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Featured Chesterton Hotels with Shopping

Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road Chesterton IN
$76 nightly
The price is $86 total per night
$86 total
Jan 25 - Jan 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Waterbird Lakeside Inn in Chesterton, you'll be on a lake, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan.
Parking included
Free WiFi
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road Chesterton IN
$89 nightly
The price is $100 total per night
$100 total
Jan 29 - Jan 30
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Best Western Indian Oak in Chesterton, you'll be on the waterfront, within a 5-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.
Pool
Breakfast included
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr. Chesterton IN
$80 nightly
The price is $90 total per night
$90 total
Jan 23 - Jan 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Fairbridge Inn Express Chesterton, you'll be centrally located in Chesterton, within a 5-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.
Pet friendly
Parking included
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard Chesterton IN
$98 nightly
The price is $110 total per night
$110 total
Feb 15 - Feb 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Hilton Garden Inn Chesterton in Chesterton, you'll be in the business district, within a 10-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.
Pool
Pet friendly
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 out of 5
418 Council Road Chesterton IN
$72 nightly
The price is $81 total per night
$81 total
Feb 15 - Feb 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Quality Inn Chesterton near Indiana Dunes National Park I-94, you'll be centrally located in Chesterton, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan.
Breakfast included
Parking included
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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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Chesterton hotels essential information

Accommodation
1,398 hotels
Lowest Price
$81
Highest Price
$110
Popular hotels
Waterbird Lakeside Inn, Best Western Indian Oak, Fairbridge Inn Express Chesterton, Hilton Garden Inn Chesterton, Quality Inn Chesterton near Indiana Dunes National Park I-94

Most Recent Chesterton Hotel Reviews

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

5 out of 5
Posted 18 hours ago
CheapTickets Verified Review
"We've stayed at Four Winds New Buffalo several times. This time we found a great rate through Expedia. Very nice hotel and casino. Enjoyed watching the IU-Miami football championship game in the casino's TV lounge. Slots were not very friendly this time around, but still had a nice, relaxing time away from home. Good food and drink options. Timbers restaurant inside the casino was convenient, with reasonably-priced and tasty food. The snack shop has Garrett popcorn, and we enjoyed that. We'll be back."
A verified traveler stayed at Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo

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