A wooden staircase ascending a sandy hill with sparse vegetation.

Hotels with Pool & Resorts in Chesterton from NZ$147

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Check availability on Chesterton Hotels with Pool

Our top choices for Chesterton hotels with a pool

A brick building with a balcony and green shutters, surrounded by trees.

1. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,012 reviews)
"Good breakfast, staff was very helpful, there was a good restaurant on site."
United States
Michael
The price is NZ$189
includes taxes & fees
17 Nov - 18 Nov
Spring House Inn
An indoor swimming pool with tiled flooring, windows, and a lifeguard chair.

2. Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,006 reviews)
"The staff was friendly and room was clean."
United States
Alyssa
The price is NZ$177
includes taxes & fees
17 Nov - 18 Nov
Best Western Indian Oak
A modern bathroom with a large mirror, a bathtub, and a sink.

3. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,002 reviews)
"Loved the balcony overlooking the lake."
United States
Marsha
The price is NZ$187
includes taxes & fees
11 Nov - 12 Nov
Waterbird Lakeside Inn
A modern dining area with multiple tables and chairs, a kitchen area with blue cabinets, and a reception desk in the background.

4. Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
7.8 out of 10, Good, (874 reviews)
"Had a great weekend. Staff was great, room was clean, facility was great for a budget."
United States
Albie
The price is NZ$150
includes taxes & fees
9 Dec - 10 Dec
Quality Inn Chesterton near Indiana Dunes National Park I-94
A hotel lobby with a red carpet, a bookshelf with books, a potted plant, a table with chairs, a small table with a vase, and a door with a red mat.

5. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (397 reviews)
"Stayed here several times over the years. Always clean so we keep coming back. Recently updated furniture is an improvement."
United States
Daniel
The price is NZ$172
includes taxes & fees
11 Dec - 12 Dec
Fairbridge Inn Express Chesterton
A wooden front door with a glass panel, a brick wall, and a small porch with a railing.

6. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (119 reviews)
"Very unique stay! Easy check-in, and staff was easily accessible via text. Would definitely stay here again due to its closeness to the Dunes and restaurants!"
United States
Noelle
The price is NZ$264
includes taxes & fees
11 Nov - 12 Nov
Furness Mansion
An indoor swimming pool with clear water, a pool lift, and several tables and chairs around the pool area.

7. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,008 reviews)
"Excellent hotel, friendly staff"
United States
Cheryl
The price is NZ$248
includes taxes & fees
5 Dec - 6 Dec
Hilton Garden Inn Chesterton
An indoor swimming pool with lounge chairs and a jacuzzi area.

8. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
7.8 out of 10, Good, (1,002 reviews)
"Good one night stay. Nice to have breakfast there before we headed out."
United States
Julie Van
The price is NZ$160
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Porter near Indiana Dunes
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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Choose what matters most at hotels with a pool in Chesterton

Breakfast included
Spa pool

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"Older room. But for the most part clean. Staff very helpful."
Judith 2-night trip
Posted 3 hours ago
Blue Chip Casino Hotel and Spa

Frequently asked questions

What are some accommodation options with pools in Chesterton?
Spring House Inn: Hotel, 10-minute walk from Indiana Dunes National Park. Features a sauna, an indoor pool and daily. Best Western Indian Oak: Hotel located near Indiana Dunes National Park. Offers a sauna, an indoor pool and free self parking. Quality Inn Chesterton near Indiana Dunes National Park I-94: 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. Furness Mansion: Hotel steps from Four Winds Casino New Buffalo. Offers 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.

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