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Featured Chesterton Hotels with a Pool
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
Fully refundableReserve now, pay when you stay
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
Hilton Garden Inn Chesterton
501 Gateway Boulevard Chesterton IN
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Waterbird Lakeside Inn
556 Indian Boundary Road Chesterton IN
Fully refundableReserve now, pay when you stay
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. ...
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.
Hotels by Star Rating
More Hotel Options in Chesterton
- Hotels with Free Parking in Chesterton
- Family Hotels 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
Top Points of Interests in Chesterton
- Hotels near Indiana Dunes National Park
- Hotels near Indiana Dunes State Park
- Hotels near Indiana Dunes Visitor Center
- Hotels near Lustron House
- Hotels near Bailly Homestead - American Indians and Fur Traders
- Hotels near Chesterton Art Center
- Hotels near Coffee Creek Watershed Conservancy Preserve
- Hotels near Chellberg Farm
- Hotels near Lake Michigan
- Hotels near Four Winds Casino New Buffalo
- Hotels near New Buffalo Public Beach
- Hotels near Blue Chip Casino
- Hotels near Hard Rock Casino Northern Indiana
- Hotels near Deep River Water Park
- Hotels near Lighthouse Place Premium Outlets
Cities near Chesterton
- New Buffalo Hotels (20.84 mi)
- Michigan City Hotels (11 mi)
- Merrillville Hotels (17.01 mi)
- Hammond Hotels (22.92 mi)
- Union Pier Hotels (24.34 mi)
- La Porte Hotels (17.63 mi)
- Portage Hotels (5.73 mi)
- Valparaiso Hotels (9.9 mi)
- Gary Hotels (14.17 mi)
- Three Oaks Hotels (26.75 mi)
- Crown Point Hotels (20.52 mi)
- Munster Hotels (23.37 mi)
- Schererville Hotels (22.14 mi)
- East Chicago Hotels (20.53 mi)
- Southwest Michigan Hotels (49.3 mi)
- Hobart Hotels (11.24 mi)
- Long Beach Hotels (13.88 mi)
- Porter Hotels (1.43 mi)
- Great Lakes Hotels (287.26 mi)
- Beverly Shores Hotels (6.64 mi)
Most Booked Hotels in Chesterton
- Best Western Indian Oak
- Comfort Inn & Suites Porter near Indiana Dunes
- Quality Inn Chesterton near Indiana Dunes National Park I-94
- Hilton Garden Inn Chesterton
- Fairbridge Inn Express Chesterton
- Blue Chip Casino Hotel and Spa
- Ameristar Casino Hotel East Chicago
- Quality Inn Near Interstate I94
- Holiday Inn Express & Suites New Buffalo by IHG
- Baymont by Wyndham New Buffalo
- Motel 6 Hammond, IN - Chicago Area
- Super 8 by Wyndham Merrillville