A wooden staircase ascending a sandy hill with sparse vegetation.

Search Hotels with Pool in Chesterton

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Check availability on Chesterton Hotels with Pool

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

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.
Rp1.961.750
Rp2.197.159 total
includes taxes & fees
1 Sept - 2 Sept
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.
Rp2.112.845
Rp2.455.161 total
includes taxes & fees
1 Sept - 2 Sept
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.
Rp2.693.434
Rp3.016.646 total
includes taxes & fees
31 Aug - 1 Sept
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.
Rp2.023.005
Rp2.265.765 total
includes taxes & fees
8 Sept - 9 Sept
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.
Rp2.625.965
Rp2.941.081 total
includes taxes & fees
27 Aug - 28 Aug
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.
Rp2.169.306
Rp2.429.622 total
includes taxes & fees
30 Aug - 31 Aug
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.
Rp2.255.022
Rp2.621.374 total
includes taxes & fees
9 Sept - 10 Sept
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.
Rp1.606.295
Rp1.799.050 total
includes taxes & fees
1 Sept - 2 Sept
Baymont by Wyndham Portage Indiana Dunes

9. 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.
Rp2.095.090
Rp2.441.489 total
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express & Suites Michigan City by IHG

10. 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.
Rp2.169.306
Rp2.429.622 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn & Suites Michigan City
View all properties

Choose what matters most at hotels with a pool in Chesterton

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Very clean and fairly priced"
Adnan 1-night trip
Posted 1 hour ago
Blue Chip Casino Hotel and Spa
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"Very quiet no road noise at all"
Judi 1-night trip
Posted 16 hours ago
Quality Inn Near Interstate I94
Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

10/10 Excellent
"It was a great few hours"
Richard 1-night trip
Posted 20 hours ago
Baymont by Wyndham Michigan City
Best Western Indian Oak

Best Western Indian Oak

8/10 Good
"It's conveniently located, it's clean, and it's well priced."
rick 2-night trip
Posted 22 hours ago
Best Western Indian Oak
Spring House Inn

Spring House Inn

8/10 Good
"Cute hotel. Slightly dated but seems like it’s currently being renovated, so no complaints there. The pool area had a fireplace! I wanna go and swim when that’s running! The breakfast left much to be desired. I am vegan and my options were incredibly limited - the oatmeal packets seemed to be out of date (very hard packed seasoning and the oats never really “puffed up”) and I’m used to having peanut butter at hotels to get some protein and they had none. The other people in my group are not vegan and said the breakfast was generally lame. Shared my feelings on peanut butter. I was disappointed bc reviews had specifically mentioned a good breakfast."
Lucy 1-night trip
Posted 2 days ago
Spring House Inn
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

8/10 Good
"u liked the biscuits and gravy at breakfast. However, it would have been better if the biscuits were warmed."
Ralph 2-night trip
Posted 3 days ago
Baymont by Wyndham New Buffalo

Frequently asked questions

What are some accommodation options with pools in Chesterton?
Waterbird Lakeside Inn: Hotel located near Indiana Dunes National Park. Offers daily, an indoor pool and free self parking. Comfort Inn & Suites Porter near Indiana Dunes: Hotel located near Indiana Dunes National Park. Provides a sauna, an indoor pool and free self parking. Best Western Indian Oak: 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 such as Lake Michigan, Indiana Dunes National Park 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 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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