A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Luxury Hotels

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1
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 ceiling fan, a fireplace, and a television.
A bedroom with a bed, a desk, a chair, a television, and a ceiling fan.

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

Full House booking of a history building close to the Dunes
Chesterton
￥282,465
￥361,454 total
includes taxes & fees
Oct 26 - Oct 27
Full House booking of a history building close to the Dunes
A beach with sand dunes and grass.
A large house with a swimming pool, a covered patio, and a garage with multiple doors.
A covered outdoor grill area with a metal roof and a glass enclosure, surrounded by a wooden deck.
A wooden play structure with a slide and a small building.

2. 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
￥31,543
￥39,944 total
includes taxes & fees
Oct 25 - Oct 26
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A modern kitchen with a central island, wooden dining table, and chairs. There is a ceiling fan, a microwave, and a refrigerator.
A compact kitchen with grey cabinets, a wooden countertop, and a coffee maker.
A modern kitchen with a central island, stainless steel appliances, and a clock on the wall.
A bedroom with a bed, a nightstand, a ceiling fan, a window with curtains, and a view of greenery outside.

3. NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
￥25,125
￥61,767 total
includes taxes & fees
Nov 3 - Nov 4
NEW! Beautiful Riverfront Home on 10 Acres!
A beach with a sunset, waves, and sparse vegetation.
An outdoor patio with a gray sofa set, a barbecue grill, and a hot tub.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.
A bedroom with a bed, pillows, a ceiling fan, and a wardrobe.

4. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
￥21,617
￥47,396 total
includes taxes & fees
Nov 16 - Nov 17
Tower Haus w/Private Hot Tub
A beach with sand dunes and grass.
A fire pit surrounded by wooden benches and chairs in an outdoor setting.
A wooden bridge in a forested area.
A wooden play structure with a slide and a small building.

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

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
￥20,448
￥26,452 total
includes taxes & fees
Nov 1 - Nov 2
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A modern reception area with a wooden reception desk, a small seating area, and a snack bar with various packaged goods.
A hotel room with a dining area, a sofa, a TV, and a microwave.
A modern bar area with multiple seating options, including bar stools and round tables with chairs.

6. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
￥17,234
￥19,302 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Chesterton
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.
A dining area with a table set for four, a potted plant, and a kitchen in the background.

7. 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
￥18,863
￥24,677 total
includes taxes & fees
Oct 22 - Oct 23
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
A large house surrounded by dense forest with a beach and ocean in the background.
A dining area with a table and chairs, a door leading to a balcony, a fireplace, and a mounted television.
A bedroom with a bed, a desk, a chair, a TV, and a ceiling fan.
A corner room with two wicker chairs, a small table, and a bay window with a view of trees.

8. Furness Mansion

Furness Mansion
Chesterton
￥18,879
￥21,145 total
includes taxes & fees
Oct 27 - Oct 28
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 dining area with high ceilings and large windows, featuring wooden tables and chairs.
A pool area with a round table and chairs, a tiled floor, and large windows.

9. Spring House Inn

Spring House Inn
Chesterton
￥15,644
￥18,311 total
includes taxes & fees
Nov 1 - Nov 2
Spring House Inn
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.
A compact kitchen with white cabinets, a stainless steel refrigerator, a gas stove, and a window with blinds.
A compact kitchen with a built-in oven, a refrigerator, and a television mounted on the oven.
A cozy living room with a dark-colored sofa, a round coffee table, and a small side table.

10. The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
￥17,119
￥39,412 total
includes taxes & fees
Oct 21 - Oct 22
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
View all properties

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Our second time staying at Blue Chip. Room was awesome! 18th floor. Sun came up and shined in! Huge windows, room was clean, comfortable and reasonable!!"
George 2-night trip
Posted 20 hours ago
Blue Chip Casino Hotel and Spa
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Great stay. Reasonable price."
Sandra 2-night trip
Posted 1 day 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 2 days ago
Best Western Indian Oak
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 12 days ago
Quality Inn Chesterton near Indiana Dunes National Park I-94

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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