Chesterton hotels from HK$464
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chesterton
Pet friendly
Family friendly
Apartment
Villa
Condo
Waterpark
Cottage
Check prices for these dates
Tonight
9 Aug - 10 AugTomorrow
10 Aug - 11 AugNext weekend
14 Aug - 16 AugIn two weeks
21 Aug - 23 AugOur top choices for Chesterton hotels
1. Best Western Indian Oak
Best Western Indian OakChesterton
Catherine
HK$867
HK$971 total
includes taxes & fees
1 Sept - 2 Sept
2. Hilton Garden Inn Chesterton
Hilton Garden Inn ChestertonChesterton
Lynette
HK$1,190
HK$1,333 total
includes taxes & fees
31 Aug - 1 Sept
3. Spring House Inn
Spring House InnChesterton
Gail
HK$934
HK$1,085 total
includes taxes & fees
1 Sept - 2 Sept
4. Waterbird Lakeside Inn
Waterbird Lakeside InnChesterton
Ashley
HK$885
HK$991 total
includes taxes & fees
11 Aug - 12 Aug
5. Furness Mansion
Furness MansionChesterton
Margaret
HK$937
HK$1,050 total
includes taxes & fees
11 Aug - 12 Aug
6. Fairbridge Inn Express Chesterton
Fairbridge Inn Express ChestertonChesterton
Kayla
HK$706
HK$791 total
includes taxes & fees
23 Aug - 24 Aug
7. Quality Inn Chesterton near Indiana Dunes National Park I-94
Quality Inn Chesterton near Indiana Dunes National Park I-94Chesterton
Guay
HK$709
HK$794 total
includes taxes & fees
9 Sept - 10 Sept
8. Comfort Inn & Suites Porter near Indiana Dunes
Comfort Inn & Suites Porter near Indiana DunesChesterton
Christopher
HK$877
HK$982 total
includes taxes & fees
30 Aug - 31 Aug
9. Country Inn & Suites by Radisson, Portage, IN
Country Inn & Suites by Radisson, Portage, INPortage
Randal
HK$1,173
HK$1,314 total
includes taxes & fees
16 Aug - 17 Aug
10. Home2 Suites by Hilton Michigan City
Home2 Suites by Hilton Michigan CityMichigan City
Raul
HK$1,087
HK$1,218 total
includes taxes & fees
30 Aug - 31 Aug
11. Hampton Inn Portage
Hampton Inn PortagePortage
Dustin
HK$958
HK$1,074 total
includes taxes & fees
16 Aug - 17 Aug
12. Tru By Hilton Valparaiso
Tru By Hilton ValparaisoValparaiso
Paul
HK$894
HK$1,001 total
includes taxes & fees
6 Sept - 7 Sept
13. Hampton Inn & Suites Michigan City
Hampton Inn & Suites Michigan CityMichigan City
Kevin
HK$958
HK$1,074 total
includes taxes & fees
30 Aug - 31 Aug
14. Holiday Inn Express and Suites Portage by IHG
Holiday Inn Express and Suites Portage by IHGPortage
Jainy
HK$988
HK$1,149 total
includes taxes & fees
8 Sept - 9 Sept
15. Baymont by Wyndham Portage Indiana Dunes
Baymont by Wyndham Portage Indiana DunesPortage
john
HK$710
HK$795 total
includes taxes & fees
1 Sept - 2 Sept
16. Best Western University Inn At Valparaiso
Best Western University Inn At ValparaisoValparaiso
Hiwot
HK$824
HK$923 total
includes taxes & fees
6 Sept - 7 Sept
17. OYO Hotel Portage I-94
OYO Hotel Portage I-94Portage
Charles
HK$515
HK$628 total
includes taxes & fees
11 Aug - 12 Aug
18. Cool Springs Inn
Cool Springs InnMichigan City
Daniel
HK$549
HK$615 total
includes taxes & fees
11 Aug - 12 Aug
19. Country Inn & Suites by Radisson, Michigan City, IN
Country Inn & Suites by Radisson, Michigan City, INMichigan City
Cory
HK$947
HK$1,061 total
includes taxes & fees
31 Aug - 1 Sept
20. Microtel Inn & Suites by Wyndham Michigan City
Microtel Inn & Suites by Wyndham Michigan CityMichigan City
Maurice
HK$593
HK$665 total
includes taxes & fees
17 Aug - 18 Aug
Where to stay in Chesterton
Find the best Chesterton areas for the activities you enjoy most.
Photo by Kapone Flores-Arellano
Photo by Christina Blust
Porter Beach
While visiting Porter Beach, you might make a stop by sights like Lake Michigan and Indiana Dunes State Park.
Stay near popular Chesterton attractions
Indiana Dunes State Park
9.0/10 (717 reviews)
Towering sand dunes rise nearly 200 feet above Lake Michigan's pristine shoreline. Hike the 16.5 miles of trails through diverse ecosystems or relax on the beach with panoramic lake views.
Photo by Kapone Flores-Arellano
Waverly Beach
9.0/10 (20 reviews)
Waverly Beach offers serene shoreline views and sandy beaches along Lake Michigan within Indiana Dunes State Park. Follow the easy 0.9-mile trail through shaded woods to reach this peaceful swimming and sunbathing haven.
Coffee Creek Watershed Conservancy Preserve
8.6/10 (25 reviews)
Explore 157 acres of diverse Indiana ecosystems along five miles of scenic trails at Coffee Creek Watershed Preserve. Watch for migrating salmon and trout from one of seven bridges spanning the tranquil creek.
Lustron House
8.0/10 (9 reviews)
This rare Lustron House showcases innovative post-WWII architecture with its porcelain-enameled steel panels—a perfect example of mid-century prefabricated housing design for architecture enthusiasts.
Dune Acres Beach
10.0/10 (2 reviews)
This serene Lake Michigan shoreline offers a peaceful retreat amid natural dunes and scenic beauty. Enjoy soft sands and gentle waves while exploring nearby trails perfect for birdwatching and connecting with nature.
Bailly Homestead - American Indians and Fur Traders
9.0/10 (27 reviews)
Step into Joseph Bailly's 1820s fur trading post, a cultural crossroads of early frontier life. Explore the restored main house, chapel, and log buildings while walking scenic trails through Indiana's rich history.
Ridge Beach
Why not spend a lazy afternoon at Ridge Beach during your trip to Dune Acres? Wander the beaches and lakeside while you're in the area.
Chesterton Art Center
You can spend time browsing the exhibits at Chesterton Art Center during your trip to Chesterton. Stroll along the beaches or visit the shops in the area.
Learn more about Chesterton
Nestled along Lake Michigan's shore, this small town offers scenic trails through Indiana Dunes National Park for hiking and birdwatching. Coffee shops and local restaurants line the historic city centre, while nearby beaches provide perfect spots for summer swimming and sunset views.
See all hotels in Chesterton
Photo by Ruslian
Top Chesterton Hotel Reviews
Blue Chip Casino Hotel and Spa
10/10 Excellent
"Hall carpets in the old tower could be replaced. Heavily stained. Checkin and casino staff were excellent."
Spring House Inn
8/10 Good
"Cute hotel. Slightly dated but seems like it’s currently being renovated, so no complaints there. The pool area had a fireplace! I wanna go and swim when that’s running! The breakfast left much to be desired. I am vegan and my options were incredibly limited - the oatmeal packets seemed to be out of date (very hard packed seasoning and the oats never really “puffed up”) and I’m used to having peanut butter at hotels to get some protein and they had none. The other people in my group are not vegan and said the breakfast was generally lame. Shared my feelings on peanut butter. I was disappointed bc reviews had specifically mentioned a good breakfast."
Four Winds Casino Resort – New Buffalo
10/10 Excellent
"Awesome"
Quality Inn Chesterton near Indiana Dunes National Park I-94
10/10 Excellent
"Building is small and old, but the rooms and lobby are updated and bed was very comfortable. Can be a little loud because the upper level has a balcony to the lower level, the noise travels. Did not take advantage of the continental breakfast"
Fairbridge Inn Express Chesterton
10/10 Excellent
"Staff was helpful and very friendly! It was what was needed for our trip… nothing fancy"
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
10/10 Excellent
"This property was perfect!!! The view, the proximity to the beach, the beach, the toys/chairs/umbrella/paddle boards/boogie board/etc available for use, the deck….everything was amazing!!! The owners make everything easy (a binder of info and everything in the house is labeled) and they respond quickly if you need to connect with them for any reason!!! The cabin was clean and had everything we needed to enjoy our stay (fire pit, grill, outdoor seating as well as all the dishes, towels, typical home amenities)!!! Truly couldn’t have asked for a better experience!!!!"
More cheap stays in Chesterton
Econo Lodge Portage
6101 MELTON RD BLDG A Portage IN
HK$414
HK$464 total
8 Sept - 9 Sept
includes taxes & fees
6.4/10 (306 reviews)
Motel 6 Hammond, IN - Chicago Area
3840 179th St Hammond IN
HK$471
HK$543 total
16 Aug - 17 Aug
includes taxes & fees
Super 8 by Wyndham Merrillville
8300 Louisiana St Merrillville IN
HK$494
HK$554 total
31 Aug - 1 Sept
includes taxes & fees
6.4/10 (535 reviews)
Microtel Inn & Suites by Wyndham Michigan City
9834 W 400 N Michigan City IN
HK$593
HK$665 total
17 Aug - 18 Aug
includes taxes & fees
Quality Inn Near Interstate I94
18830 Laporte Rd New Buffalo MI
HK$734
HK$778 total
30 Aug - 31 Aug
includes taxes & fees
8.4/10 Very good! (1,274 reviews)
Pine Lake Resort and Banquets
444 Pine Lake Ave La Porte IN
HK$777
HK$893 total
11 Aug - 12 Aug
includes taxes & fees
6.8/10 (734 reviews)
Hotels in Chesterton with star-rating
4 Star Hotels
4 properties
