A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25
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, (1,002 reviews)
"Everything was lovely and a very quiet hotel. Has a great stay!"
United States
Catherine
The price is ￥17,598
￥19,710 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Indian Oak
Property entrance

2. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,033 reviews)
"Beautiful scenery and very helpful staff"
United States
Amanda
The price is ￥18,953
￥22,023 total
includes taxes & fees
Sep 1 - Sep 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, (814 reviews)
"Very nice hotel and clean"
United States
Roselia
The price is ￥14,650
￥16,408 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Chesterton near Indiana Dunes National Park I-94
Room, 1 King Bed, Lake View | Iron/ironing board, WiFi (free), bed sheets

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,002 reviews)
"Enjoyed my stay"
United States
Ashley
The price is ￥17,964
￥20,121 total
includes taxes & fees
Aug 30 - Aug 31
Waterbird Lakeside Inn
Exterior

5. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (96 reviews)
"Beautiful property! Comfy beds!"
United States
Jessica Van
The price is ￥18,624
￥20,858 total
includes taxes & fees
Aug 31 - Sep 1
Furness Mansion
Beach nearby

6. 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, (131 reviews)
"Very cozy, comfortable, and relaxing we’ll stay there again"
United States
Vanski M.
The price is ￥18,953
￥24,795 total
includes taxes & fees
Aug 31 - Sep 1
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Restaurant

7. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (378 reviews)
"Friendly staff great locatikn"
United States
Kayla
The price is ￥14,334
￥16,054 total
includes taxes & fees
Sep 10 - Sep 11
Fairbridge Inn Express Chesterton
Beach nearby

8. 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 ￥31,695
￥40,493 total
includes taxes & fees
Sep 2 - Sep 3
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Lobby

9. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,019 reviews)
"Great place to stay"
United States
Lynette
The price is ￥23,378
￥26,184 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chesterton
Exterior

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

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
9.2 out of 10, Wonderful, (7 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is ￥19,112
￥42,633 total
includes taxes & fees
Sep 22 - Sep 23
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Smart TV, fireplace, books

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 ￥19,437
￥63,510 total
includes taxes & fees
Sep 3 - Sep 4
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Beach nearby

12. 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 ￥20,546
￥26,579 total
includes taxes & fees
Sep 1 - Sep 2
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Lobby

13. 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, (1,002 reviews)
"Was easy to check in and out. Good location, felt safe. Was kept clean"
United States
Christopher
The price is ￥18,547
￥20,772 total
includes taxes & fees
Sep 17 - Sep 18
Comfort Inn & Suites Porter near Indiana Dunes
Smart TV, fireplace, foosball, books

14. 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, (22 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 ￥35,262
￥100,144 total
includes taxes & fees
Aug 31 - Sep 1
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Beach

15. 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 ￥37,428
￥68,320 total
includes taxes & fees
Aug 30 - Aug 31
Tower Haus w/Private Hot Tub
Interior

16. 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 ￥25,324
￥62,969 total
includes taxes & fees
Sep 3 - Sep 4
NEW! Beautiful Riverfront Home on 10 Acres!
6 bedrooms, desk, WiFi (free)

17. 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 ￥283,819
￥359,440 total
includes taxes & fees
Sep 7 - Sep 8
Full House booking of a history building close to the Dunes
Indoor pool

18. 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)
"Clean and convenient location. Good option for families."
United States
Randal
The price is ￥24,551
￥27,497 total
includes taxes & fees
Sep 13 - Sep 14
Country Inn & Suites by Radisson, Portage, IN
WiFi (free)

19. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
9.0 out of 10, Wonderful, (18 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 ￥22,548
￥25,254 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Michigan City
Exterior

20. Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
9.2 out of 10, Wonderful, (30 reviews)
"Nice new property, clean rooms, welcoming staff, great breakfast. "
United States
Amy
The price is ￥18,154
￥20,333 total
includes taxes & fees
Sep 7 - Sep 8
Tru By Hilton Valparaiso
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
"Nice, clean, friendly place, Great staff. Went above and beyond to get my purse back to me!🙂"
Gina 2-night trip
Posted 4 hours ago
Four Winds Casino Resort – New Buffalo

Find out more about Chesterton

Chesterton B&B information

Number of reviews
3,474
Accommodation
1 B&B
Lowest Price
￥16,054
Highest Price
￥359,440

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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