Boutique Hotels & Resorts in Chesterton from AU$129

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Check availability on Chesterton Boutique Hotels

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Recommended hotels in Chesterton

Dining

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,002 reviews)
"Beautiful Hotel"
United States
Joseph
The price is AU$147
includes taxes & fees
19 Mar - 20 Mar
Spring House Inn
Lobby

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,001 reviews)
"Clean room, nice staff"
United States
Xiomara
The price is AU$168
includes taxes & fees
29 Mar - 30 Mar
Hilton Garden Inn Chesterton
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$142
includes taxes & fees
19 Mar - 20 Mar
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Exterior

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,004 reviews)
"Great location and staff"
United States
Alejandro
The price is AU$141
includes taxes & fees
1 Apr - 2 Apr
Best Western Indian Oak
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, (65 reviews)
"The house was very clean and served us well. It was in a great walkable small town with plenty of good restaurants, and only a short drive to the dunes"
United States
Sue
The price is AU$487
includes taxes & fees
22 Mar - 23 Mar
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Front of property

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (59 reviews)
"This was a lovely place to stay...such a nice surprise as we booked at the last minute. We would stay here again for sure! The owner was very accomodating, and the hotel is beautiful...perfectly described as a boutique hotel. Loved it."
United States
Nicole
The price is AU$225
includes taxes & fees
29 Mar - 30 Mar
Furness Mansion
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, (94 reviews)
"Great stay on every level "
United States
Tom M.
The price is AU$176
includes taxes & fees
19 Mar - 20 Mar
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
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)
"We were pleasantly surprised by our room. The floors were clean. The bed was clean. Everything smelled good even in the hallway. There were no noisy neighbors and the balcony overlooking the water was peaceful and beautiful. We loved getting visits from the geese and the beautiful swan. I would absolutely stay there again."
United States
Abigail
Waterbird Lakeside Inn
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$756
includes taxes & fees
23 Mar - 24 Mar
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | 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$129
includes taxes & fees
23 Mar - 24 Mar
Fairbridge Inn Express Chesterton
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

What's there to see and do in Chesterton?
The beaches, shopping and lakefront are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Chesterton include Indiana Dunes National Park, Chicago Street Theatre and Memorial Opera House. You might also like to explore more of the area and take in additional sights like Lake Michigan, Barker Mansion and Dennis F. Smith Amphitheater while you're here.
What kind of weather should I plan for when I travel to Chesterton?
Understanding the weather in Chesterton will help you enjoy your stay to the fullest. 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's the best way to get to my boutique hotel in Chesterton?
You have a few options for travelling to and around Chesterton. The nearest major airport is Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

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