Best-rated hotels in Chesterton for your unforgettable stay

Detailed descriptions, travelers’ reviews, and handpicked hotel collections will help you book your perfect accommodation.

Check-in date:
Check-out date:
0 Adults

Adults

0 Children

Children

Apply

Why book with us?

Choose from exclusive hotel collection

We offer thousands of Chesterton hotels and accommodations from world's renowned hotel chains to unique gems of the region you won’t find anywhere else.

Enjoy seamless booking experience

Once you choose your best place to stay, take a minute to complete a quick reservation form and get an instant confirmation letter to your email address.

Benefit from flexible travel options

We provide the most flexible cancellation options, so you get your deposit back in case of a change of plans or other unforeseen circumstances.

Find a hotel

Hotels by class
2 stars 3
Unrated 11
Thematic Hotels
Extended Stay 9
Vacation Rentals 9
Luxury accommodations 9
Private Villas 6
Jacuzzi 3
Resorts 3
Beach hotels 2
Romantic hotels 2
Hotels with indoor pool 2
Business hotels 2
Golf hotels 2
Exceptional design hotels 1
Sustainability certification 1
Boutique hotels 1

Hotels by location

Nearby
Richardson Wildlife Sanctuary Chesterton 1
National Park Svc 8
Chesterton Park 12
Dunes State Park 8
Dogwood Park 12
Chesterton Town Park Board 12
Victory Park 12
Burns Harbor Town Park Dept 12
Landmarks
Parks
Landmark
Popular attractions

Welcome to Chesterton

Discover the hidden gem of Chesterton, where small-town charm meets natural beauty. Stroll along the picturesque streets lined with historic houses, indulge in local cuisine at quaint cafes, and immerse yourself in the vibrant arts scene. Experience the enchanting landscapes, from the sandy shores of Lake Michigan to the scenic trails through Indiana Dunes State Park. Plan your visit to Chesterton today and uncover a world of captivating attractions and endless adventure.

What our users say about Chesterton hotels

9.8

Exceptional

us Johnny 13 June 2022
We got upgraded to a room with a queen bed, comfy rocking chairs, and both heating and air conditioning.
Read more +
Show Less -
9.8

Exceptional

us Sarah 03 February 2023
The hotel is conveniently located near attractions, antique shops, and Shipshewana. The room we booked was stylish and impeccably clean, with comfortable beds and a fantastic shower. The breakfast served a variety of delicious meals. Our experience was overall enjoyable.
Read more +
Show Less -
9.8

Exceptional

us Seth 25 December 2021
Its staff was exceptionally helpful & incredibly helpful. Stayed in functional king room with a great view and a tub, as for instance. There also was convenient parking and excellent pool.
Read more +
Show Less -
9.8

Exceptional

us Richard 29 June 2022
The location was convenient and magnificent, a 10-15 minute walk from Lion. The local staff was helpful and pleasant. Booked a room with great view.
Read more +
Show Less -
9.8

Exceptional

us Dean 04 October 2022
The place is clean with attentive staff and a great restaurant on-site for dinner.
Read more +
Show Less -
9.8

Exceptional

us David 04 November 2022
Staying in the deluxe king room was totally cozy with the central heating keeping it warm and a private safe to stash your stuff 🛡️. The TV even had pay channels for some entertainment. The bed was super comfortable, and let's not forget about the outstanding food here - it was so good!
Read more +
Show Less -
9.8

Exceptional

us Brian 10 August 2022
The hotel was perfectly clean and the location was unbeatable near shopping and restaurants. The room was spotless and huge, featured a mini fridge bar, a sitting area, and a writing desk. The bed was exceptionally comfortable, and the staff were amicable. I had a really nice stay for 3 nights.
Read more +
Show Less -
9.8

Exceptional

us Edward 06 September 2022
The room I booked was consistently clean with two beds, and I really enjoyed having satellite television, climate control, and a fridge available here.
Read more +
Show Less -
9.8

Exceptional

us Karen 29 January 2022
The staff was BEST, the room was elegant and the breakfast was bountiful, all as we expected. The provided service was superb too. Liked Indianapolis, the hotel was secure. Wine bar with reasonably priced drinks.
Read more +
Show Less -
9.8

Exceptional

us Paul 30 June 2022
The bathroom in this place is spacious, and the room feels cozy. The breakfast offers a variety of options, including eggs, yogurt, and hot waffles. This venue is conveniently located near several restaurants, Dunes State Park, and a nature reserve.
Read more +
Show Less -

Save time on your trip arrangements by booking one of our hand-picked hotels

Exclusive 3-star hotels
Quality 2-star hotels
Enjoy truly authentic experiences without compromising comfort and convenience.
Best Western Indian Oak

558 Indian Boundary Road, Chesterton, United States

Good
272 reviews

78 US$

min. price/night

Hilton Garden Inn Chesterton

501 Gateway Boulevard, Chesterton, United States

Excellent
188 reviews

110 US$

min. price/night

Discover the hidden gems of Chesterton by booking one of its budget-friendly hotels.
Waterbird Lakeside Inn

556 Indian Boundary Road, Chesterton, United States

Good
390 reviews

70 US$

min. price/night

Quality Inn Chesterton Near Indiana Dunes National Park I-94

418 Council Road, Chesterton, United States

Good
212 reviews

76 US$

min. price/night

Fairbridge Inn Express Chesterton

713 Plaza Drive, Chesterton, United States

Good
16 reviews

90 US$

min. price/night

Travelers’ choice

Check out the most booked accommodations to find reliable places that our users have tried and tested.
Blue Birdhouse - Indiana Dunes - Pet Friendly

5 West Beam Street, Chesterton, United States

Excellent
29 reviews

139 US$

min. price/night

Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

105 West Michigan Avenue, Chesterton, United States

Excellent
28 reviews

Your Midwest Dunes Vacation Tri-State Paradise!

1541 Eagle Street, Chesterton, United States

Excellent
9 reviews

228 US$

min. price/night

Roomy Retreat-Family & Friends 2 King Bed Game Room

130 Washington Avenue, Chesterton, United States

Excellent
6 reviews

Thank you for your feedback

Close