Photo by Ruslian

Find Adventure Hotels in Chesterton, IN

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesterton Adventure Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Chesterton Adventure Hotels

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)
"Great pool hostess was very helpful"
United States
regina
The price is SAR 220
SAR 330 total
includes taxes & fees
7 Dec - 8 Dec
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Superior Suite | Premium bedding, pillowtop beds, individually furnished, desk
Furness Mansion

Furness Mansion

2.0 star property
Chesterton
8.8 out of 10, Excellent, (57)
"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 SAR 608
SAR 681 total
includes taxes & fees
1 Jan - 2 January 2026
Furness Mansion
Living area
That 70’s Loft- Peace, Love and a Funky Stay!

That 70’s Loft- Peace, Love and a Funky Stay!

2.0 star property
Chesterton
10.0 out of 10, Exceptional, (6)
"Absolutely lovely stay! Space was cozy and host was phenomenal!Amenities were on point, and the location was convenient for traveling to various points on the Dunes and trails! Would recommend anyone spend time at this rental, and would love to come back again!"
United States
Christopher B.
The price is SAR 659
SAR 1,230 total
includes taxes & fees
14 Dec - 15 Dec
That 70’s Loft- Peace, Love and a Funky Stay!
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, (90)
"Great location for visiting the Dunes. Having a gas grill available was a nice perk. Was what we needed at a great value. "
United States
Brian L.
The price is SAR 301
SAR 421 total
includes taxes & fees
10 Dec - 11 Dec
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Interior
2 miles from Dunes National Park. A Unique Boutique Hotel.

2 miles from Dunes National Park. A Unique Boutique Hotel.

Chesterton
9.0 out of 10, Wonderful, (4)
"Beautiful historic building. "
United States
Deborah S.
The price is SAR 4,223
SAR 5,882 total
includes taxes & fees
5 Dec - 6 Dec
2 miles from Dunes National Park. A Unique Boutique Hotel.
Terrace/patio
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

La Porte
9.8 out of 10, Exceptional, (82)
"We enjoyed our stay."
United States
Ramona M.
The price is SAR 912
SAR 1,169 total
includes taxes & fees
8 Dec - 9 Dec
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
Indoor pool
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 star property
New Buffalo
6.8 out of 10, (1020)
"easy access to surrounding activities and staff very nice."
United States
Sally
The price is SAR 230
SAR 248 total
includes taxes & fees
18 Dec - 19 Dec
Baymont by Wyndham New Buffalo
Beach nearby, sun loungers, beach towels
Modern Farmhouse steps from downtown New Buffalo & Lake Michigan!

Modern Farmhouse steps from downtown New Buffalo & Lake Michigan!

Downtown New Buffalo
10.0 out of 10, Exceptional, (181)
"Location couldn’t be better, walked everywhere even with little ones. Plenty of room for everyone and space, toys, supplies etc. 100% would stay here again. "
United States
Kevin D.
The price is SAR 2,440
SAR 3,951 total
includes taxes & fees
31 Dec - 1 January 2026
Modern Farmhouse steps from downtown New Buffalo & Lake Michigan!
Smart TV
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown

Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown

New Buffalo
9.6 out of 10, Exceptional, (5)
"We really loved this house! Comfy beds, fun amenities (the converted garage hangout space is fabulous), great design/layout with plenty of room for everyone to spread out or all be together. The backyard was great, too! The location felt secluded, but everything is only a few minutes drive away."
United States
Jeana H.
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown
Beach nearby
Charming 3-bedroom house with WiFi, AC in New Buffalo with a 20x40 INDOOR POOL

Charming 3-bedroom house with WiFi, AC in New Buffalo with a 20x40 INDOOR POOL

2.0 star property
New Buffalo
10.0 out of 10, Exceptional, (12)
"We had a wonderful stay! The kids loved the pool and the parents appreciated the convenience of it being attached to the house! While swimming we even saw some deer! Great location, great hosts! All around wonderful experience!"
United States
Heather B.
The price is SAR 2,027
SAR 3,297 total
includes taxes & fees
10 Dec - 11 Dec
Charming 3-bedroom house with WiFi, AC in New Buffalo with a 20x40 INDOOR POOL
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.
View all properties

Top Chesterton Hotel Reviews

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"Morning staff was excellent. The night staff not so much. One of them even hung up on me when I called down to ask a question. Other than that, I HIGHLY recommend this hotel. Cleaning staff was very friendly. "
sherry 1-night trip
Posted 5 days ago
Ameristar Casino Hotel East Chicago

Explore a world of travel with Expedia