A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Luxury Hotels

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterton

A bedroom with two beds, a ceiling fan, a TV on a dresser, and a window with blinds.
A bedroom with a bed, a ceiling fan, a window, a desk, and a chair.
A bedroom with a bed, a desk, a chair, a television, and a ceiling fan.
A bedroom with a bed, a ceiling fan, a fireplace, and a television.

1. Full House booking of a history building close to the Dunes

Full House booking of a history building close to the Dunes
Chesterton
￥281,378
￥360,063 total
includes taxes & fees
Oct 12 - Oct 13
Full House booking of a history building close to the Dunes
A sandy beach path leading to the sea with grassy dunes on either side.
A kitchen with wooden flooring, a stove, cabinets, a sink, and a window with a view.
A dining room with a round table and four chairs, a decorative wall clock, and a window with blinds.
A living room with a grey sofa, two armchairs, a coffee table, and a rug. There are two lamps, a framed picture on the wall, and a window with curtains.

2. Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
Chesterton
￥37,504
￥43,001 total
includes taxes & fees
Oct 11 - Oct 12
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
A beach with sand dunes and grass.
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 large house with a swimming pool, a covered patio, and a garage with multiple doors.

3. 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
￥31,422
￥39,791 total
includes taxes & fees
Oct 13 - Oct 14
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A modern bar area with multiple seating options, including bar stools and round tables with chairs.
A hotel room with a dining area, a sofa, a TV, and a microwave.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

4. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
￥20,846
￥23,347 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Chesterton
A modern kitchen with a central island, wooden dining table, and chairs. There is a ceiling fan, a microwave, and a refrigerator.
A bedroom with a bed, a nightstand, a ceiling fan, a window with curtains, and a view of greenery outside.
A two-story house with a porch, a garage, and a wooded backdrop.
A modern kitchen with a central island, stainless steel appliances, and a clock on the wall.

5. NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
￥25,106
￥62,250 total
includes taxes & fees
Nov 1 - Nov 2
NEW! Beautiful Riverfront Home on 10 Acres!
A large house surrounded by dense forest with a beach and ocean in the background.
A bedroom with a bed, a desk, a chair, a TV, and a ceiling fan.
A dining area with a table and chairs, a door leading to a balcony, a fireplace, and a mounted television.
A corner room with two wicker chairs, a small table, and a bay window with a view of trees.

6. Furness Mansion

Furness Mansion
Chesterton
￥18,655
￥20,894 total
includes taxes & fees
Nov 2 - Nov 3
Furness Mansion
A brick building with a balcony and green shutters, surrounded by trees.
A traditional half-timbered house with multiple balconies, a well-maintained garden, and a clear view of the surrounding greenery.
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.

7. Spring House Inn

Spring House Inn
Chesterton
￥15,632
￥18,298 total
includes taxes & fees
Nov 1 - Nov 2
Spring House Inn
A beach with sand dunes and grass.
A wooden play structure with a slide and a small building.
A wooden bridge in a forested area.
A fire pit surrounded by wooden benches and chairs in an outdoor setting.

8. The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
￥20,369
￥26,350 total
includes taxes & fees
Oct 11 - Oct 12
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
A living room with a dark blue door, a grey sofa, a blue sofa, a coffee table, and a floor lamp.
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.
A bedroom with a bed, two windows, a nightstand, and a patterned rug.
A living room with a flat-screen TV mounted on the wall, a sofa, a coffee table with books and a bottle, and a window with a view of the outside.

9. Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Chesterton
￥18,759
￥61,509 total
includes taxes & fees
Oct 12 - Oct 13
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
A kitchen counter with a kettle, sugar and creamer containers, Twinings green tea box, a coffee maker, and a small plant.
A beach with a parking lot and buildings in the background.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.
A living room with a sectional sofa, a flat-screen TV, a wooden clock, and a window with a plant.

10. Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Chesterton
￥18,790
￥24,582 total
includes taxes & fees
Oct 13 - Oct 14
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
View all properties

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"Had a great stay the only thing I would be happier about was the water pressure and warmth both in a sap shower. morning and night did not have a very satisfying shower everything else was great!"
Ziah 1-night trip
Posted 12 hours ago
Blue Chip Casino Hotel and Spa
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"I was pleasantly surprised at how nice my room was."
Robert 2-night trip
Posted 12 hours ago
Ameristar Casino Hotel East Chicago
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

8/10 Good
"We only spent one night here and slept through breakfast so our experience with anything other than the room itself (very clean and smelling good) was good."
Cathy 1-night trip
Posted 1 day ago
Quality Inn Chesterton near Indiana Dunes National Park I-94
Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Loved the balcony looking out on the small lake behind the hotel. The front desk clerk was nice. Updated bathrooms were nice ecxept ours would not stay closed & had to use a washcoth to hold to closed.Otherwise a very nice stay for going to Indiana Dunes State Park"
Karen 2-night trip
Posted 1 day ago
Best Western Indian Oak
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 3 days ago
Holiday Inn Express & Suites New Buffalo by IHG
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 11 days ago
Waterbird Lakeside Inn

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Chesterton?
Let Expedia help you arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare Intl. Airport (ORD) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Chesterton offers. Known for its restaurants, Chesterton also has some interesting things to see and do including Lake Michigan, so you may want to take in the local sights during your visit.
When can I expect good weather in Chesterton?
Planning for the weather is an important factor for making your trip to Chesterton a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.
What's there to see and do in Chesterton?
Enjoy Chesterton and visit Lake Michigan, Lustron House, and Indiana Dunes Visitor Center. If you have extra time while you're in the area, you might want to see Bailly Homestead - American Indians and Fur Traders and Indiana Dunes National Park.

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