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Search Hotels with Swimming Pool in Chesterton

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Check availability on Chesterton Hotels with Swimming Pool

Our top choices for Chesterton hotels with a pool

Indoor 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 ₹8,000
₹9,409 total
includes taxes & fees
23 Dec - 24 Dec
Spring House Inn
Indoor pool
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 ₹8,422
₹9,432 total
includes taxes & fees
17 Dec - 18 Dec
Best Western Indian Oak
Indoor pool
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 ₹9,276
₹10,389 total
includes taxes & fees
24 Dec - 25 Dec
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
Chesterton
8.0 out of 10, Very good, (1003)
"My room was clean and comfortable. I would definitely stay here again "
United States
Carolyn
The price is ₹8,367
₹9,371 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Porter near Indiana Dunes
Indoor pool
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 ₹8,557
₹9,584 total
includes taxes & fees
20 Dec - 21 Dec
Hampton Inn Crown Point
Indoor pool
Holiday Inn Express Valparaiso by IHG

Holiday Inn Express Valparaiso by IHG

2.5 star property
Valparaiso
8.4 out of 10, Very good, (767)
"Great staff and great location"
United States
jorge
The price is ₹7,477
₹8,374 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Valparaiso by IHG
Seasonal outdoor pool, pool umbrellas, pool loungers
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1635)
"Great place, hotel room is very well appointed. "
United States
Stuart
The price is ₹8,009
₹9,290 total
includes taxes & fees
6 Jan - 7 Jan 2026
Four Winds Casino Resort – New Buffalo
Indoor pool
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 star property
New Buffalo
6.8 out of 10, (1008)
"easy access to surrounding activities and staff very nice."
United States
Sally
The price is ₹5,972
₹6,450 total
includes taxes & fees
24 Dec - 25 Dec
Baymont by Wyndham 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.
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Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Great place to stay"
john 1-night trip
Posted 1 day ago
Blue Chip Casino Hotel and Spa

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Frequently asked questions

What are some accommodation options 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 such as 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 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.