Chesterton Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by City Circus Wandering
Top hotels in Chesterton
Waterbird Lakeside Inn
556 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is 6.590.236 ₫ per night from 31 Oct to 1 Nov
6.590.236 ₫
7.381.096 ₫ total
31 Oct - 1 Nov
includes taxes & fees
8/10 Very Good! (958 reviews)
"Nice, big rooms with a beautiful view of the lake. The room was clean and comfortable. Would recommend for the price."
Reviewed on 3 Oct 2025
Spring House Inn
303 N Mineral Springs Rd, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is 2.609.838 ₫ per night from 13 Oct to 14 Oct
2.609.838 ₫
3.054.829 ₫ total
13 Oct - 14 Oct
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"We enjoyed our stay except for one thing. We booked a double queen room for a family of 4. There were only 2 washcloths in our room. We had to ask twice to get more and both times were told we needed to bring our dirty ones to them to get 2 more. When we told them we needed 2 more to have enough ..."
Reviewed on 5 Oct 2025
Best Western Indian Oak
558 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is 2.464.583 ₫ per night from 2 Nov to 3 Nov
2.464.583 ₫
2.760.333 ₫ total
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Ac was great, room was spacious and comfortable, patio view was very nice, National and State Park near by, great restaurant selections and some within walking distance. Rooms were clean, plenty of parking, and a very quiet area."
Reviewed on 6 Oct 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.
Popular places to visit
Indiana Dunes State Park
4/5(1 review)
You can take time to visit Indiana Dunes State Park during your travels to Chesterton. Wander the beautiful beaches and lakeside in the area.
Coffee Creek Watershed Conservancy Preserve
Explore the great outdoors at Coffee Creek Watershed Conservancy Preserve, a lovely green space in Chesterton. Wander the area's beautiful beaches or simply enjoy one of its cosy cafes.
Lustron House
Find out about the history of Chesterton with a stop at Lustron House. Wander the area's beautiful beaches or simply enjoy one of its cosy cafes.
