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Dec 26 - Dec 28
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Recommended hotels in Chesterton

Exterior detail
Spring House Inn

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1000)
"Beautiful Hotel"
United States
Joseph
$83 nightly
The price is $93
Jan 1 - Jan 2, 2026
Total with taxes and fees
Spring House Inn
Exterior
Best Western Indian Oak

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1001)
"It was very nice, with great access to the national park."
United States
leona ann
$93 nightly
The price is $105
Dec 26 - Dec 27
Total with taxes and fees
Best Western Indian Oak
Exterior
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
3.5 star property
Michigan City
8.2 out of 10, Very Good, (1877)
"Great place to stay"
United States
john
$108 nightly
The price is $121
Jan 1 - Jan 2, 2026
Total with taxes and fees
Blue Chip Casino Hotel and Spa
Exterior
Hampton Inn & Suites Michigan City

Hampton Inn & Suites Michigan City

Hampton Inn & Suites Michigan City
2.5 star property
Michigan City
8.6 out of 10, Excellent, (915)
"Comfortable, clean, well furnished; excellent breakfast 👍👍👍"
United States
Eduardo
$98 nightly
The price is $109
Dec 26 - Dec 27
Total with taxes and fees
Hampton Inn & Suites Michigan City
Exterior
Travelodge by Wyndham La Porte/Michigan City Area

Travelodge by Wyndham La Porte/Michigan City Area

Travelodge by Wyndham La Porte/Michigan City Area
2.0 star property
La Porte
7.2 out of 10, Good, (623)
"Great stay! Staff was great. "
United States
Yesica
$72 nightly
The price is $81
Jan 2 - Jan 3, 2026
Total with taxes and fees
Travelodge by Wyndham La Porte/Michigan City Area
Exterior
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1000)
"We loved staying here. "
United States
Linda
$106 nightly
The price is $118
Dec 26 - Dec 27
Total with taxes and fees
Hilton Garden Inn Chesterton
Exterior detail
Waterbird Lakeside Inn

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (989)
"Balcony was a nice extra. Room was clean and bed was comfortable. I’d stay here again if in the area"
United States
Jorge
$90 nightly
The price is $101
Dec 20 - Dec 21
Total with taxes and fees
Waterbird Lakeside Inn
Exterior
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
8.0 out of 10, Very Good, (1002)
"Nice and close to the beach."
United States
Alison
$90 nightly
The price is $101
Dec 28 - Dec 29
Total with taxes and fees
Comfort Inn & Suites Porter near Indiana Dunes
Exterior
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
8.0 out of 10, Very Good, (718)
"Clean room, easy check in"
United States
Billy
$78 nightly
The price is $87
Jan 7 - Jan 8, 2026
Total with taxes and fees
Quality Inn Chesterton near Indiana Dunes National Park I-94
Exterior
Furness Mansion

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (57)
"This was a lovely place to stay...such a nice surprise as we booked at the last minute. We would stay here again for sure! The owner was very accomodating, and the hotel is beautiful...perfectly described as a boutique hotel. Loved it."
United States
Nicole
$180 nightly
The price is $202
Dec 23 - Dec 24
Total with taxes and fees
Furness Mansion
Exterior
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (343)
"Staff were lovely "
Canada
Jessica
$82 nightly
The price is $92
Dec 20 - Dec 21
Total with taxes and fees
Fairbridge Inn Express Chesterton
Exterior
Holiday Inn Express & Suites La Porte by IHG

Holiday Inn Express & Suites La Porte by IHG

Holiday Inn Express & Suites La Porte by IHG
2.5 star property
La Porte
9.0 out of 10, Wonderful, (628)
"Very good point to stay"
United States
Peter
$93 nightly
The price is $104
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites La Porte by IHG
Exterior
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94
2.5 star property
New Buffalo
8.4 out of 10, Very Good, (1053)
"Friendly staff - clean room!"
United States
Maureen
$68 nightly
The price is $72
Dec 28 - Dec 29
Total with taxes and fees
Quality Inn Near Interstate I94
Exterior
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1649)
"Great place, hotel room is very well appointed. "
United States
Stuart
$109 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
Four Winds Casino Resort – New Buffalo
Exterior
Hampton Inn Portage

Hampton Inn Portage

Hampton Inn Portage
2.5 star property
Portage
7.8 out of 10, Good, (811)
"The staff was courteous and the amenities guest friendly. I would consider another stay, on my next trip to Portage."
United States
Janice
$88 nightly
The price is $98
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hampton Inn Portage
Exterior
Holiday Inn Express Valparaiso by IHG

Holiday Inn Express Valparaiso by IHG

Holiday Inn Express Valparaiso by IHG
2.5 star property
Valparaiso
8.4 out of 10, Very Good, (767)
"Great staff and great location"
United States
jorge
$87 nightly
The price is $97
Jan 11 - Jan 12, 2026
Total with taxes and fees
Holiday Inn Express Valparaiso by IHG
Exterior
Hampton Inn & Suites Valparaiso

Hampton Inn & Suites Valparaiso

Hampton Inn & Suites Valparaiso
2.5 star property
Valparaiso
8.8 out of 10, Excellent, (809)
"Everything was great!"
United States
Matt
$104 nightly
The price is $116
Jan 10 - Jan 11, 2026
Total with taxes and fees
Hampton Inn & Suites Valparaiso
Exterior
Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.2 out of 10, Very Good, (945)
"I don’t think our shower was cleaned. There were dried water spots on the glass door and the wall tiles. Need a good update. The breakfast on Friday was disgusted. Black burned bacon, super dried link sausage. We went out for breakfast. I have a picture of the breakfast if needed. "
United States
Carmen
$92 nightly
The price is $103
Dec 26 - Dec 27
Total with taxes and fees
Best Western University Inn At Valparaiso
Exterior
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG
2.5 star property
New Buffalo
8.8 out of 10, Excellent, (1001)
"Staff was very welcoming, I will definitely be staying there again. "
United States
Monica
$89 nightly
The price is $94
Jan 5 - Jan 6, 2026
Total with taxes and fees
Holiday Inn Express & Suites New Buffalo by IHG
Exterior
Hampton Inn Crown Point

Hampton Inn Crown Point

Hampton Inn Crown Point
2.5 star property
Crown Point
9.4 out of 10, Exceptional, (617)
"Hotel is only about a year old and very nice. Staff was friendly at check-in and breakfast. Would stay here again if in the area."
United States
Tara
$106 nightly
The price is $118
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn Crown Point
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.
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Frequently asked questions

Why book your cottage in Chesterton with Expedia?
Booking a cottage in Chesterton is as simple as deciding on your travel dates and picking an ideal place for a vacation in the outdoors. From chic retreats to low-cost properties and cottages that have perks like a hot tub, Expedia has something for all styles and tastes. As for irresistible deals? We have them too!
How can I find cheap cottages in Chesterton?
With Expedia's convenient filter tool, sourcing cheap cottages in Chesterton has never been easier. To discover properties that are very pocket friendly, narrow your search results by star rating, amenities and budget.
What is there to do in Chesterton near my cottage?
Whatever you love to do, Chesterton has lots of things to keep you going. Indiana Dunes State Park, Dune Acres Beach and Coffee Creek Watershed Conservancy Preserve are on most travelers' to-do lists. Don't leave without exploring Lustron House, Chellberg Farm and Cowles Bog Trailhead either. With Expedia's hotel deals in Chesterton, you can discover even more wonderful attractions like these with the cash you save.

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