Hotels in Chesterton

Best Hotels in Chesterton

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8 Best Hotels in Chesterton

Find great hotels in Chesterton on Trip.com! Check guest reviews, latest prices and hotel details to pick your perfect stay.
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Closest to Downtown
Top Reviewed
Best Western Indian Oak Hotels in Chesterton
Best Western Indian Oak Hotels in ChestertonBest Western Indian Oak Hotels in ChestertonBest Western Indian Oak Hotels in ChestertonBest Western Indian Oak Hotels in ChestertonBest Western Indian Oak Hotels in ChestertonBest Western Indian Oak Hotels in Chesterton
62
Hotels in Chesterton
Discover all that northern Indiana has to offer, from Indiana Dunes State Park to an easy commute to Chicago, from this charming Chesterton hotel. Conveniently located off the I-94 and the Toll Road, the Best Western Indian Oak makes it easy to experience the area’s most popular attractions. Outdoor lovers delight in hiking, biking, fishing and swimming at the Indiana Dunes State Park and National Lakeshore, just a few miles away on beautiful Lake Michigan, while golfers can hit the links at Brassie Golf Course. Or you can take a tour through one of our many bustling Steel Mills that the area is known for. And while shopping and dining options abound near this Chesterton hotel, bustling Chicago is just a short commuter train ride away. Corporate travelers appreciate the Best Western Indian Oak’s close proximity to local companies, especially Porter Memorial Hospital, the Department of Natural Resources, ArcelorMittal Steel and United States Steel Corporation. Notre Dame University and Valparaiso University are also an easy commute from this Chesterton hotel. Business guests appreciate the property’s on-site business services. The Best Western Indian Oak offers unparalleled comfort at an affordable rate. Our oversized guest rooms, many with a stunning lake view, include cable satellite television and high-speed Internet access. Other amenities at this Chesterton, Indiana hotel include a complimentary hot breakfast each morning, a large indoor swimming pool and an on-site fitness center. Hotel guests are also invited to relax at the adjacent Waterbird Spa. If you’re looking for an amazing location, unbeatable amenities and affordable rates make a reservation at the Best Western Indian Oak today and save! Enjoy your stay.
Very Good
102 reviews
8.2/10
1 night
From US$105
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FairBridge Inn Express Chesterton Hotels in Chesterton
FairBridge Inn Express Chesterton Hotels in ChestertonFairBridge Inn Express Chesterton Hotels in ChestertonFairBridge Inn Express Chesterton Hotels in ChestertonFairBridge Inn Express Chesterton Hotels in ChestertonFairBridge Inn Express Chesterton Hotels in ChestertonFairBridge Inn Express Chesterton Hotels in Chesterton
40
Hotels in Chesterton
With a stay at Fairbridge Inn Express Chesterton, you'll be centrally located in Chesterton, a 3-minute drive from Indiana Dunes National Park and 8 minutes from Lake Michigan. This hotel is 12.4 mi (20 km) from Blue Chip Casino and 1.1 mi (1.8 km) from Chesterton Art Center. Make use of convenient amenities, which include complimentary wireless internet access and a vending machine. Featured amenities include a 24-hour front desk, laundry facilities, and a vending machine. Free self parking is available onsite. Make yourself at home in one of the 40 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with bathtubs or showers are provided. Conveniences include desks and irons/ironing boards, and housekeeping is provided daily.
97 reviews
6.6/10
1 night
From US$68
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Hilton Garden Inn Chesterton Hotels in Chesterton
Hilton Garden Inn Chesterton Hotels in ChestertonHilton Garden Inn Chesterton Hotels in ChestertonHilton Garden Inn Chesterton Hotels in ChestertonHilton Garden Inn Chesterton Hotels in ChestertonHilton Garden Inn Chesterton Hotels in ChestertonHilton Garden Inn Chesterton Hotels in Chesterton
71
Hotels in Chesterton
The Hilton Garden Inn Chesterton hotel in Indiana is conveniently located off Indiana Interstate 80-90 exit 31, with easy access to Valparaiso, Portage, Michigan City, Westville, South Bend, and Gary, IN. Antique shopping is nearby in the quaint town of Chesterton. All of our 120 guest rooms and suites at the Hilton Garden Inn hotel Chesterton, Indiana feature: Complimentary wired and wireless Internet access, Complimentary secure PrinterOn printing to the 24-hour Business Center, Oversized work desk, ergonomic chair and desk-level outlets, Two dual line speakerphones with voicemail, Hospitality Center includes: refrigerator, microwave, and coffee maker, USA Today each weekday morning. Features at the Hilton Garden Inn Chesterton hotel include: SouthShore Drift serving breakfast, dinner and evening to go, 24 hour Pavilion Pantry convenience mart, Complimentary self-parking, Complimentary 24-hour Business Center, Wired and wireless Internet service in the lobby and restaurant, Indoor heated pool, whirlpool and sauna, Complimentary workout facility and Stay Fit Kits, Meeting space to accommodate groups from two to 80, USA Today each weekday morning, Weekday valet and self-laundry service. The Hilton Garden Inn Chesterton, IN hotel has easy access to the following attractions: 5.5 miles from Indiana Dunes State Park, 8 miles from Portage IMAX Theater, 9 miles from Valparaiso University, 12 miles from Bass Pro Shops in Portage, 15 miles from Lighthouse Place Premium Outlet Mall, 17 miles from Gary Railcats Stadium, 45 miles from Notre Dame University. Come enjoy Indiana hospitality and exceptional service at the Hilton Garden Inn Chesterton hotel. Everything. Right where you need it.
Very Good
99 reviews
8.6/10
1 night
From US$115
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Quality Inn Chesterton Near Indiana Dunes National Park I-94 Hotels in Chesterton
Quality Inn Chesterton Near Indiana Dunes National Park I-94 Hotels in ChestertonQuality Inn Chesterton Near Indiana Dunes National Park I-94 Hotels in ChestertonQuality Inn Chesterton Near Indiana Dunes National Park I-94 Hotels in ChestertonQuality Inn Chesterton Near Indiana Dunes National Park I-94 Hotels in ChestertonQuality Inn Chesterton Near Indiana Dunes National Park I-94 Hotels in ChestertonQuality Inn Chesterton Near Indiana Dunes National Park I-94 Hotels in Chesterton
52
Hotels in Chesterton
With a stay at Quality Inn Chesterton near Indiana Dunes National Park I-94, you'll be centrally located in Chesterton, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan. This hotel is 13 mi (20.9 km) from Blue Chip Casino and 1.3 mi (2.1 km) from Lustron House. Take advantage of recreation opportunities such as a fitness center, or other amenities including complimentary wireless internet access and a vending machine. A complimentary continental breakfast is served daily from 6:00 AM to 9:00 AM. Featured amenities include complimentary newspapers in the lobby, a 24-hour front desk, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 47 guestrooms featuring refrigerators and LED televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers. Conveniences include desks and complimentary newspapers, as well as phones with free local calls.
Good
100 reviews
7.9/10
1 night
From US$99
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Waterbird Lakeside Inn Hotels in Chesterton
Waterbird Lakeside Inn Hotels in ChestertonWaterbird Lakeside Inn Hotels in ChestertonWaterbird Lakeside Inn Hotels in ChestertonWaterbird Lakeside Inn Hotels in ChestertonWaterbird Lakeside Inn Hotels in ChestertonWaterbird Lakeside Inn Hotels in Chesterton
40
Hotels in Chesterton
When you stay at Waterbird Lakeside Inn in Chesterton, you'll be on a lake, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan. This hotel is 0.9 mi (1.5 km) from Chesterton Art Center and 1.2 mi (1.9 km) from Lustron House. Featured amenities include express check-in, express check-out, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 30 air-conditioned rooms featuring refrigerators and microwaves. Rooms have private balconies. 40-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include phones, as well as coffee/tea makers and irons/ironing boards.
Very Good
97 reviews
8.0/10
1 night
From US$80
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Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago Hotels in Chesterton
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago Hotels in ChestertonBalcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago Hotels in ChestertonBalcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago Hotels in ChestertonBalcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago Hotels in ChestertonBalcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago Hotels in ChestertonBalcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago Hotels in Chesterton
19
Very Good
5 reviews
8.6/10
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Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park Hotels in Chesterton
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park Hotels in ChestertonCozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park Hotels in ChestertonCozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park Hotels in ChestertonCozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park Hotels in ChestertonCozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park Hotels in ChestertonCozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park Hotels in Chesterton
44
Hotels in Chesterton
With a stay at this cottage in Chesterton, you'll be within a 10-minute drive of Indiana Dunes National Park and Indiana Dunes State Park. This beach cottage is 5.4 mi (8.7 km) from Lake Michigan and 0.7 mi (1.1 km) from Lustron House. Make use of convenient amenities, which include complimentary wireless internet access and an arcade/game room. Free self parking is available onsite. Make yourself comfortable in this air-conditioned cottage, which features a fireplace. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a washing machine, and a crib/infant bed (complimentary) can be requested.
Amazing
9.7/10
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Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago Hotels in Chesterton
Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago Hotels in ChestertonBalcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago Hotels in ChestertonBalcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago Hotels in ChestertonBalcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago Hotels in ChestertonBalcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago Hotels in ChestertonBalcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago Hotels in Chesterton
19
Great
1 review
9.0/10
Check Availability
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Trip.com Hotel Insights for Chesterton: Pricing, Trends & Booking Tips

Use Trip.com data-based seasonal trends and best booking times to plan and book your next hotel in Chesterton.

What is the cheapest day of the week for hotels in Chesterton?

Hotel rates in Chesterton are typically lowest on Wednesday, with average nightly rates around US$99. Tuesday tends to be the most expensive, averaging US$349 per night.
(Based on Trip.com data from April 11, 2025 to April 11, 2026.)
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Find unique stays in Chesterton

Immerse yourself in the vibrant atmosphere of Chesterton with our handpicked accommodation options

FAQs about Chesterton hotels

What are the best pet-friendly hotels in Chesterton?

FairBridge Inn Express Chesterton (price from US$75) is pet-friendly. Bring your pets along for an enjoyable stay!

What hotels in Chesterton offer an especially good breakfast?

Which hotels in Chesterton provide fitness facilities?

Best Western Indian Oak (price from US$93), Hilton Garden Inn Chesterton (price from US$122) and Quality Inn Chesterton Near Indiana Dunes National Park I-94 (price from US$72) include fitness facilities, so you can maintain your routine while traveling. Stay on track with your fitness goals while on the go!

Which hotels in Chesterton have pools?

Hilton Garden Inn Chesterton (price from US$122) is a popular hotel offering a swimming pool. Book your stay to enjoy the pool and make your trip more enjoyable.

How to get good deals on hotels in Chesterton?

Find the best hotel deals and promotions on Trip.com, available year-round for both first-time and loyal users. Please check the promotions page to see what promotions are available now on Trip.com.

More Info about Hotels in Chesterton

Number of Reviews
501
Total Properties
8
Weekday Avg. Price
US$227
Weekend Avg. Price
US$184
Trending hotel
Best Western Indian Oak