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Oct 2 - Oct 3
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Featured Chesterton 5 Stars Hotels

Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road, Chesterton, IN
Free Cancellation
Reserve now, pay when you stay
1.08 mi from city center
$90 nightly
The price is $101 total per night
$101 total
Nov 2 - Nov 3
Total with taxes and fees
Guests of Waterbird Lakeside Inn enjoy free WiFi in public areas, express check-in, and express check-out. Free parking is included with your stay. This hotel also has laundry facilities.
Parking included
Free WiFi
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
Free Cancellation
Reserve now, pay when you stay
1.26 mi from city center
$103 nightly
The price is $116 total per night
$116 total
Oct 5 - Oct 6
Total with taxes and fees
At Spring House Inn, guests enjoy features like an indoor pool, a gym, and a sauna. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include free WiFi in public areas, meeting rooms, and a computer station.
Pool
Breakfast included
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
Free Cancellation
Reserve now, pay when you stay
1.16 mi from city center
$89 nightly
The price is $100 total per night
$100 total
Nov 2 - Nov 3
Total with taxes and fees
Guests staying at Best Western Indian Oak enjoy an indoor pool, a 24-hour gym, and a sauna. There's free parking if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include free WiFi in public areas, conference space, and a 24-hour business center.
Pool
Breakfast included
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

2.5 out of 5
1800 West US Highway 20, Chesterton, IN
Free Cancellation
Reserve now, pay when you stay
2.06 mi from city center
$113 nightly
The price is $126 total per night
$126 total
Nov 2 - Nov 3
Total with taxes and fees
At Comfort Inn & Suites Porter near Indiana Dunes, guests enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard, Chesterton, IN
Free Cancellation
Reserve now, pay when you stay
2.64 mi from city center
$124 nightly
The price is $139 total per night
$139 total
Nov 2 - Nov 3
Total with taxes and fees
Hilton Garden Inn Chesterton features an indoor pool, a 24-hour gym, and meeting rooms. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Pet friendly
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 out of 5
418 Council Road, Chesterton, IN
Free Cancellation
Reserve now, pay when you stay
1.35 mi from city center
$93 nightly
The price is $104 total per night
$104 total
Oct 30 - Oct 31
Total with taxes and fees
Quality Inn Chesterton near Indiana Dunes National Park I-94 features a gym, free WiFi in public areas, and coffee in a common area. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include free newspapers and a vending machine.
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr., Chesterton, IN
Free Cancellation
Reserve now, pay when you stay
1.18 mi from city center
$89 nightly
The price is $100 total per night
$100 total
Oct 5 - Oct 6
Total with taxes and fees
Guests staying at Fairbridge Inn Express Chesterton enjoy free WiFi in public areas, laundry facilities, and a vending machine. If you plan to drive, free parking is available. The 24-hour front desk has staff always at the ready.
Pet friendly
Parking included
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

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

0.77 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive, Michigan City, IN
11.63 mi from city center
$116 nightly
The price is $130 total per night
$130 total
Oct 5 - Oct 6
Total with taxes and fees
Guests of Blue Chip Casino Hotel and Spa have access to a full-service spa, a casino, and an indoor pool. Valet parking is available for USD 15 per stay. Helpful staff can provide luggage storage and a safe deposit box at the front desk. Other amenities at this spa hotel include 2 hot tubs, free WiFi in public areas, and meeting rooms.
Pool
Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best 5 star hotels in Chesterton

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Chesterton. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Chesterton hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Chesterton 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Chesterton with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $100 to $139
  • Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
  • Choose from 1,382 5 star hotels in Chesterton!

Chesterton hotels essential information

Accommodation
1,382 hotels
Lowest Price
$100
Highest Price
$139
Popular hotels
Waterbird Lakeside Inn, Spring House Inn, Best Western Indian Oak, Comfort Inn & Suites Porter near Indiana Dunes, Hilton Garden Inn Chesterton, Quality Inn Chesterton near Indiana Dunes National Park I-94, Fairbridge Inn Express Chesterton, Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park, Blue Chip Casino Hotel and Spa

Recent Reviews

Best Western Indian Oak

Best Western Indian Oak

5/5 Excellent
"all"
A verified traveler stayed at Best Western Indian Oak
Posted 4 days ago
Best Western Indian Oak

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