Viewed on an early Spring day, a wooden staircase along a sandy hillside at Indiana Dunes National Park, near Chesterton, IN.

Find Hotels with a Pool in Chesterton, IN

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chesterton Hotels with a Pool

This weekend
Next weekend

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, (1,007 reviews)
  • cleanliness
    Relax in the heated indoor pool surrounded by forest views at this tranquil retreat.
The price is AED 474
AED 549 total
includes taxes & fees
24 Jun - 25 Jun
Spring House Inn

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Dive into the sparkling indoor pool oasis, just steps from Indiana Dunes National Park.
The price is AED 512
AED 573 total
includes taxes & fees
30 Jun - 1 Jul
Hilton Garden Inn Chesterton

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Discover serene lakeside swimming in a peaceful Indiana Dunes retreat, where the indoor pool welcomes year-round relaxation.
The price is AED 514
AED 576 total
includes taxes & fees
24 Jun - 25 Jun
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, (14 reviews)
  • cleanliness
    Tranquil pool barn getaway near Indiana Dunes beckons with heated outdoor pool, hot tub, and refreshing poolside retreat.
The price is AED 493
AED 634 total
includes taxes & fees
30 Jun - 1 Jul
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

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, (1,005 reviews)
  • cleanliness
    Splash into relaxation with an indoor pool and rejuvenating hot tub at this Indiana Dunes retreat.
The price is AED 415
AED 465 total
includes taxes & fees
20 Jul - 21 Jul
Comfort Inn & Suites Porter near Indiana Dunes

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1,938 reviews)
  • cleanliness
    Dive into the seasonal outdoor pool surrounded by loungers, where live music creates a relaxing getaway atmosphere.
The price is AED 360
AED 418 total
includes taxes & fees
28 Jun - 29 Jun
Four Winds Casino Resort – New Buffalo

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94
2.5 star property
New Buffalo
8.4 out of 10, Very Good, (1,217 reviews)
  • cleanliness
    Sparkling blue waters await at this forest-surrounded hotel, where relaxation comes with refreshing indoor pool dips.
The price is AED 331
AED 351 total
includes taxes & fees
28 Jun - 29 Jun
Quality Inn Near Interstate I94

Hampton Inn & Suites Valparaiso

Hampton Inn & Suites Valparaiso
2.5 star property
Valparaiso
8.8 out of 10, Excellent, (836 reviews)
  • cleanliness
    Dive into refreshing aquatic bliss at this airport hotel with an indoor pool and convenient location near local attractions.
The price is AED 419
AED 469 total
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn & Suites Valparaiso

Holiday Inn Express & Suites La Porte by IHG

Holiday Inn Express & Suites La Porte by IHG
2.5 star property
La Porte
9.0 out of 10, Wonderful, (666 reviews)
  • cleanliness
    Dive into cool waters at this hotel with an indoor pool and relaxing sun loungers.
The price is AED 459
AED 534 total
includes taxes & fees
28 Jun - 29 Jun
Holiday Inn Express & Suites La Porte by IHG

Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo
2.5 star property
New Buffalo
6.8 out of 10, (1,047 reviews)
  • cleanliness
    Experience poolside relaxation just steps from Lake Michigan with an indoor pool and hot tub escape.
The price is AED 272
AED 293 total
includes taxes & fees
29 Jun - 30 Jun
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.

Choose what matters most at hotels with a pool in Chesterton

Top Chesterton Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Chesterton?
Best Western Indian Oak: Hotel located near Indiana Dunes National Park. Features a sauna, 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. Waterbird Lakeside Inn: Features a snack bar/deli, an indoor pool, and free self parking. Hilton Garden Inn Chesterton: Hotel located near Indiana Dunes National Park. Features daily, an indoor pool, and free self parking. Furness Mansion: Provides complimentary wireless internet access, a pool, and kitchens.
What is there to see and do in Chesterton?
Explore places like Lake Michigan and Indiana Dunes National Park 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 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.