A wooden staircase ascending a sandy hill with sparse vegetation.

Book Chesterton Bed & Breakfast

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Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterton

A modern building with large windows and balconies, a wooden deck, and a calm lake.

1. 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
$89 nightly
The price is $100
Nov 16 - Nov 17
Total with taxes and fees
Best Western Indian Oak
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.

2. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,007 reviews)
"Excellent hotel, friendly staff"
United States
Cheryl
$128 nightly
The price is $143
Dec 4 - Dec 5
Total with taxes and fees
Hilton Garden Inn Chesterton
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.

3. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,010 reviews)
"Good breakfast, staff was very helpful, there was a good restaurant on site."
United States
Michael
$95 nightly
The price is $107
Nov 17 - Nov 18
Total with taxes and fees
Spring House Inn
A modern bathroom with a large mirror, a bathtub, and a sink.

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,002 reviews)
"Loved the balcony overlooking the lake."
United States
Marsha
$95 nightly
The price is $106
Nov 10 - Nov 11
Total with taxes and fees
Waterbird Lakeside Inn
A modern dining area with multiple tables and chairs, a kitchen area with blue cabinets, and a reception desk in the background.

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
$76 nightly
The price is $85
Dec 8 - Dec 9
Total with taxes and fees
Quality Inn Chesterton near Indiana Dunes National Park I-94
A reception area with a counter, a vending machine, and a view of the outside through glass doors.

6. 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)
"Good one night stay. Nice to have breakfast there before we headed out."
United States
Julie Van
$81 nightly
The price is $91
Dec 1 - Dec 2
Total with taxes and fees
Comfort Inn & Suites Porter near Indiana Dunes
A large house surrounded by dense forest with a beach and ocean in the background.

7. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (118 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
$148 nightly
The price is $165
Nov 10 - Nov 11
Total with taxes and fees
Furness Mansion
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.

8. 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, (11 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
$176 nightly
The price is $197
Nov 11 - Nov 12
Total with taxes and fees
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
A beach with a parking lot and buildings in the background.

9. 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, (141 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.
$128 nightly
The price is $143
Nov 10 - Nov 11
Total with taxes and fees
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
A hotel lobby with a red carpet, a bookshelf with books, a potted plant, a table with chairs, a small table with a vase, and a door with a red mat.

10. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (397 reviews)
"Stayed here several times over the years. Always clean so we keep coming back. Recently updated furniture is an improvement."
United States
Daniel
$78 nightly
The price is $88
Dec 10 - Dec 11
Total with taxes and fees
Fairbridge Inn Express Chesterton
A beach with sand dunes and grass.

11. 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
$206 nightly
The price is $231
Nov 22 - Nov 23
Total with taxes and fees
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A beach with a sunset, waves, and sparse vegetation.

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.
$218 nightly
The price is $244
Nov 10 - Nov 11
Total with taxes and fees
Tower Haus w/Private Hot Tub
A living room with a dark blue door, a grey sofa, a blue sofa, a coffee table, and a floor lamp.

13. 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.
$302 nightly
The price is $339
Nov 24 - Nov 25
Total with taxes and fees
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
A living room with a flat-screen TV, a wooden console table, a green armchair, a leather sofa, and a ceiling fan.

14. 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.
$263 nightly
The price is $294
Nov 13 - Nov 14
Total with taxes and fees
Dunes Homestead - Near Dunes + Lake + Dog Friendly
A sandy beach path leading to the sea with grassy dunes on either side.

15. Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
Chesterton
9.4 out of 10, Exceptional, (50 reviews)
"Fantastic stay!"
United States
Steven F.
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
A wooden deck with a glass-top table and chairs, surrounded by lush greenery.

16. Indiana Dunes National Park

Indiana Dunes National Park
Porter
9.4 out of 10, Exceptional, (3 reviews)
"Clean accommodations, everything was as advertised for our 1 night stay. The album collection was a bonus."
United States
Heather F.
$233 nightly
The price is $235
Nov 11 - Nov 12
Total with taxes and fees
Indiana Dunes National Park
A beach with sand dunes and grass.

17. 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.
$138 nightly
The price is $155
Nov 23 - Nov 24
Total with taxes and fees
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
A bedroom with two beds, a ceiling fan, a TV on a dresser, and a window with blinds.

18. 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.
$1,881 nightly
The price is $2,107
Nov 11 - Nov 12
Total with taxes and fees
Full House booking of a history building close to the Dunes
Pool

19. 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, (1,003 reviews)
"Nice breakfast, and a wonderful, kid-friendly pool that is particularly good for very young children."
United States
Rachel
$134 nightly
The price is $151
Dec 6 - Dec 7
Total with taxes and fees
Country Inn & Suites by Radisson, Portage, IN
A dining area with high ceilings, wooden beams, and large windows with a view of the outdoors.

20. The Brewery Lodge Hotel

The Brewery Lodge Hotel
3.5 star property
Michigan City
9.0 out of 10, Wonderful, (926 reviews)
"Was a great stay. Would highly recommend."
United States
Andrew
$101 nightly
The price is $110
Nov 30 - Dec 1
Total with taxes and fees
The Brewery Lodge Hotel
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Wonderful...from beginning to end...room very clean and comfortable. Massage was so relaxing. I think this place is a gem."
Tony 2-night trip
Posted less than an hour ago
Blue Chip Casino Hotel and Spa

Find out more about Chesterton

Chesterton B&B information

Number of reviews
5,739
Accommodation
1 B&B
Lowest Price
$85
Highest Price
$2,107

Frequently asked questions

What is the nightly rate for a B&B in Chesterton?
Prices for B&Bs in Chesterton often vary, but you can find a great deal from $85 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chesterton B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Chesterton?
The best time to book a B&B in Chesterton is during the late spring and early summer months, particularly from May to June. This period showcases the picturesque landscapes and vibrant flora of the Indiana Dunes National Park, making it an ideal time for outdoor enthusiasts and families looking for adventure. The pleasant temperatures, typically ranging from the low 50s to mid-70s Fahrenheit, create a comfortable environment for hiking, biking, and enjoying the stunning beaches along Lake Michigan.

As the summer progresses, July attracts a higher volume of visitors, drawn to the area's many festivals and events. This lively atmosphere is great for those who thrive on socializings and community celebrations. However, if you prefer a more tranquil experience while still enjoying lovely weather, consider booking your stay in late May or early June, when the crowds are lighter, yet the natural beauty is at its peak.

For travelers seeking budget-friendly options, October presents a fantastic opportunity to appreciate the fall foliage and enjoy a quieter, more reflective ambiance. The crisp air and stunning autumn colors along the trails provide a great backdrop for leisurely strolls and scenic drives.
What is the difference between a Chesterton Bed & Breakfast and a hotel?
Every Chesterton B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chesterton B&Bs.

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