Title: Book the Best ADVENTURE Hotels in Chesterton in 2026 | Expedia.ca

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![Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights. 
#hiking](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Ruslian

![](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Chesterton Hotels & Resorts for Couples

Tonight

[Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-01-19&endDate=2026-01-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesterton adventure hotels

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69390000/69386000/69385955/3c1f7b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69386000/69385955/47cadd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69386000/69385955/d174f20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69390000/69386000/69385955/w894h683x65y0-0fccdb4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-Camper-WHot-Tub-Near-Indiana-Dunes.h69385955.Hotel-Information)

Porter

9.0/10

Wonderful

(12 reviews)

"Every aspect of my booking & stay was convenient & seamless; from the reasonable price, online reservation process, host communication, beautiful grounds, to the abundant amenities offered there was nothing I or my family wanted for. Don & Kim are accommodating, professional & experienced hosts and it showed. Thank you for the wonderful experience I recommend their multiple spaces to anyone & would stay with them again without hesitation! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

esther Amber C.

CA $81

CA $122 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-Camper-WHot-Tub-Near-Indiana-Dunes.h69385955.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/101000000/100780000/100779400/100779312/2b9c26f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite](https://images.trvl-media.com/lodging/101000000/100780000/100779400/100779312/bcf6a1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Double Room](https://images.trvl-media.com/lodging/101000000/100780000/100779400/100779312/bc25681c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite](https://images.trvl-media.com/lodging/101000000/100780000/100779400/100779312/87862888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Furness Mansion

[](https://www.expedia.ca/Chesterton-Hotels-Furness-Mansion.h100779312.Hotel-Information)

Chesterton

8.8/10

Excellent

(58 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole

CA $225

CA $252 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Chesterton-Hotels-Furness-Mansion.h100779312.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/2615544f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/ac5877d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/22a07264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/2dacd46e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

[](https://www.expedia.ca/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information)

Porter Beach

10/10

Exceptional

(133 reviews)

"Loved the cabin, in a beautiful place.William is an excellent host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lee Anna E.

CA $213

CA $360 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/771dd1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/c1b631b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/8157684d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/90955807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

[](https://www.expedia.ca/Chesterton-Hotels-Roomy-Retreat-Family-Friends2-King-BGame-Room-Valpo-University-Dunes.h104442031.Hotel-Information)

Chesterton

9.2/10

Wonderful

(20 reviews)

"This is a beautiful place. It has everything that you could possibly need. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George N.

CA $194

CA $727 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Chesterton-Hotels-Roomy-Retreat-Family-Friends2-King-BGame-Room-Valpo-University-Dunes.h104442031.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/110000000/109320000/109317500/109317487/536e84f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109320000/109317500/109317487/31b734ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109320000/109317500/109317487/32406705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/110000000/109320000/109317500/109317487/5b26cf9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chesterton-Hotels-That-70s-Loft-Peace.h109317487.Hotel-Information)

Chesterton

10/10

Exceptional

(6 reviews)

"We had a lovely stay in this charming, little set-up"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna K.

CA $244

CA $454 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Chesterton-Hotels-That-70s-Loft-Peace.h109317487.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/120000000/119050000/119048700/119048616/bf2ce6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119050000/119048700/119048616/bda4219b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/120000000/119050000/119048700/119048616/26959619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119050000/119048700/119048616/a1727f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Retreat w/Hot tub Indiana dunes Beaches Trails

[](https://www.expedia.ca/Chesterton-Hotels-Moody-Modern-Dunes-Hot-Tub-Beaches-Trails.h119048616.Hotel-Information)

Chesterton

10/10

Exceptional

(14 reviews)

"Great host, everything was clean, many little extras for comfort and convenience!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kara K.

CA $276

CA $528 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Chesterton-Hotels-Moody-Modern-Dunes-Hot-Tub-Beaches-Trails.h119048616.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101220000/101216500/101216471/29e63479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101220000/101216500/101216471/ee5580a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101220000/101216500/101216471/bc5589af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101220000/101216500/101216471/6a4acbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chesterton-Hotels-2-Miles-From-Dunes-National-Park-A-Unique-Boutique-Hotel.h101216471.Hotel-Information)

Chesterton

9.0/10

Wonderful

(4 reviews)

"Beautiful historic building. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah S.

CA $1,565

CA $2,177 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Chesterton-Hotels-2-Miles-From-Dunes-National-Park-A-Unique-Boutique-Hotel.h101216471.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/88000000/87910000/87908400/87908321/1ab6d529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87910000/87908400/87908321/3c824c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/88000000/87910000/87908400/87908321/0357983e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87910000/87908400/87908321/c1bf66fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

[](https://www.expedia.ca/Chesterton-Hotels-Private-Downtown-Apt.h87908321.Hotel-Information)

Chesterton

9.0/10

Wonderful

(92 reviews)

"Great stay on every level "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tom M.

CA $93

CA $135 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Chesterton-Hotels-Private-Downtown-Apt.h87908321.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/7cfedc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/w894h683x65y0-32f3f4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/10372699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/9f313aa4_edited_b133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

[](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-WPool.h69385681.Hotel-Information)

Porter

8.8/10

Excellent

(16 reviews)

"Great place to stay with kids."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jane H.

CA $282

CA $359 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-WPool.h69385681.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/5e19e0aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/b2cdd4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/88e2ff1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/bd39756e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Inn & Suites by Radisson, Merrillville, IN

[](https://www.expedia.ca/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.Hotel-Information)

Merrillville

7.0/10

Good

(1,005 reviews)

"Been here a few times and definitely like it. One of the best in the area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

roderick

CA $105

CA $118 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&regionId=7214&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true)

## Top Chesterton Hotel Reviews

![Spring House Inn](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/51a347fe_y.jpg)

### Spring House Inn

10/10 Excellent

"I’ve been booking short stays here since 2016 and the quality of customer service, on-site accommodations (especially the sauna), and the beauty of the grounds have gotten better year by year. Looking forward to the next couple of years…"

[](https://expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.Hotel-Information)

![Quality Inn Near Interstate I94](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320708/531382df_y.jpg)

### Quality Inn Near Interstate I94

10/10 Excellent

"The evening desk manager, Destiny, went out of her way to ensure the guests had an opportunity to watch the Bears-Packers playoff game. Awesome.....thanks again Destiny."

[](https://expedia.ca/Benton-Harbor-Hotels-Quality-Inn-Near-Interstate-I94.h1320708.Hotel-Information)

![Hampton Inn & Suites Hammond](https://images.trvl-media.com/lodging/16000000/15690000/15682600/15682513/df5f9b58_y.jpg)

### Hampton Inn & Suites Hammond

10/10 Excellent

"Very clean , no complaints."

[](https://expedia.ca/Hammond-Hotels-Hampton-Inn-Suites-Hammond.h15682513.Hotel-Information)

![Country Inn & Suites by Radisson, Merrillville, IN](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/4d6bf4d2_y.jpg)

### Country Inn & Suites by Radisson, Merrillville, IN

10/10 Excellent

"My room was beautiful and clean and spacious, wonderful service "

[](https://expedia.ca/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.Hotel-Information)

![Ameristar Casino Hotel East Chicago](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05_y.jpg)

### Ameristar Casino Hotel East Chicago

10/10 Excellent

"Yes absolutely great 👍 "

[](https://expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information)

![Blue Chip Casino Hotel and Spa](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/21bfd0c8_y.jpg)

### Blue Chip Casino Hotel and Spa

10/10 Excellent

"The midnight count down/ balloon drop"

[](https://expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information)

![Best Western Indian Oak](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/d30c38a4_y.jpg)

### Best Western Indian Oak

10/10 Excellent

"Friendly staff, clean and comfy"

[](https://expedia.ca/Chesterton-Hotels-Best-Western-Indian-Oak.h49736.Hotel-Information)

![Microtel Inn & Suites by Wyndham Michigan City](https://images.trvl-media.com/lodging/4000000/3600000/3594600/3594509/e12f523d_y.jpg)

### Microtel Inn & Suites by Wyndham Michigan City

10/10 Excellent

"Nice and quiet"

[](https://expedia.ca/Michigan-City-Hotels-Microtel-Inn-Suites-By-Wyndham-Michigan-City.h3594509.Hotel-Information)

![Days Inn by Wyndham Portage/Indiana Dunes National Park](https://images.trvl-media.com/lodging/2000000/1230000/1226300/1226286/833bc04a_y.jpg)

### Days Inn by Wyndham Portage/Indiana Dunes National Park

10/10 Excellent

" It’s was ok "

[](https://expedia.ca/Portage-Hotels-Days-Inn-By-Wyndham-Portage.h1226286.Hotel-Information)

## Frequently asked questions

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- [Things to do in Michigan City ](https://www.expedia.ca/Things-To-Do-In-Michigan-City.d8727.Travel-Guide-Activities)
- [Things to do in Westville ](https://www.expedia.ca/Things-To-Do-In-Westville.d3000436744.Travel-Guide-Activities)

- [Book Hotels & Resorts for Couples in Chesterton on Expedia.com ](https://www.expedia.com/Chesterton-Hotels-Couples-Resorts-Hotels.0-0-d7214-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)