A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterton

Exterior

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (72 reviews)
"The room was very clean and staff were very responsive and helpful. The walls were a bit thin so noise was easily heard. Excellent place to stay!!"
United States
Abigail
The price is ￥19,636
￥21,993 total
includes taxes & fees
Jul 20 - Jul 21
Furness Mansion
Property entrance

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1,011 reviews)
"Room was large, bed comfortable and lovely views. Breakfast was good."
United States
Diana
The price is ￥22,474
￥25,979 total
includes taxes & fees
Jul 15 - Jul 16
Spring House Inn
Exterior

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,016 reviews)
"Love this hotel! Close to everything and beautiful lake view."
United States
Sally
The price is ￥24,250
￥27,161 total
includes taxes & fees
Jul 14 - Jul 15
Best Western Indian Oak
Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,007 reviews)
"The room was clean and staff was friendly. Would stay again. "
United States
Katie
The price is ￥25,727
￥28,814 total
includes taxes & fees
Aug 3 - Aug 4
Hilton Garden Inn Chesterton
Lobby

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, (771 reviews)
"Clean room, nice pool for kids, helpful staff"
United States
Susan
The price is ￥16,354
￥18,317 total
includes taxes & fees
Aug 12 - Aug 13
Quality Inn Chesterton near Indiana Dunes National Park I-94
Exterior

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

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
9.0 out of 10, Wonderful, (4 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is ￥25,869
￥50,884 total
includes taxes & fees
Jul 19 - Jul 20
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Interior

NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
8.0 out of 10, Very Good, (9 reviews)
"Very tranquil and private stay. The house was clean and comfortable, the fire pit was very nice,. CLose to town, and close to the beach. We loved it."
United States
Jeff S.
The price is ￥25,707
￥63,197 total
includes taxes & fees
Jul 14 - Jul 15
NEW! Beautiful Riverfront Home on 10 Acres!
Beach nearby

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

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
8.8 out of 10, Excellent, (16 reviews)
"Great Stay!"
United States
Erin
The price is ￥27,324
￥34,406 total
includes taxes & fees
Aug 10 - Aug 11
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Restaurant

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (360 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 ￥13,096
￥14,668 total
includes taxes & fees
Aug 2 - Aug 3
Fairbridge Inn Express Chesterton
Smart TV, fireplace, foosball, books

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Chesterton
9.2 out of 10, Wonderful, (21 reviews)
"I really enjoyed my stay even though I did not venture out but the house was like a dreamy oasis. "
United States
Kendall C.
The price is ￥44,003
￥112,119 total
includes taxes & fees
Jul 15 - Jul 16
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Smart TV, fireplace, books

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Chesterton
9.6 out of 10, Exceptional, (71 reviews)
"Host was welcoming and very responsive "
United States
Shannon B.
The price is ￥26,018
￥71,513 total
includes taxes & fees
Jul 27 - Jul 28
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Beach nearby

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, (122 reviews)
"Hot tub was working great, air conditioning great, quite roomy, with a full kitchen."
United States
Piotr S.
The price is ￥20,857
￥26,981 total
includes taxes & fees
Aug 5 - Aug 6
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Room, 1 King Bed, Lake View | Iron/ironing board, free WiFi, bed sheets

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,007 reviews)
"Nice stay"
United States
Marty
The price is ￥17,654
￥19,772 total
includes taxes & fees
Jul 20 - Jul 21
Waterbird Lakeside Inn
Lobby

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, (1,015 reviews)
"Beds were clean and comfortable. Hotel needs some cleaning and updating but it was OK. Staff were friendly."
United States
Sally
The price is ￥18,312
￥20,510 total
includes taxes & fees
Aug 3 - Aug 4
Comfort Inn & Suites Porter near Indiana Dunes
Living area

Pleasant Townhome/Chesterton/Indiana Dunes/close to Chicago

Pleasant Townhome/Chesterton/Indiana Dunes/close to Chicago
Chesterton
The price is ￥52,546
￥99,957 total
includes taxes & fees
Jul 14 - Jul 15
Pleasant Townhome/Chesterton/Indiana Dunes/close to Chicago
5 bedrooms, iron/ironing board, travel crib, free WiFi

1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓

1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
Porter
10.0 out of 10, Exceptional, (94 reviews)
"Always such a wonderful time at The Nook! With the beach close and all the activities at the house, our family stays entertained for the whole stay. We look forward to coming here again!!"
United States
Abby B.
The price is ￥75,505
￥152,471 total
includes taxes & fees
Jul 14 - Jul 15
1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
Beach

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

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
Chesterton
9.4 out of 10, Exceptional, (43 reviews)
"We loved the house. It was in a great location to all the dog friendly activities we did! Would definitely recommend staying here. "
United States
Raylynn K.
The price is ￥43,880
￥49,494 total
includes taxes & fees
Aug 5 - Aug 6
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
House (4 Bedrooms) | Interior

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 ￥48,019
￥98,085 total
includes taxes & fees
Aug 5 - Aug 6
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
TV, fireplace, DVD player, foosball

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

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Chesterton
9.4 out of 10, Exceptional, (23 reviews)
"Great Property. Very helpful hosts! "
United States
Toni L.
The price is ￥38,965
￥94,525 total
includes taxes & fees
Aug 5 - Aug 6
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Beach

Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (29 reviews)
"This is a great setup for visiting the Dunes and also Chicago via South Shore. Host was great and place was very clean and new."
United States
Kevin J.
The price is ￥56,588
￥91,446 total
includes taxes & fees
Aug 11 - Aug 12
Tower Haus w/Private Hot Tub
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

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"The staff were so kind and helpful. The shows were great. The food was delicious. We had a great weekend."
Stephanie 2-night trip
Posted 18 hours ago
Four Winds Casino Resort – New Buffalo

Find out more about Chesterton

Chesterton B&B information

Number of reviews
12,702
Accommodation
1 B&B
Lowest Price
￥8,173
Highest Price
￥98,085

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 National Park and Indiana Dunes Visitor Center 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 Indiana Dunes National Park and Lake Michigan if you're hoping to see some of the area's natural features. You might put Indiana Dunes State Park and Lustron House 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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