Search Chesterton Bed & Breakfast

  • 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
24 Apr - 26 Apr
In two weeks
1 May - 3 May
In one month
15 May - 17 May
In two months
12 June - 14 June
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, (1,000 reviews)
"This was a most peaceful stay and the location is amazing. The hotel is exactly as pictured and the staff were very pleasant to deal with. The breakfast was very good as well. I would recommend to anyone to stay here."
United States
William
The price is AU$146
includes taxes & fees
19 Apr - 20 Apr
Spring House Inn
Property grounds

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Chesterton
9.0 out of 10, Wonderful, (10 reviews)
"Thank you for a great stay for both the humans and fur babies! Very responsive hosts and easy check-in."
United States
Kara K.
The price is AU$440
includes taxes & fees
24 Apr - 25 Apr
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
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 AU$482
includes taxes & fees
19 Apr - 20 Apr
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
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 AU$168
includes taxes & fees
23 Apr - 24 Apr
The "Pool Barn Camper" w/Hot Tub near Indiana 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, (95 reviews)
"Great stay on every level "
United States
Tom M.
The price is AU$173
includes taxes & fees
19 Apr - 20 Apr
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,000 reviews)
"Clean room, nice staff"
United States
Xiomara
The price is AU$202
includes taxes & fees
3 May - 4 May
Hilton Garden Inn Chesterton
Exterior

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,003 reviews)
"Great location and staff"
United States
Alejandro
The price is AU$146
includes taxes & fees
28 Apr - 29 Apr
Best Western Indian Oak
Room, 1 King Bed, Lake View

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,000 reviews)
"Nice View! "
United States
Evgenia
The price is AU$125
includes taxes & fees
19 Apr - 20 Apr
Waterbird Lakeside Inn
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, (738 reviews)
"Quiet location and proximity to highways needed. "
United States
Rachel
The price is AU$132
includes taxes & fees
17 May - 18 May
Quality Inn Chesterton near Indiana Dunes National Park I-94
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, (1,000 reviews)
"Staff gave us a nice quiet room .. thanks so much! Breakfast left a lot to be desired. No yogurt variety.. no oatmeal variety.. rolls were dry.. no fruit variety.. no meat or egg variety.. pretty blah.. kids had taken over pool we couldn’t get in.."
United States
Thomas
The price is AU$134
includes taxes & fees
26 Apr - 27 Apr
Comfort Inn & Suites Porter near Indiana Dunes
Exterior

Dune trail retreat! 5 minutes to Indiana Dunes, Pet Friendly

Dune trail retreat! 5 minutes to Indiana Dunes, Pet Friendly
Porter
The price is AU$319
includes taxes & fees
22 Apr - 23 Apr
Dune trail retreat! 5 minutes to Indiana Dunes, Pet Friendly
Beach

Dunes Retreat w/Private Hot Tub

Dunes Retreat w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (20 reviews)
"Great host, everything was clean, many little extras for comfort and convenience!"
United States
Kara K.
The price is AU$495
includes taxes & fees
19 Apr - 20 Apr
Dunes Retreat w/Private Hot Tub
Smart TV, fireplace, table football, 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 AU$746
includes taxes & fees
20 Apr - 21 Apr
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
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 AU$545
includes taxes & fees
21 Apr - 22 Apr
NEW! Beautiful Riverfront Home on 10 Acres!
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 AU$361
includes taxes & fees
20 Apr - 21 Apr
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Standard Room, 1 King Bed

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (346 reviews)
"It's my go to when, I want to get away. "
United States
Rosa
The price is AU$115
includes taxes & fees
3 May - 4 May
Fairbridge Inn Express Chesterton
Interior

Modern Comfort 3-bedroom house in lovely Chesterton with cool breeze and charm

Modern Comfort 3-bedroom house in lovely Chesterton with cool breeze and charm
Chesterton
The price is AU$616
includes taxes & fees
18 Apr - 19 Apr
Modern Comfort 3-bedroom house in lovely Chesterton with cool breeze and charm
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 AU$452
includes taxes & fees
18 Apr - 19 Apr
That 70’s Loft- Peace, Love and a Funky Stay!
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 AU$2,442
includes taxes & fees
23 Apr - 24 Apr
2 miles from Dunes National Park. A Unique Boutique Hotel.
Property amenity

Sleep Inn & Suites Merrillville

Sleep Inn & Suites Merrillville
2.5 star property
Merrillville
8.0 out of 10, Very good, (19 reviews)
"I absolutely loved this Hotel! It was a pleasure to stay here. The front desk receptionist Latonya made me feel very welcomed and appreciated as a guest. They even had hot breakfast. Definitely gonna make this a top hotel to stay at on my list. "
United States
Erica
The price is AU$113
includes taxes & fees
23 Apr - 24 Apr
Sleep Inn & Suites Merrillville
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"It was fine "
nicholas 1-night trip
Posted 1 hour ago
Blue Chip Casino Hotel and Spa

Find out more about Chesterton

Chesterton B&B information

Number of reviews
6,356
Accommodation
1 B&B
Lowest Price
AU$113
Highest Price
AU$2,442

Frequently asked questions

Searching for B&Bs in Chesterton?
Whether you're on a family holiday and want a small, cosy place to stay, or you're travelling solo and hoping to meet fellow tourists, B&Bs can be a great choice for many types of holidaymakers. If your ideal holiday 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 an apartment instead of a traditional hotel?
Every B&B has its own unique feel — whether it's a comfy common area with a fireplace or a beautiful breakfast room, the tiny details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Chesterton?
Take a look at this B&B 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 garden.
When is the best time to book my B&B in Chesterton?
When you're planning your trip to Chesterton, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm of snowfall.
What is there to do in Chesterton?
Travellers 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 should put Lustron House and Chellberg Farm on your list if you want to see more of the area.
How can I get to and around Chesterton?
You can map out your trip 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. Otherwise, you can search for flights to Chicago O'Hare International Airport (ORD), which is 50.2 mi (80.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia