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Featured Chesterton Family Hotels
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 breakfast and the pool in our reviews. ...
Hilton Garden Inn Chesterton
501 Gateway Boulevard, Chesterton, IN
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
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 ...
Fairbridge Inn Express Chesterton
713 Plaza Dr., Chesterton, IN
Fully refundableReserve now, pay when you stay
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 ...
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 with Pools in Chesterton
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! (1,000 reviews)
"Nice place for a quick stay."
Reviewed on May 26, 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 room service. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,002 reviews)
"Clean & comfortable!"
Reviewed on May 22, 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! (828 reviews)
"I really disliked that the tv kept dimming to the point you couldn’t watch anything because of that . You’d have to turn it off and on or turn the volume up and down every 12 seconds to turn up the brightness. Settings and menu on the remote were locked"
Reviewed on May 28, 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.
Hotels With Connecting Rooms in Chesterton
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. ...
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 room service. Our guests praise the helpful staff and ...
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
- Hotels with Free Parking 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
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 Bailly Homestead - American Indians and Fur Traders
- Hotels near Coffee Creek Watershed Conservancy Preserve
- Hotels near Lustron House
- Hotels near Chellberg Farm
- Hotels near Lake Michigan
- Hotels near Four Winds Casino New Buffalo
- Hotels near Hard Rock Casino Northern Indiana
- Hotels near Ameristar Casino East Chicago
- Hotels near Blue Chip Casino
- Hotels near New Buffalo Public Beach
- Hotels near Local
- Hotels near Deep River Water Park
- Hotels near Purdue University Northwest
Cities near Chesterton
- New Buffalo Hotels (20.84 mi)
- Michigan City Hotels (11 mi)
- Merrillville Hotels (17.01 mi)
- Union Pier Hotels (24.34 mi)
- Hammond Hotels (22.92 mi)
- Portage Hotels (5.73 mi)
- Valparaiso Hotels (9.9 mi)
- La Porte Hotels (17.63 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)
- Southwest Michigan Hotels (49.3 mi)
- Long Beach Hotels (13.88 mi)
- East Chicago Hotels (20.53 mi)
- Great Lakes Hotels (287.26 mi)
- Porter Hotels (1.43 mi)
- Western Michigan Hotels (109.66 mi)
- Beverly Shores Hotels (6.64 mi)
Car Rentals Near Chesterton
- Car rentals in New Buffalo
- Car rentals in Michigan City
- Car rentals in Merrillville
- Car rentals in Union Pier
- Car rentals in Hammond
- Car rentals in Portage
- Car rentals in Valparaiso
- Car rentals in La Porte
- Car rentals in Gary
- Car rentals in Three Oaks
- Car rentals in Crown Point
- Car rentals in Munster
- Car rentals in Schererville
- Car rentals in Southwest Michigan
- Car rentals in Long Beach
- Car rentals in East Chicago
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Chesterton
- Best Western Indian Oak
- Comfort Inn & Suites Porter near Indiana Dunes
- Hilton Garden Inn Chesterton
- Quality Inn Chesterton near Indiana Dunes National Park I-94
- Blue Chip Casino Hotel and Spa
- Fairfield Inn and Suites By Marriott Merrillville
- Baymont by Wyndham New Buffalo
- Motel 6 Hammond, IN - Chicago Area
- Quality Inn Near Interstate I94
- Ameristar Casino Hotel East Chicago
- Comfort Inn Schererville
- Courtyard by Marriott Chicago Southeast/Hammond