Search B&B in Chesterton

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May
In one month
12 Jun - 14 Jun
In two months
10 Jul - 12 Jul
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterton

Property entrance

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,009 reviews)
"Good breakfast "
United States
paul
The price is AED 437
AED 508 total
includes taxes & fees
14 May - 15 May
Spring House Inn
Smart TV, 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
9.8 out of 10, Exceptional, (66 reviews)
"Host was very accommodating. We stayed at the Dunes House in December. The blankets were cozy and the accommodations were comfortable."
United States
marjorie b.
The price is AED 448
AED 1,428 total
includes taxes & fees
26 May - 27 May
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,007 reviews)
"The restaurant staff and food was great. I wish Honor members got a discount on the breakfast."
United States
Thomas
The price is AED 449
AED 503 total
includes taxes & fees
24 May - 25 May
Hilton Garden Inn Chesterton
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, (106 reviews)
"Great stay on every level "
United States
Tom M.
The price is AED 327
AED 449 total
includes taxes & fees
18 May - 19 May
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)
"Room was clean and the private deck over looking the lake was awesome "
United States
Keith
The price is AED 334
AED 374 total
includes taxes & fees
17 May - 18 May
Waterbird Lakeside Inn
Exterior

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,015 reviews)
"Great breakfast, easy check in and out, near lots of restaurants within walking distance and nice setting with a walking trail and ask for lake side. "
United States
Ralph
The price is AED 343
AED 385 total
includes taxes & fees
21 May - 22 May
Best Western Indian Oak
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, (747 reviews)
"Breakfast was basic "
United States
Sunghee
The price is AED 345
AED 387 total
includes taxes & fees
18 May - 19 May
Quality Inn Chesterton near Indiana Dunes National Park I-94
Front of property

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (59 reviews)
"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
The price is AED 473
AED 530 total
includes taxes & fees
15 May - 16 May
Furness Mansion
Beach nearby

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

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
9.0 out of 10, Wonderful, (12 reviews)
"Great Stay!"
United States
Erin
The price is AED 413
AED 545 total
includes taxes & fees
14 May - 15 May
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
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, (20 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 AED 960
AED 2,499 total
includes taxes & fees
1 Jun - 2 Jun
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
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, (1,004 reviews)
"Great hotel at a good location and good price."
United States
Michael
The price is AED 388
AED 434 total
includes taxes & fees
19 May - 20 May
Comfort Inn & Suites Porter near Indiana Dunes
Front of property

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (349 reviews)
"Everything work properly and plenty of amenities nearby"
United States
KENNY
The price is AED 271
AED 304 total
includes taxes & fees
26 May - 27 May
Fairbridge Inn Express Chesterton
Beach nearby

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, (17 reviews)
"Great place to stay with kids."
United States
Jane H.
The price is AED 826
AED 1,041 total
includes taxes & fees
20 May - 21 May
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Dining

That 70’s Loft- Peace, Love and a Funky Stay!

That 70’s Loft- Peace, Love and a Funky Stay!
Chesterton
10.0 out of 10, Exceptional, (6 reviews)
"We had a lovely stay in this charming, little set-up"
United States
Anna K.
The price is AED 716
AED 1,275 total
includes taxes & fees
9 Jun - 10 Jun
That 70’s Loft- Peace, Love and a Funky Stay!
Exterior

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

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
8.0 out of 10, Very Good, (1 review)
"Jessica was a great host to my family and me. We spent two nights there and she was very accommodating of our needs and special requests."
United States
Jess K.
The price is AED 331
AED 827 total
includes taxes & fees
21 May - 22 May
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
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, (90 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 AED 1,649
AED 3,382 total
includes taxes & fees
27 May - 28 May
1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
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 AED 584
AED 1,436 total
includes taxes & fees
7 Jun - 8 Jun
NEW! Beautiful Riverfront Home on 10 Acres!
Dining

Heart of Indiana Dunes National Park with Hot Tub

Heart of Indiana Dunes National Park with Hot Tub
Chesterton
10.0 out of 10, Exceptional, (6 reviews)
"The house was beautiful and had so much charm. The amount of activities available was great. Highly recommend and we will definitely be back!"
United States
Becky G.
Heart of Indiana Dunes National Park with Hot Tub
Exterior detail

2 miles from Dunes National Park. A Unique Boutique Hotel.

2 miles from Dunes National Park. A Unique Boutique Hotel.
Chesterton
9.0 out of 10, Wonderful, (4 reviews)
"Beautiful historic building. "
United States
Deborah S.
The price is AED 5,454
AED 6,977 total
includes taxes & fees
16 May - 17 May
2 miles from Dunes National Park. A Unique Boutique Hotel.
Gift shop

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1,852 reviews)
"I loved my stay!!"
United States
LaBrenda
The price is AED 327
AED 380 total
includes taxes & fees
14 May - 15 May
Four Winds Casino Resort – New Buffalo
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterton Hotel Reviews

Best Western Indian Oak

Best Western Indian Oak

6/10 Okay
"The hotel is old, breakfast is not good."
Frannie 1-night trip
Posted 2 hours ago
Best Western Indian Oak

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 Lustron House and Indiana Dunes Visitor Center 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.