Chesterton Holidays
Photo by Indiana Office of Tourism Development
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Top Flight + Hotel Deals in Chesterton
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €1,161, price is now €888 per person
€888
per person
1 Feb - 6 Feb
found 2 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.
Reviewed on 28 Oct 2025
Level Chicago – Old Town
Downtown Chicago
Price was €1,396, price is now €1,131 per person
€1,131
per person
29 Dec - 2 Jan
found 3 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on 9 Nov 2025
The Emily Hotel
Downtown Chicago
Price was €1,180, price is now €957 per person
€957
per person
1 Feb - 6 Feb
found 2 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Perfect stay and location. Room was clean and just what we needed. It’s nothing special
Reviewed on 11 Nov 2025
Top hotels in Chesterton
Spring House Inn
303 N Mineral Springs Rd, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is €100 per night from 18 Nov to 19 Nov
€100
18 Nov - 19 Nov
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Clean, cozy, very nice place.
Reviewed on 14 Nov 2025
Comfort Inn & Suites Porter near Indiana Dunes
1800 West US Highway 20, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is €93 per night from 14 Dec to 15 Dec
€93
14 Dec - 15 Dec
includes taxes & fees
8/10 Very Good! (1,002 reviews)
My room was clean and comfortable. I would definitely stay here again
Reviewed on 28 Oct 2025
Best Western Indian Oak
558 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is €90 per night from 24 Nov to 25 Nov
€90
24 Nov - 25 Nov
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Breakfast was good. Ample parking. Friendly staff. Rooms nice
Reviewed on 15 Nov 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
