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Most frequently booked Chesterton hotels

Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
Free cancellation
Reserve now, pay when you stay
1.87 km from city centre
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Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Pool
Breakfast included
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
Free cancellation
Reserve now, pay when you stay
2.03 km from city centre
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Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Pool
Breakfast included
Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road, Chesterton, IN
Free cancellation
Reserve now, pay when you stay
1.75 km from city centre
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Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Parking included
Free WiFi
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 out of 5
418 Council Road, Chesterton, IN
Free cancellation
Reserve now, pay when you stay
2.17 km from city centre
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Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Breakfast included
Parking included
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

2.5 out of 5
1800 West US Highway 20, Chesterton, IN
Free cancellation
Reserve now, pay when you stay
3.32 km from city centre
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Book a stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Pool
Hot tub
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr., Chesterton, IN
Free cancellation
Reserve now, pay when you stay
1.91 km from city centre
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Book a stay at this business-friendly hotel in Chesterton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Pet-friendly
Parking included
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard, Chesterton, IN
Free cancellation
Reserve now, pay when you stay
4.25 km from city centre
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Stay at this 3-star business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Pool
Pet-friendly
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

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

5.41 km from city centre
Get rates
Book a stay at this beach cabin in Chesterton. Enjoy free WiFi, a beach locale, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Kitchen
Washer
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

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

2.14 km from city centre
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Stay at this vacation home in Chesterton. Enjoy free WiFi, a garden, and patios. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Pool
Hot tub
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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.

Top family friendly Chesterton hotel deals

Best Western Indian Oak

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN
Get rates
8.4/10 Very Good! (1,001 reviews)

Top cheap Chesterton hotel deals

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

713 Plaza Dr., Chesterton, IN
Get rates
6.6/10 (297 reviews)

Top hotels in Chesterton for Extended Stay

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

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

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.

Chesterton hotels essential information

Accommodation
1,352 hotels
Lowest Price
Highest Price
Popular hotels
Best Western Indian Oak, Spring House Inn, Waterbird Lakeside Inn, Quality Inn Chesterton near Indiana Dunes National Park I-94, Comfort Inn & Suites Porter near Indiana Dunes, Fairbridge Inn Express Chesterton, Hilton Garden Inn Chesterton, Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly, The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

Frequently asked questions

What are the top kid-friendly hotels in Chesterton?
Take some of the troubles out of traveling with kids by choosing a family-friendly hotel in Chesterton. From well-thought-out amenities to extra-helpful services, these stays come with perks that'll help make your getaway run like a dream: The entire crew will enjoy staying at Rileys Railhouse Bed & Breakfast. Pet-friendly facilities and free WiFi are just a few of the things that help make this property a sought-after option. Sweet Home in Chesterton Dog Friendly is another great choice. After an exciting day of exploring Chesterton, come home to your comfy room and amenities like a nearby beach and animal viewing activities.
Where can I find cheap hotels in Chesterton?
At Travelocity you'll find really nice hotels in Chesterton at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chesterton rather than in Chesterton. We may find you even better rates, too.
How do I find the best Chesterton hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chesterton then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chesterton?
The cheapest hotel in Chesterton is This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chesterton?
There are 1,352 hotels in Chesterton on Travelocity.
What are the best hotels in Chesterton?
Chesterton has so many great hotels to choose from at Travelocity --- and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chesterton for you!
When is the best time to visit Chesterton?
If you want the joy of a fun-filled trip in peak season, visit Chesterton during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Chesterton?
Based on historic data is usually the cheapest month to visit Chesterton. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chesterton?
There are multiple hotels in Chesterton that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chesterton. We have plenty of kid-friendly hotels in Chesterton to choose from on Travelocity!
Why book a hotel in Chesterton through Travelocity?
Because we have the top hotels in Chesterton! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chesterton on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chesterton hotel reviews by fellow wanderers

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"We stayed the weekend for our anniversary. Great time"
A verified traveller stayed at Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo

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