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Find Hotels with a Pool in Chesterton, IN

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Check availability on Chesterton Hotels with a Pool

Our top choices for Chesterton hotels with a pool

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1005)
"Beautiful Hotel"
United States
Joseph
The price is AED 327
AED 384 total
includes taxes & fees
11 Dec - 12 Dec
Spring House Inn

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 AED 343
AED 385 total
includes taxes & fees
20 Dec - 21 Dec
Best Western Indian Oak

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
9.0 out of 10, Wonderful, (12)
"Great pool hostess was very helpful"
United States
regina
The price is AED 215
AED 323 total
includes taxes & fees
11 Dec - 12 Dec
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1001)
"We loved staying here. "
United States
Linda
The price is AED 379
AED 425 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chesterton

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
8.0 out of 10, Very Good, (1002)
"My room was clean and comfortable. I would definitely stay here again "
United States
Carolyn
The price is AED 335
AED 375 total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Porter near Indiana Dunes

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Porter
8.8 out of 10, Excellent, (16)
"Great place to stay with kids."
United States
Jane H.
The price is AED 426
AED 560 total
includes taxes & fees
11 Dec - 12 Dec
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

Hampton Inn Crown Point

Hampton Inn Crown Point
2.5 star property
Crown Point
9.4 out of 10, Exceptional, (610)
"Hotel is only about a year old and very nice. Staff was friendly at check-in and breakfast. Would stay here again if in the area."
United States
Tara
The price is AED 350
AED 392 total
includes taxes & fees
20 Dec - 21 Dec
Hampton Inn Crown Point

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1637)
"Great place, hotel room is very well appointed. "
United States
Stuart
The price is AED 327
AED 380 total
includes taxes & fees
15 Dec - 16 Dec
Four Winds Casino Resort – New Buffalo

Hampton Inn & Suites Valparaiso

Hampton Inn & Suites Valparaiso
2.5 star property
Valparaiso
8.8 out of 10, Excellent, (808)
"Everything was great!"
United States
Matt
The price is AED 379
AED 425 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn & Suites Valparaiso

Holiday Inn Express & Suites Merrillville by IHG

Holiday Inn Express & Suites Merrillville by IHG
2.5 star property
Merrillville
8.4 out of 10, Very Good, (757)
"Stay was great. Staff very welcoming, room was clean, beds were soft and refreshing and not noisy. Breakfast has a good spread good selection. Front desk was very helpful and nice. Would definitely stay here again."
Canada
christina
The price is AED 309
AED 346 total
includes taxes & fees
9 Jan - 10 January 2026
Holiday Inn Express & Suites Merrillville by IHG
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.

Top Chesterton Hotel Reviews

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Frequently asked questions

What are some accommodations with pools in Chesterton?
Comfort Inn & Suites Porter near Indiana Dunes: Features daily, an indoor pool, and free self parking. Spring House Inn: Hotel, 10-minute walk from Indiana Dunes National Park. Offers a sauna, an indoor pool, and daily. Best Western Indian Oak: Hotel located near Indiana Dunes National Park. Provides a sauna, an indoor pool, and free self parking. Hilton Garden Inn Chesterton: Features a snack bar/deli, an indoor pool, and free self parking. Waterbird Lakeside Inn: Hotel steps from Four Winds Casino New Buffalo. Features 4 restaurants, a seasonal outdoor pool, and 3 bars.
What is there to see and do in Chesterton?
Explore places like Lake Michigan while you're in Chesterton. Surround yourself with nature at Indiana Dunes Visitor Center and Indiana Dunes National Park. 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 with an outdoor swimming pool if you're planning to visit Chesterton in the hottest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 31°F.