A wooden staircase ascending a sandy hill with sparse vegetation.

Search Hotels with Swimming Pool in Chesterton

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesterton Hotels with Swimming Pool

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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.
₹8,430
₹9,442 total
includes taxes & fees
4 Nov - 5 Nov
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 traditional half-timbered house with multiple balconies, a well-maintained garden, and a clear view of the surrounding greenery.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.

2. Spring House Inn

Spring House Inn
Chesterton
  • Relax in the heated indoor pool surrounded by forest views at this tranquil retreat.
₹9,352
₹10,947 total
includes taxes & fees
4 Nov - 5 Nov
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 bar area with a long counter, multiple shelves with bottles, and four bar stools.
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.
₹10,228
₹11,456 total
includes taxes & fees
16 Nov - 17 Nov
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 room with a large bed, a bedside table with a lamp, a bathroom with a bathtub, and a window with curtains.
A hotel with a covered entrance, multiple windows, and a parking lot.

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.
₹8,487
₹9,506 total
includes taxes & fees
19 Nov - 20 Nov
Comfort Inn & Suites Porter near Indiana Dunes
Pool
A modern kitchen with a central island, blue cabinets, and a variety of kitchen appliances.
A multi-story hotel with a covered entrance and stone pillars.
A hotel room with a bed, a sofa, a desk, and a TV.

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.
₹14,079
₹15,769 total
includes taxes & fees
1 Nov - 2 Nov
Country Inn & Suites by Radisson, Portage, IN
An indoor swimming pool with a tiled floor, a pool ladder, and lounge chairs.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A hotel room with two beds, a TV, a desk, and a kitchenette.
A bathroom with a white sink, mirror, and toilet. There are towels hanging on the wall and a tissue box on the counter.

6. 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.
₹11,336
₹13,202 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express and Suites Portage 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 living room with leather sofas, a flat-screen TV, and a fireplace.
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.

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.
₹8,546
₹9,571 total
includes taxes & fees
8 Nov - 9 Nov
Baymont by Wyndham Portage Indiana Dunes
A swimming pool with a sunroof, lounge chairs, and a changing room.
Exterior
An outdoor patio area with tables and chairs, a building with large windows, and string lights.
A shower area with a showerhead, handheld shower, and a step stool.

8. Hampton Inn Portage

Hampton Inn Portage
Portage
  • Dive into relaxation at this inviting Portage pool oasis just steps from Indiana Dunes National Park.
₹10,359
₹11,602 total
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn Portage
A modern building with stone exterior walls, large windows, and outdoor seating area with chairs and a small tree.
A spacious lobby with a high ceiling, a central dining area, and comfortable seating arrangements.
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.
A gym with treadmills, an elliptical, dumbbells, and exercise balls.

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.
₹9,993
₹11,192 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn & Suites Michigan City
An indoor swimming pool with white chairs and tables, a 'No Diving' sign, and 'Pool Rules' posted on the wall.
A bathroom with a bathtub, toilet, sink, and a large mirror.
A hotel room with two beds, a sitting area with a chair, a small table, a kitchenette, and a bathroom.
A restaurant with wooden tables and chairs, a counter with a menu, and large windows offering a view of the parking area.

10. Quality Inn Michigan City South

Quality Inn Michigan City South
Michigan City
  • Dive into year-round aquatic bliss at this Michigan City hotel featuring an indoor pool just steps from shopping and casinos.
₹7,124
₹7,979 total
includes taxes & fees
25 Oct - 26 Oct
Quality Inn Michigan City South
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
"Beautiful property and excellent, attentive staff!"
Steph 1-night trip
Posted 3 hours ago
Blue Chip Casino Hotel and Spa
Spring House Inn

Spring House Inn

8/10 Good
"Unique older hotel in the area of Indiana Dunes NP. The facility has been around for a while...age shows but the bones are good. Modernization would ruin the ambiance! Rooms are huge, clean, and functional. However, they are dimly lit and dated. The hotel is filled with antiques and live plants...a rarity...but they burn candles to mask musty odors...I assume...as there was an odd odor the first day we arrived. Breakfast was the usual hotel fix it your self breakfast. Nothing special but good for included. Parking area could use some sprucing up. I would stay again if in the area."
Sandra 2-night trip
Posted 22 hours ago
Spring House Inn
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Great stay. Reasonable price."
Sandra 2-night trip
Posted 3 days ago
Waterbird Lakeside Inn
Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Very nice room. Lake view was nice. Breakfast was good."
Ruth 1-night trip
Posted 4 days ago
Best Western Indian Oak
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

10/10 Excellent
"Well kept property and the staff were friendly. It was very clean."
Nicole 1-night trip
Posted 2 weeks ago
Comfort Inn & Suites Porter near Indiana Dunes
Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

10/10 Excellent
"Great experience i had in a long time"
Steve 2-night trip
Posted 2 weeks ago
Fairfield Inn and Suites By Marriott Merrillville

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

Explore a world of travel with Expedia