A wooden staircase ascending a sandy hill with sparse vegetation.

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Recommended hotels in Chesterton

1. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,006 reviews)
"Excellent hotel, friendly staff"
United States
Cheryl
The price is AED 440
AED 492 total
includes taxes & fees
4 Dec - 5 Dec
Hilton Garden Inn Chesterton

2. Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,005 reviews)
"The staff was friendly and room was clean."
United States
Alyssa
The price is AED 328
AED 367 total
includes taxes & fees
16 Nov - 17 Nov
Best Western Indian Oak

3. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,003 reviews)
"It was a nice change from the normal big hotels. Small and quaint. Would definitely stay again!!"
United States
Nathaniel
The price is AED 333
AED 392 total
includes taxes & fees
5 Nov - 6 Nov
Spring House Inn

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,003 reviews)
"Loved the balcony overlooking the lake."
United States
Marsha
The price is AED 345
AED 387 total
includes taxes & fees
5 Nov - 6 Nov
Waterbird Lakeside Inn

5. 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
7.8 out of 10, Good, (874 reviews)
"Had a great weekend. Staff was great, room was clean, facility was great for a budget."
United States
Albie
The price is AED 278
AED 311 total
includes taxes & fees
3 Dec - 4 Dec
Quality Inn Chesterton near Indiana Dunes National Park I-94

6. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (117 reviews)
"Staff was extremely helpful and responded promptly. The room was very clean, and inviting. Great location for the beaches or short trips to Michigan."
United States
Bryan
The price is AED 468
AED 524 total
includes taxes & fees
5 Nov - 6 Nov
Furness Mansion

7. 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, (10 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is AED 331
AED 765 total
includes taxes & fees
5 Nov - 6 Nov
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

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, (140 reviews)
"Perfect for location to walk to local winery or brewery for a little fancy and fancy-free!We’d recommend"
United States
Laura H.
The price is AED 437
AED 539 total
includes taxes & fees
11 Nov - 12 Nov
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

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, (22 reviews)
"Awesome place to stay and plenty to do"
United States
Cody
The price is AED 731
AED 880 total
includes taxes & fees
29 Nov - 30 Nov
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

10. 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, (1,001 reviews)
"Good one night stay. Nice to have breakfast there before we headed out."
United States
Julie Van
The price is AED 323
AED 362 total
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn & Suites Porter near Indiana Dunes

11. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (396 reviews)
"Friendly staff great locatikn"
United States
Kayla
The price is AED 298
AED 333 total
includes taxes & fees
5 Nov - 6 Nov
Fairbridge Inn Express Chesterton

12. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay! It was really clean! Highly recommend!"
United States
Joshua N.
The price is AED 459
AED 1,000 total
includes taxes & fees
9 Nov - 10 Nov
Tower Haus w/Private Hot Tub

13. Dunes Homestead - Near Dunes + Lake + Dog Friendly

Dunes Homestead - Near Dunes + Lake + Dog Friendly
Porter
9.8 out of 10, Exceptional, (37 reviews)
"Everything was as described, and had everything we needed!"
United States
Chrissy B.
Dunes Homestead - Near Dunes + Lake + Dog Friendly

14. 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, (76 reviews)
"Great location, walking distance to downtown Chesterton which had an excellent ice cream shop and other restaurants. Easy driving distance to different parts of Indiana Dunes National Park. Host had great communication before and throughout the visit and the house had all the amenities we needed."
United States
Ammari Capito F.
The price is AED 579
AED 1,537 total
includes taxes & fees
24 Nov - 25 Nov
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

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

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
8.6 out of 10, Excellent, (23 reviews)
"Camper is small, but cozy and worked well for my son and I to spend a few days relaxing! Hosts are very friendly, responsive, and helpful and we loved spending time in the pool."
United States
Melissa P.
The price is AED 474
AED 580 total
includes taxes & fees
23 Nov - 24 Nov
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

16. NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
7.8 out of 10, Good, (13 reviews)
"The host was responsive and super friendly. We loved staying here - Chesterton was beautiful and the downtown area was incredible. We fell in love."
United States
Amanda H.
The price is AED 584
AED 1,370 total
includes taxes & fees
5 Nov - 6 Nov
NEW! Beautiful Riverfront Home on 10 Acres!

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)
"We are happy with the property. clean property, quite spacious and large enough to accommodate large group, quite close to Dunes."
United States
Mahesh K.
Full House booking of a history building close to the Dunes

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, (1,002 reviews)
"Nice breakfast, and a wonderful, kid-friendly pool that is particularly good for very young children."
United States
Rachel
The price is AED 509
AED 570 total
includes taxes & fees
2 Dec - 3 Dec
Country Inn & Suites by Radisson, Portage, IN

19. Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
9.0 out of 10, Wonderful, (63 reviews)
"Staff were really friendly, breakfast was great. Even liked that this hotel has actual hand soap that’s a pump in the bathrooms (in the rooms)."
United States
Phillip
The price is AED 389
AED 435 total
includes taxes & fees
15 Nov - 16 Nov
Tru By Hilton Valparaiso

20. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
9.0 out of 10, Wonderful, (24 reviews)
"Excellent service and clean."
United States
Melina
The price is AED 458
AED 513 total
includes taxes & fees
1 Dec - 2 Dec
Home2 Suites by Hilton Michigan City
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

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 Visitor Center and Indiana Dunes National Park 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 Lake Michigan and Indiana Dunes Visitor Center if you're hoping to see some of the area's natural features. You might put Lustron House and Bailly Homestead - American Indians and Fur Traders 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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