A wooden staircase ascending a sandy hill with sparse vegetation.

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Oct 30 - Nov 1
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Our top choices for Chesterton hotels

A brick building with a balcony and green shutters, surrounded by trees.

1. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,025 reviews)
"It was a nice change from the normal big hotels. Small and quaint. Would definitely stay again!!"
United States
Nathaniel
The price is ₩132,621
₩155,234 total
includes taxes & fees
Nov 5 - Nov 6
Spring House Inn
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.

2. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,007 reviews)
"Beautiful kept property!"
United States
Renee
The price is ₩133,055
₩149,021 total
includes taxes & fees
Nov 28 - Nov 29
Hilton Garden Inn Chesterton
A modern building with large windows and balconies, a wooden deck, and a calm lake.

3. Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,001 reviews)
"The staff was friendly and room was clean."
United States
Alyssa
The price is ₩119,547
₩133,893 total
includes taxes & fees
Nov 10 - Nov 11
Best Western Indian Oak
A modern dining area with multiple tables and chairs, a kitchen area with blue cabinets, and a reception desk in the background.

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
7.8 out of 10, Good, (873 reviews)
"Clean room, friendly staff, easy parking, lots of restaurants and coffee shops in the area."
United States
Nikola
The price is ₩107,839
₩120,780 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn Chesterton near Indiana Dunes National Park I-94
A modern bathroom with a large mirror, a bathtub, and a sink.

5. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,001 reviews)
"Loved the balcony overlooking the lake."
United States
Marsha
The price is ₩125,910
₩141,021 total
includes taxes & fees
Nov 1 - Nov 2
Waterbird Lakeside Inn
A reception area with a counter, a vending machine, and a view of the outside through glass doors.

6. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
7.8 out of 10, Good, (1,000 reviews)
"Good one night stay. Nice to have breakfast there before we headed out."
United States
Julie Van
The price is ₩120,511
₩134,972 total
includes taxes & fees
Nov 19 - Nov 20
Comfort Inn & Suites Porter near Indiana Dunes
A large house surrounded by dense forest with a beach and ocean in the background.

7. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (117 reviews)
"Staff was extremely helpful and responded promptly. The room was very clean, and inviting. Great location for the beaches or short trips to Michigan."
United States
Bryan
The price is ₩177,833
₩199,173 total
includes taxes & fees
Nov 10 - Nov 11
Furness Mansion
A hotel lobby with a red carpet, a bookshelf with books, a potted plant, a table with chairs, a small table with a vase, and a door with a red mat.

8. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (393 reviews)
"Friendly staff great locatikn"
United States
Kayla
The price is ₩108,508
₩121,529 total
includes taxes & fees
Nov 1 - Nov 2
Fairbridge Inn Express Chesterton
Pool

9. 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, (1,001 reviews)
"Nice breakfast, and a wonderful, kid-friendly pool that is particularly good for very young children."
United States
Rachel
The price is ₩169,447
₩189,780 total
includes taxes & fees
Nov 1 - Nov 2
Country Inn & Suites by Radisson, Portage, IN
A modern hotel with a curved entrance and a tall, rectangular building in the background.

10. Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
3.5 star property
Michigan City
8.4 out of 10, Very good, (2,401 reviews)
"First time staying and very beautiful location definitely would visit again"
United States
Chris
The price is ₩113,583
₩149,705 total
includes taxes & fees
Nov 16 - Nov 17
Blue Chip Casino Hotel and Spa
A spacious atrium with a stone and wood interior, a sign reading "White Birch Market," and a seating area with chairs.

11. Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (2,322 reviews)
"Great stay, friendly staff, clean building!"
United States
thomas
The price is ₩119,359
₩138,462 total
includes taxes & fees
Nov 2 - Nov 3
Four Winds Casino Resort – New Buffalo
A buffet with various food items, including omelets and a cheese omelet.

12. Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG
2.5 star property
Michigan City
9.0 out of 10, Wonderful, (893 reviews)
"Room is clean and breakfast is great!"
United States
Meifeng
The price is ₩158,074
₩184,210 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express & Suites Michigan City by IHG
A spacious interior with a central staircase, multiple doors, and a chandelier.

13. Quality Inn & Suites Portage Central

Quality Inn & Suites Portage Central
2.5 star property
Portage
6.8 out of 10, (944 reviews)
"Should be shut down. Horrible the worst place I have ever stayed at. Dirty and needs a major renovation"
United States
STACEY L
The price is ₩107,249
₩120,120 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn & Suites Portage Central
A swimming pool with three orange chairs and a blue wall with windows.

14. Hampton Inn & Suites Valparaiso

Hampton Inn & Suites Valparaiso
2.5 star property
Valparaiso
8.8 out of 10, Excellent, (878 reviews)
"Nice clean room, staff very friendly, accommodating our needs with a large party."
United States
William
The price is ₩152,725
₩171,051 total
includes taxes & fees
Nov 28 - Nov 29
Hampton Inn & Suites Valparaiso
A modern hotel lobby with a curved seating area, a reception desk, and a television mounted on the wall.

15. Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.0 out of 10, Very good, (1,000 reviews)
"clean room , convenient location"
United States
Billy
The price is ₩146,017
₩163,539 total
includes taxes & fees
Nov 1 - Nov 2
Best Western University Inn At Valparaiso
A multi-story hotel with a prominent "Baymont Inn & Suites" sign.

16. Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes
2.5 star property
Portage
7.0 out of 10, Good, (1,002 reviews)
"Breakfast can improve a bit. Overall I will come again"
United States
Ibrahim
The price is ₩121,181
₩135,723 total
includes taxes & fees
Nov 12 - Nov 13
Baymont by Wyndham Portage Indiana Dunes
A modern restaurant interior with high tables, chairs, and a bar area.

17. Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
9.0 out of 10, Wonderful, (63 reviews)
"Staff were really friendly, breakfast was great. Even liked that this hotel has actual hand soap that’s a pump in the bathrooms (in the rooms)."
United States
Phillip
The price is ₩141,704
₩158,709 total
includes taxes & fees
Nov 8 - Nov 9
Tru By Hilton Valparaiso
A two-story brick house with a gabled roof, surrounded by a well-maintained garden with various plants and a lawn.

18. The Brewery Lodge Hotel

The Brewery Lodge Hotel
3.5 star property
Michigan City
9.0 out of 10, Wonderful, (920 reviews)
"Was a great stay. Would highly recommend."
United States
Andrew
The price is ₩112,668
₩163,697 total
includes taxes & fees
Nov 1 - Nov 2
The Brewery Lodge Hotel
A Country Inn & Suites by Radisson building with a covered entrance and brick exterior.

19. Country Inn & Suites by Radisson, Valparaiso, IN

Country Inn & Suites by Radisson, Valparaiso, IN
3.0 star property
Valparaiso
8.6 out of 10, Excellent, (1,001 reviews)
"great staff, comfortable beds, clean rooms"
United States
Christopher
The price is ₩162,629
₩182,144 total
includes taxes & fees
Nov 27 - Nov 28
Country Inn & Suites by Radisson, Valparaiso, IN
A modern building with stone exterior walls, large windows, and outdoor seating area with chairs and a small tree.

20. Hampton Inn & Suites Michigan City

Hampton Inn & Suites Michigan City
2.5 star property
Michigan City
8.4 out of 10, Very good, (1,000 reviews)
"Very nice stay."
United States
Heidi
The price is ₩152,689
₩171,012 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Michigan City
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.
View all properties

Hotels recommended for families in Chesterton

A modern building with large windows and balconies, a wooden deck, and a calm lake.

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,001)
The price is ₩119,547
₩133,893 total
includes taxes & fees
Nov 10 - Nov 11
Best Western Indian Oak
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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 Lake Michigan and Waverly Beach.

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 wooden staircase leading up a sandy hill with dense green forest in the background.
Photo by Susan Ross
Open Photo by Susan Ross

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"The hot tub and area and the older tower are in very bad shape. Many of the casino games are not working and the casino is already small so that was not great. Our room in the renovated tower was lovely and the staff were so nice and always helpful."
Casey 1-night trip
Posted 7 hours ago
Blue Chip Casino Hotel and Spa

More cheap stays in Chesterton

Econo Lodge Portage

Econo Lodge Portage

6101 MELTON RD BLDG A Portage IN
The price is ₩66,612 per night from Nov 29 to Nov 30
₩66,612
₩74,605 total
Nov 29 - Nov 30
includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Chesterton?
Based on our traveler data, Spring House Inn is one of the top choices for your stay. This hotel is a short 10-minute walk from Indiana Dunes National Park, and it offers free breakfast and an indoor pool. Other good options for your trip include Best Western Indian Oak and Quality Inn Chesterton near Indiana Dunes National Park I-94. 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?
Best Western Indian Oak 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 Hilton Garden Inn Chesterton and Quality Inn Chesterton near Indiana Dunes National Park I-94. Attractions in the area like Washington Park Zoo and Deep River Water Park 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?
Spring House Inn: Hotel, 10-minute walk from Indiana Dunes National Park. Features a sauna, an indoor pool, and daily. Best Western Indian Oak and Comfort Inn & Suites Porter near Indiana Dunes 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. A top sight in the city is Lake Michigan. In Chesterton, there are 62 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 Lake Michigan, Indiana Dunes Visitor Center, and Indiana Dunes National Park. A couple of additional sights to add to your agenda are Indiana Dunes State Park and Dune Acres Beach. 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 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.