Search for Cheap Deals onHotels in Chesterton
Choose from 1377 Chesterton Hotel Deals

Spring House Inn
303 N Mineral Springs Rd, Chesterton, IN
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 ...
8.8/10 Excellent! (1,011 reviews)
Nice older Inn
"It is a very nice older Inn.Bed is very comfortable, indoor pool, sauna, Uno next door is a nice Bar/Pizza. Everything is pretty close. Dunes are about 3miles away. Very Recommended."
Reviewed on Jul 15, 2025

Best Western Indian Oak
558 Indian Boundary Road, Chesterton, IN
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. ...
8.4/10 Very Good! (1,001 reviews)
"I liked the small lake by the breakfast dining area and the hotel was very clean and staff was wonderful."
Reviewed on Jul 16, 2025

Hilton Garden Inn Chesterton
501 Gateway Boulevard, Chesterton, IN
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 ...
8.6/10 Excellent! (1,008 reviews)
"We loved staying here."
Reviewed on Jun 26, 2025

Waterbird Lakeside Inn
556 Indian Boundary Road, Chesterton, IN
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. ...
8/10 Very Good! (876 reviews)
"Clean and a fair rate"
Reviewed on Jul 13, 2025

Comfort Inn & Suites Porter near Indiana Dunes
1800 West US Highway 20, Chesterton, IN
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 ...
8/10 Very Good! (1,006 reviews)
"Room had a little smoke smell. Other than that it was nice and affordable."
Reviewed on Jul 13, 2025

Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road, Chesterton, IN
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 ...
8/10 Very Good! (638 reviews)
"Although it is an older building, the room was clean and comfortable. The bathroom could use an upgrade, but it functioned fine. The coffee was quite weak and the breakfast wasn't anything special. The staff was friendly and check-in was easy."
Reviewed on Jul 14, 2025

Fairbridge Inn Express Chesterton
713 Plaza Dr., Chesterton, IN
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 ...
6.6/10 (312 reviews)
"This Inn is a lovely place with luxurious king beds. It was quite an enjoyable place to stay and all the staff was very friendly. 10/10. No pool but you really can't beat it for the price"
Reviewed on Jul 10, 2025

Furness Mansion
1491 N Furnleigh Ln, Chesterton, IN
Stay at this hotel in Chesterton. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Indiana Dunes National Park and Indiana Dunes ...
8.8/10 Excellent! (56 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."
Reviewed on Jul 1, 2025

Blue Chip Casino Hotel and Spa
777 Blue Chip Drive, Michigan City, IN
Stay at this 3.5-star spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,604 reviews)
Reviewed on Jul 14, 2025

Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
Stay at this 3.5-star business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,391 reviews)
"Pool makes it feel like vacation ☀️🏝️Staff is friendly and hard working!! Definitely going back!!"
Reviewed on Jul 14, 2025

Baymont by Wyndham New Buffalo
18800 Harbor Country Drive, New Buffalo, MI
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms ...
6.6/10 (1,021 reviews)
"Is a good place to stay"
Reviewed on Jul 14, 2025

Baymont by Wyndham Michigan City
4128 South Franklin Street, Michigan City, IN
Book a stay at this business-friendly hotel in Michigan City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
5.6/10 (1,000 reviews)
"Excellent location, family friendly very affordable and your dogs are welcome for a small fee"
Reviewed on Jul 15, 2025
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 Booked Hotels in Chesterton
- Best Western Indian Oak
- Hilton Garden Inn Chesterton
- Comfort Inn & Suites Porter near Indiana Dunes
- Quality Inn Chesterton near Indiana Dunes National Park I-94
- Fairbridge Inn Express Chesterton
- Blue Chip Casino Hotel and Spa
- Baymont by Wyndham New Buffalo
- Baymont by Wyndham Michigan City
- Ameristar Casino Hotel East Chicago
- Quality Inn Near Interstate I94
- Fairfield Inn and Suites By Marriott Merrillville
- Baymont by Wyndham Portage Indiana Dunes
- Hotels near Indiana Dunes National Park
- Hotels near Indiana Dunes State Park
- Hotels near Indiana Dunes Visitor Center
- Hotels near Bailly Homestead - American Indians and Fur Traders
- Hotels near Lustron House
- Hotels near Coffee Creek Watershed Conservancy Preserve
- Hotels near Chellberg Farm
- Hotels near Chesterton Art Center
- Hotels near Lake Michigan
- Hotels near Four Winds Casino New Buffalo
- Hotels near Blue Chip Casino
- Hotels near Hard Rock Casino Northern Indiana
- Hotels near New Buffalo Public Beach
- Hotels near Local
- Hotels near Ameristar Casino East Chicago
- Hotels near Deep River Water Park
- Hotels with Free Parking in Chesterton
- Family Hotels in Chesterton
- Hotels with a Pool in Chesterton
- Hotels with Hot Tubs in Chesterton
- Resorts & Hotels with Spas in Chesterton
- Beach Hotels in Chesterton
- Luxury Hotels in Chesterton
- Hotels with an Indoor Pool in Chesterton
- Pet-friendly Hotels in Chesterton
- Romantic Hotels in Chesterton
- New Buffalo Hotels
- Michigan City Hotels
- Union Pier Hotels
- Merrillville Hotels
- Hammond Hotels
- La Porte Hotels
- Gary Hotels
- Portage Hotels
- Three Oaks Hotels
- Valparaiso Hotels
- Crown Point Hotels
- Munster Hotels
- Southwest Michigan Hotels
- Long Beach Hotels
- Porter Hotels
- Schererville Hotels
- Great Lakes Hotels
- East Chicago Hotels
- Beverly Shores Hotels
- Michiana Shores Hotels