A wooden staircase ascending a sandy hill with sparse vegetation.

Chesterton Hotel Guide - Hotels with Pool in Chesterton, Indiana

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Check availability on Chesterton Hotels with Pool

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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.
€85
includes taxes & fees
1 Nov - 2 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 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.
€103
includes taxes & fees
1 Nov - 2 Nov
Spring House Inn
An indoor swimming pool with clear water, a pool lift, and several tables and chairs around the pool area.
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.
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.
€109
includes taxes & fees
2 Nov - 3 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 reception area with a counter, a vending machine, and a view of the outside through glass doors.
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.
€90
includes taxes & fees
5 Nov - 6 Nov
Comfort Inn & Suites Porter near Indiana Dunes
A large house with a swimming pool, a covered patio, and a garage with multiple doors.
A wooden play structure with a slide and a small building.
A covered outdoor grill area with a metal roof and a glass enclosure, surrounded by a wooden deck.
A beach with sand dunes and grass.

5. 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.
€223
includes taxes & fees
21 Oct - 22 Oct
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A large house with a swimming pool, a covered patio, and a garage with multiple doors.
A wooden bridge in a forested area.
A fire pit surrounded by wooden benches and chairs in an outdoor setting.
A beach with sand dunes and grass.

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.
€154
includes taxes & fees
19 Oct - 20 Oct
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Pool
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.
A modern kitchen with a central island, blue cabinets, and a variety of kitchen appliances.

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.
€148
includes taxes & fees
6 Nov - 7 Nov
Country Inn & Suites by Radisson, Portage, IN
A swimming pool with lounge chairs and a door leading to a covered area.
A modern building with a flat roof, large windows, and a flagpole.
A hotel room with a large bed, a desk with a flat-screen TV, a yellow armchair, and a window with curtains.
A fitness room with a treadmill, elliptical, and stationary bike.

8. Hampton Inn Portage

Hampton Inn Portage
Portage
  • Dive into relaxation at this inviting Portage pool oasis just steps from Indiana Dunes National Park.
€110
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn Portage
An indoor swimming pool with blue and green walls, surrounded by various chairs and a lifeguard chair.
A multi-story hotel with a covered entrance and a brick facade.
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 hotel lobby with striped armchairs, a sofa, a dining area, and a kitchenette.

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
includes taxes & fees
1 Nov - 2 Nov
Microtel Inn & Suites by Wyndham Michigan City
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 bathroom with a white sink, a mirror, a toilet, and a towel rack.
A restaurant interior with wooden walls, a bar area, and several tables and chairs.

10. 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
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express & Suites Michigan City by IHG
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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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Anytime my wife and I need a little weekend getaway, we are headed to the Blue Chip Casino. The vibe was great. The food at the steakhouse was delicious. The room was top notch."
Joel 1-night trip
Posted 15 hours ago
Blue Chip Casino Hotel and Spa
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

10/10 Excellent
"I was skeptical at first but it was the nicest, cleanest and most comfortable room I have stay in yet. Love the ambiance the entire place gives. The lady that night was amazing and friendly."
Rowena 1-night trip
Posted 19 hours ago
Microtel Inn & Suites by Wyndham Michigan City
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 6 days ago
Comfort Inn & Suites Porter near Indiana Dunes
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

10/10 Excellent
"Hotel was minutes from Indiana state and National Dunes parks. There were two restaurants within walking distance and a gas station across the street. But it was the people at the hotel that made it. And the bartender makes a great margarita. Definitely stay here!"
Michele 1-night trip
Posted 7 days ago
Hilton Garden Inn Chesterton
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 9 days 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.