A wooden staircase ascending a sandy hill with sparse vegetation.

Find Hotels with a Pool in Chesterton, IN

Check availability on Chesterton Hotels with a Pool

Tonight
Aug 9 - Aug 10
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Aug 10 - Aug 11
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Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for Chesterton hotels with a pool

1. Best Western Indian Oak

Best Western Indian Oak
Chesterton
  • Discover serene lakeside swimming in a peaceful Indiana Dunes retreat, where the indoor pool welcomes year-round relaxation.
$110 nightly
$124 total
Sep 1 - Sep 2
Total with taxes and fees
Best Western Indian Oak

2. Spring House Inn

Spring House Inn
Chesterton
  • Relax in the heated indoor pool surrounded by forest views at this tranquil retreat.
$123 nightly
$138 total
Sep 1 - Sep 2
Total with taxes and fees
Spring House Inn

3. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
  • Dive into the sparkling indoor pool oasis, just steps from Indiana Dunes National Park.
$152 nightly
$170 total
Aug 31 - Sep 1
Total with taxes and fees
Hilton Garden Inn Chesterton

4. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
  • Splash into relaxation with an indoor pool and rejuvenating hot tub at this Indiana Dunes retreat.
$112 nightly
$125 total
Aug 30 - Aug 31
Total with taxes and fees
Comfort Inn & Suites Porter near Indiana Dunes

5. Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
Portage
  • Dive into a refreshing escape with an indoor pool and children's splash area, perfect for family fun in any season.
$150 nightly
$168 total
Aug 16 - Aug 17
Total with taxes and fees
Country Inn & Suites by Radisson, Portage, IN

6. Hampton Inn Portage

Hampton Inn Portage
Portage
  • Dive into relaxation at this inviting Portage pool oasis just steps from Indiana Dunes National Park.
$122 nightly
$137 total
Aug 16 - Aug 17
Total with taxes and fees
Hampton Inn Portage

7. Holiday Inn Express and Suites Portage by IHG

Holiday Inn Express and Suites Portage by IHG
Portage
  • Escape into a refreshing indoor pool sanctuary with loungers where every swim feels like a tranquil retreat from everyday life.
$131 nightly
$146 total
Sep 8 - Sep 9
Total with taxes and fees
Holiday Inn Express and Suites Portage by IHG

8. Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes
Portage
  • Dive into comfort at this Indiana Dunes hotel with an indoor pool that's perfect for all-season splashing.
$89 nightly
$100 total
Sep 3 - Sep 4
Total with taxes and fees
Baymont by Wyndham Portage Indiana Dunes

9. Hampton Inn & Suites Michigan City

Hampton Inn & Suites Michigan City
Michigan City
  • Dive into refreshing relaxation at this Michigan City hotel with a spotless indoor pool and daily complimentary breakfast buffet.
$122 nightly
$137 total
Aug 30 - Aug 31
Total with taxes and fees
Hampton Inn & Suites Michigan City

10. Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG
Michigan City
  • Dive into pool bliss with comfy loungers at this sparkling indoor retreat near Indiana Dunes.
$135 nightly
$151 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express & Suites Michigan City by IHG
View all properties

Choose what matters most at hotels with a pool in Chesterton

Breakfast included
Hot tub
4 stars
5 stars
Beach

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Nice property"
Adam 1-night trip
Posted 18 hours ago
Blue Chip Casino Hotel and Spa
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"Great location and clean"
Mark 1-night trip
Posted 2 days ago
Quality Inn Near Interstate I94
Best Western Indian Oak

Best Western Indian Oak

8/10 Good
"The accommodations were adequate. The decorations in the room could be updated."
Geraldine 1-night trip
Posted 7 days ago
Best Western Indian Oak

Frequently asked questions

What are some accommodations with pools in Chesterton?
Waterbird Lakeside Inn: Hotel located near Indiana Dunes National Park. Offers a sauna, an indoor pool, and free self parking. Best Western Indian Oak: Hotel located near Indiana Dunes National Park. Provides daily, an indoor pool, and free self parking. Comfort Inn & Suites Porter near Indiana Dunes: Hotel, 10-minute walk from Indiana Dunes National Park. Features a sauna, an indoor pool, and daily. Spring House Inn: Offers a snack bar/deli, an indoor pool, and free self parking. Quality Inn Chesterton near Indiana Dunes National Park I-94: 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 Indiana Dunes National Park, Lake Michigan, and Indiana Dunes State Park while you're in Chesterton. Surround yourself with nature at Indiana Dunes Visitor Center and Dune Acres Beach. 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.

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