A wooden staircase ascending a sandy hill with sparse vegetation.

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Jul 31 - Aug 2
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Aug 7 - Aug 9

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Our top choices for Chesterton hotels

Property entrance

1. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1,015 reviews)
"A wonderful place and really great price."
United States
Gail
The price is ā‚©189,278
ā‚©219,275 total
includes taxes & fees
Aug 4 - Aug 5
Spring House Inn
Exterior

2. Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,019 reviews)
"Everything was lovely and a very quiet hotel. Has a great stay!"
United States
Catherine
The price is ā‚©189,103
ā‚©211,797 total
includes taxes & fees
Aug 17 - Aug 18
Best Western Indian Oak
Exterior

3. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (83 reviews)
"Charming venue. Weā€™re glad we stayed!"
United States
Margaret
The price is ā‚©173,806
ā‚©194,662 total
includes taxes & fees
Aug 11 - Aug 12
Furness Mansion
Lobby

4. 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, (788 reviews)
"We enjoyed our stay there. Location is near Indiana dunes national park."
United States
Guay
The price is ā‚©150,639
ā‚©168,722 total
includes taxes & fees
Aug 18 - Aug 19
Quality Inn Chesterton near Indiana Dunes National Park I-94
Lobby

5. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,011 reviews)
"Great place to stay"
United States
Lynette
The price is ā‚©220,686
ā‚©247,168 total
includes taxes & fees
Aug 20 - Aug 21
Hilton Garden Inn Chesterton
Room, 1 King Bed, Lake View | Iron/ironing board, WiFi (free), bed sheets

6. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,001 reviews)
"Enjoyed my stay"
United States
Ashley
The price is ā‚©164,081
ā‚©183,778 total
includes taxes & fees
Aug 9 - Aug 10
Waterbird Lakeside Inn
Lobby

7. 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, (1,000 reviews)
"Was easy to check in and out. Good location, felt safe. Was kept clean"
United States
Christopher
The price is ā‚©165,012
ā‚©184,813 total
includes taxes & fees
Aug 20 - Aug 21
Comfort Inn & Suites Porter near Indiana Dunes
Restaurant

8. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (365 reviews)
"Staff is amazing! Debbie knows so many different languages to greet people and told me some fun fact of the birding festival! "
United States
Yanyu
The price is ā‚©117,835
ā‚©131,975 total
includes taxes & fees
Aug 12 - Aug 13
Fairbridge Inn Express Chesterton
House (4 Bedrooms) | Front of property

9. Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
3.0 star property
Chesterton
The price is ā‚©432,061
ā‚©882,539 total
includes taxes & fees
Aug 5 - Aug 6
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Lobby

10. Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.0 out of 10, Very Good, (1,013 reviews)
"Breakfast was good the room is sticks there is free parking no problem the staff was helpful."
United States
Hiwot
The price is ā‚©164,387
ā‚©184,113 total
includes taxes & fees
Aug 9 - Aug 10
Best Western University Inn At Valparaiso
Exterior

11. Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes
2.5 star property
Portage
7.0 out of 10, Good, (1,001 reviews)
"Nice size rooms, clean with good amenities."
United States
George
The price is ā‚©143,671
ā‚©160,912 total
includes taxes & fees
Aug 12 - Aug 13
Baymont by Wyndham Portage Indiana Dunes
Exterior

12. Holiday Inn Express Valparaiso by IHG

Holiday Inn Express Valparaiso by IHG
2.5 star property
Valparaiso
8.4 out of 10, Very Good, (845 reviews)
"Family friendly location. Stores nearby. Quick highway access."
United States
Noora
The price is ā‚©167,005
ā‚©187,047 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Express Valparaiso by IHG
Indoor pool

13. Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
3.0 star property
Portage
8.4 out of 10, Very Good, (1,000 reviews)
"We had a great day! Itā€™s a wonderful hotel. Very clean in the staff was exceptional. Linda at the front desk went above and beyond. Highly recommend and we would definitely stay there again."
United States
KENDRA
The price is ā‚©208,975
ā‚©234,052 total
includes taxes & fees
Aug 11 - Aug 12
Country Inn & Suites by Radisson, Portage, IN
Suite, 2 Double Beds | Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

14. OYO Hotel Portage I-94

OYO Hotel Portage I-94
2.0 star property
Portage
6.4 out of 10, (815 reviews)
"Staff was very friendly & informative. Easy check-in & out"
United States
Charles
The price is ā‚©95,461
ā‚©116,453 total
includes taxes & fees
Aug 2 - Aug 3
OYO Hotel Portage I-94
Exterior

15. Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
9.0 out of 10, Wonderful, (18 reviews)
"Appears to be newly built. Bathroom fixtures are still sparkly. Staff was just as sparkly and helpful. Had a fantastic stay."
United States
Brent
The price is ā‚©177,741
ā‚©199,070 total
includes taxes & fees
Aug 23 - Aug 24
Tru By Hilton Valparaiso
Desk, iron/ironing board, WiFi (free), alarm clocks

16. Travelodge by Wyndham La Porte/Michigan City Area

Travelodge by Wyndham La Porte/Michigan City Area
2.0 star property
La Porte
7.4 out of 10, Good, (726 reviews)
"clean room, nice breakfast, and convenient"
United States
Michael
The price is ā‚©123,072
ā‚©137,838 total
includes taxes & fees
Aug 3 - Aug 4
Travelodge by Wyndham La Porte/Michigan City Area
Exterior

17. Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City
2.0 star property
Michigan City
7.2 out of 10, Good, (1,023 reviews)
"Check in was quick and easy, the room had everything we needed and breakfast was great. Located right off I-94 and having Walmart right across the street was a bonus."
United States
Maurice
The price is ā‚©117,471
ā‚©131,568 total
includes taxes & fees
Aug 24 - Aug 25
Microtel Inn & Suites by Wyndham Michigan City
Studio Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, cribs (free), rollaway beds (surcharge)

18. Super 8 by Wyndham Valparaiso

Super 8 by Wyndham Valparaiso
2.0 star property
Valparaiso
7.4 out of 10, Good, (1,000 reviews)
"Very friendly staff"
United States
Joshua J
The price is ā‚©127,363
ā‚©142,646 total
includes taxes & fees
Aug 9 - Aug 10
Super 8 by Wyndham Valparaiso
Exterior

19. Comfort Inn La Porte

Comfort Inn La Porte
2.5 star property
La Porte
9.0 out of 10, Wonderful, (776 reviews)
"Quiet and clean property. Beds were comfy, shower was hot. Only negative was the pool was almost to cold to swim."
United States
Cindy
The price is ā‚©195,067
ā‚©218,475 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn La Porte
Standard Room, 1 King Bed, Non Smoking | Premium bedding, desk, blackout drapes, iron/ironing board

20. Quality Inn Michigan City South

Quality Inn Michigan City South
2.5 star property
Michigan City
7.4 out of 10, Good, (1,015 reviews)
"Great place to stay for the price. A bit out dated and breakfast is just bagels and muffins but for the price itā€™s worth the stay."
United States
Nicholas
The price is ā‚©122,548
ā‚©137,253 total
includes taxes & fees
Aug 9 - Aug 10
Quality Inn Michigan City South
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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Where to stay in Chesterton

Find the best Chesterton areas and neighborhoods for the activities you enjoy most.
A sandy beach with a large tree trunk in the foreground and a clear blue sky.
Photo by Kapone Flores-Arellano
Open Photo by Kapone Flores-Arellano

Porter Beach

While visiting Porter Beach, you might make a stop by sights like Indiana Dunes National Park and Lake Michigan.

Stay near popular Chesterton attractions

A sandy beach with the ocean in the background and a grassy hill with trees.

Indiana Dunes State Park

9.0/10 (717 reviews)
Towering sand dunes rise nearly 200 feet above Lake Michigan's pristine shoreline. Hike the 16.5 miles of trails through diverse ecosystems or relax on the beach with panoramic lake views.
See properties

Learn more about Chesterton

Nestled along Lake Michigan's shore, this small town offers scenic trails through Indiana Dunes National Park for hiking and birdwatching. Coffee shops and local restaurants line the historic downtown, while nearby beaches provide perfect spots for summer swimming and sunset views.

See all hotels in Chesterton
A beach with waves crashing onto the shore under a partly cloudy sky.
Photo by Ruslian
Open Photo by Ruslian

Top Chesterton Hotel Reviews

Four Winds Casino Resort ā€“ New Buffalo

Four Winds Casino Resort ā€“ New Buffalo

8/10 Good
"Pot smell"
Lorie 2-night trip
Posted 1 hour ago
Four Winds Casino Resort ā€“ New Buffalo

More cheap stays in Chesterton

Econo Lodge Portage

Econo Lodge Portage

6101 MELTON RD BLDG A Portage IN
The price is ā‚©85,321 per night from Aug 19 to Aug 20
ā‚©85,321
ā‚©95,559 total
Aug 19 - Aug 20
includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Chesterton?
Based on our traveler data, Waterbird Lakeside Inn is one of the top choices for your stay. This hotel offers free parking and private balconies. Other good options for your trip include Best Western Indian Oak and Comfort Inn & Suites Porter near Indiana Dunes. See all available top hotels, or vacation rentals in Chesterton.
If I need to cancel my hotel reservation in Chesterton, will I receive a refund?
Yes! Most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterton.
Where can I learn more about changing or cancelling my trip to Chesterton?
For additional details about picking new dates or cancelling your trip to Chesterton, head over to our customer service page.
What's the best accommodation for a family vacation to Chesterton?
Comfort Inn & Suites Porter near Indiana Dunes is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other choices to stay with the kids include Best Western Indian Oak and Hilton Garden Inn Chesterton. Attractions in the area like Washington Park Zoo and Oasis Splash Pad are also fun for kids of all ages. Find more child-friendly accommodations in Chesterton.
What is the top LGBTQ-friendly hotel in Chesterton?
Hilton Garden Inn Chesterton is a top LGBTQ-friendly hotel that features free parking and a 24-hour fitness center. Quality Inn Chesterton near Indiana Dunes National Park I-94 is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Chesterton.
What's the best pet-friendly place to stay in Chesterton?
Furness Mansion is a top dog-friendly hotel, and offers free use of bicycles along with in-room kitchenettes for its human guests. Two other good options for you and your pet include Hilton Garden Inn Chesterton and Fairbridge Inn Express Chesterton. See more pet-friendly hotel accommodations in Chesterton.
Where is the best hotel to stay with easy access to Coffee Creek Watershed Conservancy Preserve?
Hilton Garden Inn Chesterton is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located just a short 0.9 mi (1.4 km) from Coffee Creek Watershed Conservancy Preserve. Other good options within a few miles include Best Western Indian Oak and Quality Inn Chesterton near Indiana Dunes National Park I-94.
What are some accommodations with pools in Chesterton?
Best Western Indian Oak: Hotel located near Indiana Dunes National Park. Offers a sauna, an indoor pool, and free self parking. Comfort Inn & Suites Porter near Indiana Dunes and Spring House Inn are a couple of other choices with an onsite pool. View all hotels with pools in Chesterton.
What is the best spa hotel in Chesterton?
Furness Mansion is a top spa hotel with 5 rooms, barbecue grills, and laundry facilities. Spend an afternoon at the spa where you'll find Swedish massages, Thai massages, and hot stone massages. In-room massages are also available. See all spa hotels in Chesterton.
What is the best accommodation for staying close to O'Hare International Airport (ORD)?
Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.
What's it like to stay in Chesterton?
Visitors to Chesterton are sure to enjoy the shopping, beaches, and restaurants. Tourists can also enjoy so much more including its coffeehouses. Top sights in the city include Indiana Dunes National Park, Lake Michigan, and Indiana Dunes State Park. In Chesterton, there are 64 hotels and other accommodations to choose from. Find out more about Chesterton.
What should I do while I'm visiting Chesterton?
Landmarks like Lustron House, Bailly Homestead - American Indians and Fur Traders, and Chellberg Farm might be worth a visit. Natural beauty is on display at Indiana Dunes National Park, Lake Michigan, and Indiana Dunes Visitor Center. Indiana Dunes State Park is another notable sight to explore. Check out what more to see and do in Expedia's Chesterton guide.
What's the seasonal weather like in Chesterton?
The hottest months are usually July and August with an average temp of 70Ā°F, while the coldest months are January and February with an average of 31Ā°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.