Hotels with Pool & Resorts in Chesterton from AU$143

Start date: Check-in selected.
To Date
End date: Check-out

    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 Hotels with Pool

Best Chesterton Hotels with Pool

Indoor pool
Spring House Inn
Spring House Inn
2.5 star property
9.0 out of 10, Wonderful, (1021)
"We enjoy our stay. "
John
The price is AU$178
includes taxes & fees
20 Oct - 21 Oct
Spring House Inn
Indoor pool
Best Western Indian Oak
Best Western Indian Oak
2.5 star property
8.6 out of 10, Excellent, (1015)
"Clean room nice hotel "
vicki
The price is AU$161
includes taxes & fees
2 Nov - 3 Nov
Best Western Indian Oak
Indoor pool
Hilton Garden Inn Chesterton
Hilton Garden Inn Chesterton
3.0 star property
8.8 out of 10, Excellent, (1005)
"Awesome! Try Fluid Coffee! "
Jason
The price is AU$197
includes taxes & fees
3 Nov - 4 Nov
Hilton Garden Inn Chesterton
Indoor spa tub
Comfort Inn & Suites Porter near Indiana Dunes
Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
8.0 out of 10, Very good, (1013)
"Nice and close to the beach."
Alison
The price is AU$187
includes taxes & fees
6 Nov - 7 Nov
Comfort Inn & Suites Porter near Indiana Dunes
Outdoor pool, a heated pool
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
9.0 out of 10, Wonderful, (12)
"Great pool hostess was very helpful"
regina
The price is AU$237
includes taxes & fees
21 Oct - 22 Oct
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Outdoor pool, a heated pool
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
8.8 out of 10, Excellent, (16)
"Upon arrival, we were a little taken aback because the photos made it look as if the property was outside of town, closer to beach access. Unfortunately, the entrance to the beach is an 11-mile walk... but the beach itself is an hour and 15-minute walk. The driveway is tiny due to the camper, and if you are staying in the "Pool Barn," you have to park on the right side of the driveway, while the camper parking is on the left side. This makes it a tight squeeze, and you have to maneuver your way...
Kyla W.
The price is AU$293
includes taxes & fees
19 Oct - 20 Oct
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Pool
After-Dune Delight! Large Home with Pool and Fun for All
After-Dune Delight! Large Home with Pool and Fun for All
10.0 out of 10, Exceptional, (1)
"The property was clean and well maintained. The host was responsive and nice. We had a wonderful stay here."
Jason B.
The price is AU$902
includes taxes & fees
11 Nov - 12 Nov
After-Dune Delight! Large Home with Pool and Fun for All
Indoor pool, open 10:00 AM to 11:00 PM, pool loungers
Holiday Inn Express & Suites La Porte by IHG
Holiday Inn Express & Suites La Porte by IHG
2.5 star property
9.0 out of 10, Wonderful, (592)
"Great place to stay on a fall football weekend."
carrie
The price is AU$143
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites La Porte by IHG
Indoor pool
Hampton Inn Crown Point
Hampton Inn Crown Point
2.5 star property
9.2 out of 10, Wonderful, (564)
"Clean room, friendly staff"
Carrie
The price is AU$181
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Crown Point
Seasonal outdoor pool, pool umbrellas, pool loungers
Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo
3.5 star property
9.4 out of 10, Exceptional, (1563)
"We enjoyed our stay and will be back again!"
melissa
The price is AU$159
includes taxes & fees
2 Nov - 3 Nov
Four Winds Casino Resort – New Buffalo
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.
View all properties

Top Chesterton Hotel Reviews

Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"The room was spacious and clean. The balcony should have been cleaned before we arrived though, there were cigarettes and garbage all over it. Otherwise I was pleased with the cleanliness. The area seemed safe and very quiet. Within walking distance to a few things and convenient to areas we were going. "
Steve 2-night trip
Posted 4 days ago
Waterbird Lakeside Inn

Frequently asked questions

What are some accommodation options with pools in Chesterton?
Waterbird Lakeside Inn: Hotel, 10-minute walk from Indiana Dunes National Park. Offers a sauna, an indoor pool and daily. Spring House Inn: Hotel located near Indiana Dunes National Park. Provides a sauna, an indoor pool and free self parking. Best Western Indian Oak: Hotel located near Indiana Dunes National Park. Features daily, an indoor pool and free self parking. Comfort Inn & Suites Porter near Indiana Dunes: Offers a snack bar/deli, an indoor pool and free self parking. Hilton Garden Inn Chesterton: Hotel steps from Blue Chip Casino. Features 3 restaurants, an indoor pool and a full-service spa.
What is there to see and do in Chesterton?
Explore places such as Indiana Dunes National Park and Lake Michigan while you're in Chesterton. Surround yourself with nature at Indiana Dunes Visitor Center and Coffee Creek Watershed Conservancy Preserve. The beaches, lakeside setting and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chesterton?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Chesterton in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 0°C.

Explore a world of travel with Expedia