A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterton

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

1. Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,000 reviews)
"The staff was friendly and room was clean."
United States
Alyssa
The price is CA $125
CA $140 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Indian Oak
A brick building with a balcony and green shutters, surrounded by trees.

2. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,016 reviews)
"It was a nice change from the normal big hotels. Small and quaint. Would definitely stay again!!"
United States
Nathaniel
The price is CA $139
CA $162 total
includes taxes & fees
Nov 1 - Nov 2
Spring House Inn
A modern bathroom with a large mirror, a bathtub, and a sink.

3. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,000 reviews)
"Great stay. Reasonable price."
United States
Sandra
The price is CA $132
CA $147 total
includes taxes & fees
Oct 25 - Oct 26
Waterbird Lakeside Inn
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.

4. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,004 reviews)
"Great place to stay"
United States
Lynette
The price is CA $151
CA $169 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Garden Inn Chesterton
A modern dining area with multiple tables and chairs, a kitchen area with blue cabinets, and a reception desk in the background.

5. 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, (871 reviews)
"Clean room, friendly staff, easy parking, lots of restaurants and coffee shops in the area."
United States
Nikola
The price is CA $118
CA $133 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Chesterton near Indiana Dunes National Park I-94
A wooden front door with a glass panel, a brick wall, and a small porch with a railing.

6. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (115 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 CA $173
CA $194 total
includes taxes & fees
Oct 26 - Oct 27
Furness Mansion
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

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
8.8 out of 10, Excellent, (139 reviews)
"Perfect for location to walk to local winery or brewery for a little fancy and fancy-free!We’d recommend"
United States
Laura H.
The price is CA $167
CA $218 total
includes taxes & fees
Nov 1 - Nov 2
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.

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

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
9.4 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is CA $151
CA $353 total
includes taxes & fees
Nov 4 - Nov 5
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
A large house with a swimming pool, a covered patio, and a garage with multiple doors.

9. 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
9.0 out of 10, Wonderful, (22 reviews)
"Awesome place to stay and plenty to do"
United States
Cody
The price is CA $279
CA $351 total
includes taxes & fees
Oct 25 - Oct 26
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A reception area with a counter, a vending machine, and a view of the outside through glass doors.

10. 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 CA $125
CA $141 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites Porter near Indiana Dunes
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.

11. 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 CA $107
CA $119 total
includes taxes & fees
Nov 22 - Nov 23
Fairbridge Inn Express Chesterton
A patio with a grill, a blue door, and a hot tub.

12. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay! It was really clean! Highly recommend!"
United States
Joshua N.
The price is CA $192
CA $425 total
includes taxes & fees
Nov 18 - Nov 19
Tower Haus w/Private Hot Tub
A living room with a dark blue door, a grey sofa, a blue sofa, a coffee table, and a floor lamp.

13. Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Chesterton
9.6 out of 10, Exceptional, (75 reviews)
"Very nice space, with plenty of room and a great location. "
United States
Briana R.
The price is CA $188
CA $580 total
includes taxes & fees
Nov 5 - Nov 6
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
A large house with a swimming pool, a covered patio, and a garage with multiple doors.

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

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
8.6 out of 10, Excellent, (23 reviews)
"Camper is small, but cozy and worked well for my son and I to spend a few days relaxing! Hosts are very friendly, responsive, and helpful and we loved spending time in the pool."
United States
Melissa P.
The price is CA $181
CA $234 total
includes taxes & fees
Nov 1 - Nov 2
The "Pool Barn Camper" w/Hot Tub 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.

15. NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
7.8 out of 10, Good, (13 reviews)
"A nice house, everything is fine, you just have to take into account that there are many mosquitoes and flies"
United States
Maria jose S.
The price is CA $223
CA $554 total
includes taxes & fees
Nov 3 - Nov 4
NEW! Beautiful Riverfront Home on 10 Acres!
A bedroom with two beds, a ceiling fan, a TV on a dresser, and a window with blinds.

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

Full House booking of a history building close to the Dunes
Chesterton
9.4 out of 10, Exceptional, (6 reviews)
"Beautiful historic building. "
United States
Deborah S.
The price is CA $2,496
CA $3,194 total
includes taxes & fees
Nov 3 - Nov 4
Full House booking of a history building close to the Dunes
Pool

17. 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)
"Nice breakfast, and a wonderful, kid-friendly pool that is particularly good for very young children."
United States
Rachel
The price is CA $207
CA $232 total
includes taxes & fees
Nov 1 - Nov 2
Country Inn & Suites by Radisson, Portage, IN
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

18. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (68 reviews)
"The place is not clean and it smells really bad. It did not look anything like the pictures."
United States
Luis
The price is CA $112
CA $142 total
includes taxes & fees
Oct 24 - Oct 25
King Bed | Non-Smoking
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

19. Premium King Bed|Portage

Premium King Bed|Portage
Portage
10.0 out of 10, Exceptional, (65 reviews)
"Sketchy property location, not clearly marked on the street (kind of hard to find), unnecessary poor communication regarding check-in procedures, (just like a regular front desk experience but they make it complicated) The room was ok, bed was fine, staff was very helpful, property condition was just ok."
United States
Dave
The price is CA $121
CA $153 total
includes taxes & fees
Oct 24 - Oct 25
Premium King Bed|Portage
A modern hotel room with a large bed, a desk, and a chair.

20. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
9.0 out of 10, Wonderful, (22 reviews)
"New property and kept very clean. Suites are spacious. The staff is friendly and helpful. Hot breakfast and hot tea available at night. Would highly recommend"
United States
Preksha
The price is CA $180
CA $202 total
includes taxes & fees
Nov 2 - Nov 3
Home2 Suites by Hilton 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.
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Top Chesterton Hotel Reviews

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"Nice people had. Fun I will be back soon thanks so much"
Carnell 1-night trip
Posted 2 hours ago
Ameristar Casino Hotel East Chicago

Find out more about Chesterton

Chesterton B&B information

Number of reviews
3,463
Accommodation
1 B&B
Lowest Price
CA $119
Highest Price
CA $3,194

Frequently asked questions

Searching for B&Bs in Chesterton?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're traveling solo and hoping to make some connections, B&Bs can be a great choice for many types of vacationers. If your ideal vacation to Chesterton includes spending lots of time outside, Indiana Dunes Visitor Center and Indiana Dunes National Park are good spots to enjoy the scenery.
Are you thinking about a B&B for your stay?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook, the little details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Chesterton?
Here is a B&B that guests like in the area: Valparaiso Inn Bed & Breakfast: 5 rooms. 9.7 mi (15.6 km) from the heart of Chesterton. Enjoy the free full breakfast and private yard.
When is the best time to book my B&B in Chesterton?
When you're planning your stay in Chesterton, be sure to take into account the year-round temperatures. 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 is there to do in Chesterton?
Travelers looking to spend some time in nature enjoy Chesterton for its beaches and lakeside setting. Spend some time exploring Lake Michigan and Indiana Dunes Visitor Center if you're hoping to see some of the area's natural features. You might put Lustron House and Bailly Homestead - American Indians and Fur Traders on your list if you want to see more of the area.
How can I get to and around Chesterton?
You can plan your excursions in and around Chesterton ahead of time with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) away from the heart of the city. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 50.2 mi (80.7 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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