesterton

6. Waterbird Lakeside Inn

Waterbird Lakeside Inn
Chesterton
United States
Ashley
AU$179
includes taxes & fees
10 Aug - 11 Aug
Waterbird Lakeside Inn

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

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
United States
Guay
AU$143
includes taxes & fees
8 Sept - 9 Sept
Quality Inn Chesterton near Indiana Dunes National Park I-94

8. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
United States
Christopher
AU$177
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn & Suites Porter near Indiana Dunes

9. 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$239
includes taxes & fees
10 Aug - 11 Aug
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

10. 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$405
includes taxes & fees
17 Aug - 18 Aug
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
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 Indiana Dunes National Park, Chicago Street Theatre and Memorial Opera House. You might also want to see spots like Indiana Dunes State Park, Lake Michigan and Lustron House during your trip.
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