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Search Beach Resorts & Hotels in Chesterton

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Check availability on Chesterton Beach Resorts & Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Chesterton Beach Resorts & Hotels

Exterior detail
Spring House Inn

Spring House Inn

2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1001)
"Beautiful Hotel"
United States
Joseph
The price is 2.346.307 ₫
2.759.679 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Spring House Inn
Lobby
Best Western Indian Oak

Best Western Indian Oak

2.5 star property
Chesterton
8.6 out of 10, Excellent, (1001)
"It was very nice, with great access to the national park."
United States
leona ann
The price is 2.464.677 ₫
2.760.438 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Best Western Indian Oak
Lobby
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3.0 star property
Chesterton
8.8 out of 10, Excellent, (1000)
"We loved staying here. "
United States
Linda
The price is 2.720.662 ₫
3.047.141 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Hilton Garden Inn Chesterton
Exterior
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2.0 star property
Chesterton
6.8 out of 10, (342)
"Staff were lovely "
Canada
Jessica
The price is 2.161.766 ₫
2.421.178 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Fairbridge Inn Express Chesterton
Superior Suite | Premium bedding, pillow-top beds, individually furnished, desk
Furness Mansion

Furness Mansion

2.0 star property
Chesterton
8.8 out of 10, Excellent, (57)
"This was a lovely place to stay...such a nice surprise as we booked at the last minute. We would stay here again for sure! The owner was very accomodating, and the hotel is beautiful...perfectly described as a boutique hotel. Loved it."
United States
Nicole
The price is 4.270.806 ₫
4.783.302 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Furness Mansion
House (4 Bedrooms) | Interior
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park

Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park

3.0 star property
Chesterton
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
House (3 Bedrooms) | Interior
Charming Chesterton Home: w/ Idyllic Location!

Charming Chesterton Home: w/ Idyllic Location!

3.0 star property
Chesterton
Charming Chesterton Home: w/ Idyllic Location!
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.
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Top Chesterton Hotel Reviews

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Frequently asked questions

What is Chesterton like for travellers who love the beach?
Known for its beaches and lakeside setting, Chesterton offers a lot for the traveller booking a beach holiday.
When's the best time for a beach holiday in Chesterton?
You can plan your beach trip with this snapshot of the seasons in Chesterton: 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 is there to see and do around Chesterton?
After arriving and settling in at your hotel, you might want to venture out and explore everything Chesterton has to offer. If you're excited to scope out the beaches, spend a relaxing day by the water at Dune Acres Beach or Kemil Beach. Discover the area's lakeside setting and shopping, and make time for local attractions such as Lake Michigan and Lustron House. You can also pay a visit to Chellberg Farm or Indiana Dunes Visitor Center for more to see and do.
What's the best way to get to my beach hotel in Chesterton?
Here's some information to help you get to and around your beach accommodation in Chesterton more easily: To get to Chesterton, you can fly into Chicago Midway Airport (MDW), the closest major airport, which is located 37 mi (59.6 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.