A wooden staircase ascending a sandy hill with sparse vegetation.

Chesterton Hotel with Pool

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Check availability on Chesterton Hotel with Pool

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Chesterton hotels with a pool

An indoor swimming pool with tiled flooring, windows, and a lifeguard chair.
A wooden deck with a railing overlooking a calm lake at sunset.
A hotel room with a bed, a bathroom with a bathtub, a desk, and a chair.
A spacious lobby with multiple seating areas, a staircase, and a large window providing natural light.

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.
HK$867
HK$971 total
includes taxes & fees
28 Sept - 29 Sept
Best Western Indian Oak
A pool area with a round table and chairs, a tiled floor, and large windows.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
A spacious room with wooden floors, a large chandelier, and a cozy seating area with sofas and chairs.
A traditional half-timbered house with multiple balconies, a well-maintained garden, and a clear view of the surrounding greenery.

2. Spring House Inn

Spring House Inn
Chesterton
  • Relax in the heated indoor pool surrounded by forest views at this tranquil retreat.
HK$641
HK$758 total
includes taxes & fees
4 Oct - 5 Oct
Spring House Inn
An indoor swimming pool with clear water, a pool lift, and several tables and chairs around the pool area.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.
A hotel room with a dining area, a sofa, a TV, and a microwave.
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.

3. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
  • Dive into the sparkling indoor pool oasis, just steps from Indiana Dunes National Park.
HK$1,216
HK$1,362 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Chesterton
A multi-story hotel with a covered entrance and stone pillars.
A modern kitchen with a central island, blue cabinets, and a variety of kitchen appliances.
A hotel room with a bed, a sofa, a desk, and a TV.

4. 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.
HK$1,094
HK$1,225 total
includes taxes & fees
28 Sept - 29 Sept
Country Inn & Suites by Radisson, Portage, IN
An indoor swimming pool with lounge chairs and a jacuzzi area.
A hotel with a covered entrance, multiple windows, and a parking lot.
A modern kitchen with a coffee station, a bread display, and a refrigerated display.
A hotel room with a large bed, a bedside table with a lamp, a bathroom with a bathtub, and a window with curtains.

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.
HK$844
HK$945 total
includes taxes & fees
18 Oct - 19 Oct
Comfort Inn & Suites Porter near Indiana Dunes
A pool area with chairs and tables, a sign indicating the pool is for guest use only, and a door leading to another room.
A hotel lobby with a reception desk, a clock, a blue mat, and a couch.
A multi-story hotel with a prominent "Baymont Inn & Suites" sign.
A living room with leather sofas, a flat-screen TV, and a fireplace.

6. 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.
HK$710
HK$795 total
includes taxes & fees
5 Oct - 6 Oct
Baymont by Wyndham Portage Indiana Dunes
A swimming pool with safety signs, a lifeguard chair, and a clear view of the surrounding area.
A Country Inn & Suites by Radisson building with a covered entrance and brick exterior.
A modern living room with a fireplace, a sofa, a wooden chair, and a dining area with a table and chairs.
A modern kitchen with blue cabinets, a coffee station, and a buffet area with various food items.

7. Country Inn & Suites by Radisson, Valparaiso, IN

Country Inn & Suites by Radisson, Valparaiso, IN
Valparaiso
  • Inviting indoor pool retreat creates a tranquil oasis for year-round aquatic enjoyment, regardless of Indiana's seasonal weather.
HK$1,060
HK$1,187 total
includes taxes & fees
4 Oct - 5 Oct
Country Inn & Suites by Radisson, Valparaiso, IN
A large indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A restaurant interior with wooden walls, a bar area, and several tables and chairs.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of a snowy landscape.
A bathroom with a white sink, a mirror, a toilet, and a towel rack.

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.
HK$926
HK$1,079 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express & Suites Michigan City by IHG
A rectangular indoor swimming pool with a tiled edge, surrounded by stone flooring and white plastic chairs.
A hotel room with a sofa, a bedside table, a lamp, a bed with a striped blanket, and framed artwork on the wall.
A modern living room with a sectional sofa, a coffee table, a bookshelf, and a fireplace.
A hotel room with a large bed, a bathroom with a bathtub, a desk with a chair, and a small table with a lamp.

9. Country Inn & Suites by Radisson, Michigan City, IN

Country Inn & Suites by Radisson, Michigan City, IN
Michigan City
  • Immerse in crystal-clear waters with year-round indoor pool stays near Indiana Dunes.
HK$860
HK$963 total
includes taxes & fees
12 Oct - 13 Oct
Country Inn & Suites by Radisson, Michigan City, IN
A modern building with stone exterior walls, large windows, and outdoor seating area with chairs and a small tree.
A gym with treadmills, an elliptical, dumbbells, and exercise balls.
A hotel room with a bed, desk, chair, kitchenette, and a painting on the wall.
A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance, stone facade, and multiple flags including the American flag and the European Union flag.

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.
HK$1,032
HK$1,156 total
includes taxes & fees
4 Oct - 5 Oct
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

Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Nice hotel near lots of dining"
Sally 2-night trip
Posted 2 days ago
Best Western Indian Oak
Spring House Inn

Spring House Inn

10/10 Excellent
"Very cute."
Daniel 2-night trip
Posted 3 days ago
Spring House Inn
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Love this hotel! Staff is so friendly and helpful. I arrived at the hotel injured from a motorcycle accident that occurred on my way from NY to Colorado. The whole staff is so caring and kind. My room is lovely and comfortable. I am temporarily stranded due to the accident but so glad I chose this hotel to recuperate at."
Dina 1-night trip
Posted 3 days ago
Waterbird Lakeside Inn

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. Comfort Inn & Suites Porter near Indiana Dunes: Hotel located near Indiana Dunes National Park. Provides daily, an indoor pool and free self parking. Quality Inn Chesterton near Indiana Dunes National Park I-94: 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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