A wooden staircase ascending a sandy hill with sparse vegetation.

Find Hotels with a Pool in Chesterton, IN

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Check availability on Chesterton Hotels with a Pool

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Chesterton hotels with a pool

1. Spring House Inn

Spring House Inn
Chesterton
  • Relax in the heated indoor pool surrounded by forest views at this tranquil retreat.
$97 nightly
$109 total
Oct 1 - Oct 2
Total with taxes and fees
Spring House Inn

2. 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 20 - Sep 21
Total with taxes and fees
Best Western Indian Oak

3. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
  • Dive into the sparkling indoor pool oasis, just steps from Indiana Dunes National Park.
$147 nightly
$164 total
Sep 20 - Sep 21
Total with taxes and fees
Hilton Garden Inn Chesterton

4. 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
  • Unwind at dual-pool retreat near Indiana Dunes National Park featuring hot tub and game barn.
$226 nightly
$253 total
Sep 14 - Sep 15
Total with taxes and fees
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

5. 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.
$113 nightly
$127 total
Oct 8 - Oct 9
Total with taxes and fees
Comfort Inn & Suites Porter near Indiana Dunes

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

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
  • Tranquil pool barn getaway near Indiana Dunes beckons with heated outdoor pool, hot tub, and refreshing poolside retreat.
$149 nightly
$167 total
Sep 14 - Sep 15
Total with taxes and fees
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

7. 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.
$132 nightly
$148 total
Sep 27 - Sep 28
Total with taxes and fees
Country Inn & Suites by Radisson, Portage, IN

8. 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.
$123 nightly
$138 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn Express & Suites Michigan City by IHG

9. Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City
Michigan City
  • Dip into poolside bliss at this hotel with loungers, just steps from Michigan beaches.
$71 nightly
$80 total
Sep 20 - Sep 21
Total with taxes and fees
Microtel Inn & Suites by Wyndham Michigan City

10. 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.
$90 nightly
$101 total
Sep 27 - Sep 28
Total with taxes and fees
Baymont by Wyndham Portage Indiana Dunes
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

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"Only about 8 channels available on the TV, felt like I was back in the 60’s"
Franklin 2-night trip
Posted 9 hours ago
Quality Inn Near Interstate I94
Comfort Inn Hammond I-94

Comfort Inn Hammond I-94

10/10 Excellent
"We enjoyed our 3-night stay. The hotel was extremely clean. Each time I left the room, someone was mopping and cleaning! The bed was so comfortable; I slept like I was at home! All the staff were friendly. I don't eat breakfast early, but the coffee was good! We would definitely stay there again."
Miriam 3-night trip
Posted 12 hours ago
Comfort Inn Hammond I-94
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"Everything was perfect breakfast & cleanliness. Definitely would stay there again"
Marc 2-night trip
Posted 1 day ago
Holiday Inn Express & Suites New Buffalo by IHG
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"The grandchildren loved fishing from hotel balcony. Was alot of fun"
LeAnne 1-night trip
Posted 1 day ago
Waterbird Lakeside Inn

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. Comfort Inn & Suites Porter near Indiana Dunes: Hotel located near Indiana Dunes National Park. Provides daily, an indoor pool, and free self parking. Furness Mansion: Offers a snack bar/deli, an indoor pool, and free self parking. Waterbird Lakeside Inn: 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 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.

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