A wooden staircase ascending a sandy hill with sparse vegetation.

Chesterton Hotels with Swimming Pool

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Check availability on Chesterton Hotels with Swimming Pools

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 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.
RM347
RM389 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Indian Oak
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.

2. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
  • Dive into the sparkling indoor pool oasis, just steps from Indiana Dunes National Park.
RM546
RM612 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Chesterton
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 hotel room with a large bed, a separate bathroom with a bathtub, a desk with a chair, and a television.

3. Spring House Inn

Spring House Inn
Chesterton
  • Relax in the heated indoor pool surrounded by forest views at this tranquil retreat.
RM303
RM360 total
includes taxes & fees
1 Nov - 2 Nov
Spring House Inn
An indoor swimming pool with lounge chairs and a jacuzzi area.
A hotel room with a large bed, a bedside table with a lamp, a bathroom with a bathtub, and a window with curtains.
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.
RM350
RM392 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Porter near Indiana Dunes
Pool
A hotel room with a bed, a sofa, a desk, and a TV.
A modern living room with a fireplace, two sofas, a coffee table, and a wooden wall.
A multi-story hotel with a covered entrance and stone pillars.

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.
RM604
RM677 total
includes taxes & fees
14 Oct - 15 Oct
Country Inn & Suites by Radisson, Portage, IN
An indoor swimming pool with clear water, marked depth lines, and lounge chairs around the perimeter.
A bathroom with a white sink, mirror, and toilet. There are towels hanging on the wall and a tissue box on the counter.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A trail sign with warnings about wet conditions and closures.

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.
RM490
RM571 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express and Suites Portage by IHG
A swimming pool with a sunroof, lounge chairs, and a changing room.
A shower area with a showerhead, handheld shower, and a step stool.
A hotel room with two beds, a desk with a flat-screen TV, a chair, and wall-mounted artwork.
Exterior

7. Hampton Inn Portage

Hampton Inn Portage
Portage
  • Dive into relaxation at this inviting Portage pool oasis just steps from Indiana Dunes National Park.
RM448
RM502 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 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 spacious lobby with a high ceiling, a central dining area, and comfortable seating arrangements.

8. 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.
RM528
RM591 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn & Suites Michigan City
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 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.

9. 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.
RM370
RM414 total
includes taxes & fees
1 Nov - 2 Nov
Baymont by Wyndham Portage Indiana Dunes
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 bathroom with a granite countertop sink, a mirror, a shower with a curtain, and a towel rack with towels.
A hotel room with a large bed, a bench by the window, a bedside table with a phone, and a mirror above the bed.

10. 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.
RM292
RM327 total
includes taxes & fees
11 Oct - 12 Oct
Microtel Inn & Suites by Wyndham 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

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"Extremely nice staff. Most comfortable bed. Breakfast was several steps above most hotels. Different items each day, and warm cinnamon rolls. We used the guest laundry too, which was super convenient. Will definitely stay again!"
Michele 3-night trip
Posted 1 day ago
Holiday Inn Express & Suites New Buffalo by IHG
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

8/10 Good
"Good one night stay. Nice to have breakfast there before we headed out."
Julie Van 1-night trip
Posted 1 day ago
Comfort Inn & Suites Porter near Indiana Dunes
Spring House Inn

Spring House Inn

10/10 Excellent
"Secluded clean place. Dark parking lot, but best to have "lights out" during current ongoing fall bird migration."
rod 1-night trip
Posted 1 day ago
Spring House Inn
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

10/10 Excellent
"We were very impressed with this hotel. My mom said this was the best hotel that she had stayed at in years. She was really impressed with how brightly lit the room was. There were full size mirrors behind the beds with full length lights behind the beds. They were also recess can lights throughout the room. It smelled clean and fresh. It was absolutely perfect. We would love to stay there again. The breakfast was amazing! Delicious hot eggs, biscuits, gravy, bagels with cream cheese, orange juice and much more. A nice indoor pool. The manager was extremely helpful and friendly. Great place very well maintained!"
Justin 1-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Michigan City
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 3 days ago
Fairfield Inn and Suites By Marriott Merrillville
Waterbird Lakeside Inn

Waterbird Lakeside Inn

8/10 Good
"The room was clean and very comfortable!! And the view was the best!"
Barry 2-night trip
Posted 8 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. 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 21Β°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 0Β°C.

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