A wooden staircase ascending a sandy hill with sparse vegetation.

Hotels with Swimming Pool in Chesterton, Indiana

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Check availability on Chesterton Hotels with Swimming Pool

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Chesterton hotels with a pool

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

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.
P6,908
P7,737 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Indian Oak
A pool area with a round table and chairs, a tiled floor, and large windows.
A spacious room with wooden floors, a large chandelier, and a cozy seating area with sofas and chairs.
A spacious dining area with high ceilings and large windows, featuring wooden tables 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.
P5,111
P6,037 total
includes taxes & fees
Oct 4 - Oct 5
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 high ceilings, modern lighting fixtures, and potted plants.
A hotel room with a dining area, a sofa, a TV, and a microwave.
A bar area with a long counter, multiple shelves with bottles, and four bar stools.

3. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
  • Dive into the sparkling indoor pool oasis, just steps from Indiana Dunes National Park.
P9,194
P10,297 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Chesterton
An indoor swimming pool with lounge chairs and a jacuzzi area.
A modern kitchen with a coffee station, a bread display, and a refrigerated display.
A hotel with a covered entrance, multiple windows, and a parking lot.
A hotel room with a large bed, a bedside table with a lamp, a bathroom with a bathtub, and a window with curtains.

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.
P7,140
P7,997 total
includes taxes & fees
Sep 30 - Oct 1
Comfort Inn & Suites Porter near Indiana Dunes
A hotel room with a bed, a sofa, a desk, and a TV.
A multi-story hotel with a covered entrance and stone pillars.
A modern living room with a fireplace, two sofas, a coffee table, and a wooden wall.

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.
P8,237
P9,225 total
includes taxes & fees
Sep 27 - Sep 28
Country Inn & Suites by Radisson, Portage, IN
A large indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of a snowy landscape.
A reception area with two blue and white reception desks, a grey wall with geometric patterns, and a vending machine in the background.
A restaurant interior with wooden walls, a bar area, and several tables and chairs.

6. 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.
P7,391
P8,613 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express & Suites Michigan City by IHG
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 multi-story hotel with a prominent "Baymont Inn & Suites" sign.
A hotel room with a large bed, a sitting area with a chair, a bathtub, and a framed picture on the wall.
A hotel lobby with a reception desk, a clock, a blue mat, and a couch.

7. 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.
P5,656
P6,335 total
includes taxes & fees
Sep 27 - Sep 28
Baymont by Wyndham Portage Indiana Dunes
An indoor swimming pool with blue and green walls, surrounded by various chairs and a lifeguard chair.
A hotel room with a large bed, a bench by the window, a bedside table with a phone, and a mirror above the bed.
A bathroom with a granite countertop sink, a mirror, a shower with a curtain, and a towel rack with towels.
A hotel lobby with striped armchairs, a sofa, a dining area, and a kitchenette.

8. 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.
P4,464
P4,999 total
includes taxes & fees
Sep 14 - Sep 15
Microtel Inn & Suites by Wyndham Michigan City
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Choose what matters most at hotels with a pool in Chesterton

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Chesterton Hotel Reviews

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"I did not like to see so many cannabis stores within walking distance of our hotel.."
Ricky 2-night trip
Posted 6 hours ago
Holiday Inn Express & Suites New Buffalo by IHG
Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

8/10 Good
"The room was clean."
Georgene 1-night trip
Posted 15 hours ago
Fairfield Inn and Suites By Marriott Merrillville
Comfort Inn Hammond I-94

Comfort Inn Hammond I-94

10/10 Excellent
"Nice"
David 5-night trip
Posted 16 hours ago
Comfort Inn Hammond I-94
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

10/10 Excellent
"Hair dryer was broke and AC water was leaking from the room upper room. The staff changed my room. It was ok."
Fernanda 1-night trip
Posted 2 days ago
Baymont by Wyndham New Buffalo
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

10/10 Excellent
"Perfect"
Jeannette 2-night trip
Posted 2 days ago
Hilton Garden Inn Chesterton
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Amazing stay. The balcony view was amazing. The room was huge. I highly recommend!"
Michelle 3-night trip
Posted 2 days ago
Waterbird Lakeside Inn
Spring House Inn

Spring House Inn

10/10 Excellent
"This place was awesome!! We’ll be staying at this place when we go up there from now on."
Jarrod 1-night trip
Posted 3 days ago
Spring House Inn

Frequently asked questions

What are some accommodations 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. 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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