A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterton

Exterior

1. Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,015 reviews)
"Great room with a great view, cute town"
United States
Addison
The price is CA $152
CA $171 total
includes taxes & fees
Sep 14 - Sep 15
Best Western Indian Oak
Property entrance

2. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,009 reviews)
"Had a great stay the room was very clean and beds are super comfy!"
United States
Tyler
The price is CA $113
CA $133 total
includes taxes & fees
Oct 1 - Oct 2
Spring House Inn
Lobby

3. 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, (821 reviews)
"Very nice hotel and clean"
United States
Roselia
The price is CA $123
CA $138 total
includes taxes & fees
Oct 4 - Oct 5
Quality Inn Chesterton near Indiana Dunes National Park I-94
Room, 1 King Bed, Lake View

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,000 reviews)
"Enjoyed my stay"
United States
Ashley
The price is CA $156
CA $174 total
includes taxes & fees
Sep 7 - Sep 8
Waterbird Lakeside Inn
Exterior

5. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (100 reviews)
"Beautiful property! Comfy beds!"
United States
Jessica Van
The price is CA $163
CA $183 total
includes taxes & fees
Sep 23 - Sep 24
Furness Mansion
Lobby

6. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,002 reviews)
"Great place to stay"
United States
Lynette
The price is CA $214
CA $239 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Chesterton
Restaurant

7. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (380 reviews)
"Friendly staff great locatikn"
United States
Kayla
The price is CA $112
CA $125 total
includes taxes & fees
Oct 5 - Oct 6
Fairbridge Inn Express Chesterton
Beach

8. 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, (132 reviews)
"Very cozy, comfortable, and relaxing we’ll stay there again"
United States
Vanski M.
The price is CA $164
CA $215 total
includes taxes & fees
Sep 14 - Sep 15
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Beach

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, (20 reviews)
"Awesome place to stay and plenty to do"
United States
Cody
The price is CA $275
CA $350 total
includes taxes & fees
Sep 10 - Sep 11
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Exterior

10. 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, (8 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is CA $159
CA $361 total
includes taxes & fees
Sep 22 - Sep 23
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Living area

11. 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, (74 reviews)
"Very nice space, with plenty of room and a great location. "
United States
Briana R.
The price is CA $177
CA $562 total
includes taxes & fees
Sep 8 - Sep 9
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Lobby

12. 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 location"
United States
Steve
The price is CA $159
CA $178 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Porter near Indiana Dunes
Beach

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

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
8.4 out of 10, Very good, (22 reviews)
"Communication were great. The hosts we close so anything that we needed it got taken care of right away. Close to great food and lake"
United States
Jerrell G.
The price is CA $178
CA $230 total
includes taxes & fees
Sep 14 - Sep 15
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Beach

14. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (34 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 CA $318
CA $584 total
includes taxes & fees
Sep 8 - Sep 9
Tower Haus w/Private Hot Tub
House (4 Bedrooms) | Front of property

15. 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 CA $411
CA $839 total
includes taxes & fees
Sep 27 - Sep 28
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Living area

16. 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, (26 reviews)
"This place was so roomy, clean, and comfortable. Plenty of room to relax and enjoy family company. "
United States
Kile B.
The price is CA $333
CA $855 total
includes taxes & fees
Sep 27 - Sep 28
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Interior

17. NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
7.8 out of 10, Good, (13 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 CA $275
CA $618 total
includes taxes & fees
Oct 1 - Oct 2
NEW! Beautiful Riverfront Home on 10 Acres!
Beach

18. 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, (99 reviews)
"Our family enjoyed our stay very much, especially with having the clean well-kept accommodations and so close to our favorite Lake Michigan beaches. This is a very comfortable home for family to relax and enjoy their home away from home."
United States
Aleta F.
The price is CA $562
CA $1,196 total
includes taxes & fees
Sep 8 - Sep 9
1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
Room

19. 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 $2,466
CA $3,155 total
includes taxes & fees
Oct 5 - Oct 6
Full House booking of a history building close to the Dunes
Restaurant

20. 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, (857 reviews)
"The hotel room was great and the breakfast had a nice selection of good food. I would definitely stay here again."
United States
Aaron
The price is CA $163
CA $190 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express & Suites Michigan City by IHG
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

Spring House Inn

Spring House Inn

8/10 Good
"Front staff helpful although wasn’t able to check in early. Room clean enough and comfortable. Breakfast okay. Protein (eggs and sausage ) available although not that tasty. Coffee not great. Great location to parks. Could use updating but would still stay again due to great parking and location. Trash piled on deck while we were eating lunch there. Workers finally got trash prior to us finishing lunch"
Tia 2-night trip
Posted 11 hours ago
Spring House Inn

Find out more about Chesterton

Chesterton B&B information

Number of reviews
3,567
Accommodation
1 B&B
Lowest Price
CA $125
Highest Price
CA $3,155

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.

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