Hotels in Chesterton

Hotels in Chesterton

Enter your dates for the latest hotel rates and availability.

Scroll down to see hotels
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+
Popular filters for Chesterton
PoolBreakfast includedPets welcome
Property Type
HotelApartmentCountry houseVacation homeInnMotel
Property facilities & services
PoolPets welcomeWi-Fi in public areasParking availableFree parkingWake-up call24-hour front deskSmoking areaGymBarbecueLuggage storageGolf courseConference roomSaunaElevatorRestaurantBar

We found 8 hotels for you in Chesterton

Trip.com offers top-picked hotels in Chesterton, including reviews, price estimates, and facility details to help you choose the best option for you.
Most Booked
Lowest price
Closest to downtown
Highest Rated
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
70
Hotels in Chesterton
"A good hotel to stay if you want a simple, clean, and comfortable room."
Very Good
95 reviews
8.8/10
Check Availability
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 15.8 mi (25.5 km) from Blue Chip Casino. 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
Check Availability
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
"Although the room is a bit small, it is very clean and the bedding is of good quality and very comfortable. Parking is fairly convenient. Good location, easy to go anywhere, recommended"
Very Good
100 reviews
8.4/10
Check Availability
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
"There is a parking lot, breakfast, very good, and I will look for this home when I go out."
Very Good
101 reviews
8.0/10
Check Availability
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, within a 5-minute drive of Indiana Dunes National Park and Indiana Dunes State Park. This hotel is 3.7 mi (6 km) from Lake Michigan and 12.8 mi (20.7 km) from Blue Chip Casino. 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
99 reviews
8.2/10
Check Availability
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes Hotels in Chesterton
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes Hotels in ChestertonPrivate Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes Hotels in ChestertonPrivate Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes Hotels in ChestertonPrivate Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes Hotels in ChestertonPrivate Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes Hotels in ChestertonPrivate Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes Hotels in Chesterton
9
Hotels in Chesterton
Downtown Chesterton private apartment. Walk to parks, dining, shopping, taverns, winery, European market, and more. Only 3 miles from sand beaches & hiking trails at Indiana Dunes State Park and Indiana dunes National Park. Apt has living, dining, full kitchen, large bedroom w/King bed, large jet bath & fireplace, and bathroom. Living room has 58" smart tv and L shaped couch that sleeps 2. Glider and gas grill outside too.The SpaceOur apartment is located in our downtown commercial building a short walk to all the downtown activities, parks, dining, shops, taverns brewery, winery, and European market. It is only 3 miles from the sand beaches on Lake Michigan at the Indiana Dunes State Park and the hiking trails of the Duens State Park and Dunes National Park. We are 1 hour from Chicago and South Bend.The apartment has an entry, living room, dining, kitchen, large bedroom, and bathroom with shower. The living room has an L shape couch that can sleep two. Please be aware the layout is that of a New Orleans style apartment. That means that there is no hallway. It flows from entry to living to dining to kitchen to bedroom to bathroom. One has to walk through bedroom to get to bathroom.The living room has a 58" smart Roku tv and extra pillows and blankets for anyone to sleep on the couch.The kitchen is fully equipped with pots, pans, cookware, dishware, glassware, and silverware. It has a stove, microwave, full size frig, Kuerig, tea pot, and toaster. Kuerig pods provided too.The large bedroom has a walkin closet, king size bed, makeup counter, another large smart tv, and a large jet tub with fireplace.Wifi throughout. Glider and gas grill are outside the front door. There is a laundromat across the street and a large park with splash pad and play equipment 1 block behind the apt. The sidewalk around the park is .9 mile if you want to get your exercise in.Other things to note.This apartment is downtown Chesterton. As such, there is traffic and train noise that could disturb some guests. White noise and/or ear plugs really help. Access to the apartment is on a keypad lock with your own personal code. You will receive it the morning of your arrival and be activated at 3 pm check-in time.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Very Good
8.8/10
Check Availability
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
39
Hotels in Chesterton
"Great value for the price – the room was clean, the bed was comfortable, and check-in was quick and easy"
96 reviews
6.8/10
Check Availability
Tower Haus w/Private Hot Tub Hotels in Chesterton
Tower Haus w/Private Hot Tub Hotels in ChestertonTower Haus w/Private Hot Tub Hotels in ChestertonTower Haus w/Private Hot Tub Hotels in ChestertonTower Haus w/Private Hot Tub Hotels in ChestertonTower Haus w/Private Hot Tub Hotels in ChestertonTower Haus w/Private Hot Tub Hotels in Chesterton
24
Hotels in Chesterton
Welcome to Moody Modern Dunes, a stylish 3BR escape just 7 mins from Indiana Dunes & Lake Michigan. Perfect for couples, creatives & small groups. Enjoy a private hot tub, 50" Smart TV, fast Wi-Fi, coffee bar, WFH setup & self check-in. Thoughtfully designed with comfort & style in mind. Just 5 mins to downtown Chesterton & 10 mins to the beach & 60 minutes to Chicago. Ideal location for hiking, relaxing, or exploring nearby shopping, dining, trails, beach & dunes. Book your escape today!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Home is not baby-proofed.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
2 reviews
10/10
Check Availability
See all hotels in Chesterton

Trip.com's insights for hotels in Chesterton

Plan smarter with Trip.com’s data-backed insights on travel seasons so that you can book your Chesterton hotel at the right time!

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 MYR 407. Tuesday tends to be the most expensive, averaging MYR 1,429 per night.
(Based on Trip.com data from June 15, 2025 to June 15, 2026.)
Mon
Tue
Wed
Thu
Fri
Sat
Sun

FAQs About Hotels in Chesterton

What are the most popular hotels in Chesterton?

There are many popular options for hotels in Chesterton. Whether you're traveling for business or a vacation, Best Western Indian Oak (from MYR 524), Hilton Garden Inn Chesterton (from MYR 610) and Quality Inn Chesterton Near Indiana Dunes National Park I-94 (from MYR 388) are popular choices.

What is the average price for hotels in Chesterton?

The average price for hotels in Chesterton is MYR 949 for weekdays, and MYR 859 for weekends (Friday–Saturday).

What are popular hotels with high-quality breakfasts in Chesterton?

Best Western Indian Oak (from MYR 524),Hilton Garden Inn Chesterton (from MYR 610) and Quality Inn Chesterton Near Indiana Dunes National Park I-94 (from MYR 388) are popular hotels with high-quality breakfast. Start your wonderful journey with tasty breakfast!

What are available deals for hotels in Chesterton?

There are multiple promotions and discounts all year round for Trip.com users . Please check the promotions page to see what promotions are available now on Trip.com.

Which hotels with fitness facilities in Chesterton are popular?

Best Western Indian Oak (from MYR 524), Hilton Garden Inn Chesterton (from MYR 610) and Quality Inn Chesterton Near Indiana Dunes National Park I-94 (from MYR 388) are popular hotels with a fitness center. Keep your fitness plan during traveling from Trip.com!

Which pet-friendly hotels in Chesterton are recommended?

FairBridge Inn Express Chesterton (from MYR 373) is a top pet-friendly hotel. Take your pets with you during traveling.

Which popular hotels in Chesterton offer free Wi-Fi ?

Whether you're traveling on business or for vacation, internet connection is an essential facility. Best Western Indian Oak (from MYR 524), Hilton Garden Inn Chesterton (from MYR 610) and Quality Inn Chesterton Near Indiana Dunes National Park I-94 (from MYR 388) are popular hotels with free Wi-Fi.

Which hotels in Chesterton have swimming pools?

Hilton Garden Inn Chesterton (from MYR 610) provides a good swimming pool. Book now and enjoy your swimming pool!

Chesterton Hotels Information

Number of reviews
491
Total properties
8
Weekday Avg. Price
MYR 949
Weekend Avg. Price
MYR 859
Trending hotel
Best Western Indian Oak