Photo by Susan Ross

Hotels in Chesterton

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Tonight
Nov 14 - Nov 15
Tomorrow
Nov 15 - Nov 16
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Where to stay in Chesterton?

A modern building with large windows and balconies, a wooden deck, and a calm lake.

1. Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,003 reviews)
The price is $89
$100 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Indian Oak
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.

2. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,000 reviews)
Escape to this Chesterton hotel minutes from Indiana Dunes National Park. Unwind in the indoor pool after exploring nature's wonders or enjoy a meal at SouthShore Drift Co. Clean rooms, helpful staff, and convenient amenities create a refreshing retreat.
The price is $126
$141 total
includes taxes & fees
Dec 4 - Dec 5
Hilton Garden Inn Chesterton
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.

3. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,004 reviews)
Relax at this Chesterton retreat minutes from Indiana Dunes National Park. Enjoy the indoor pool and sauna after exploring nature, then grab a drink at the bar. Clean rooms with microwaves and refrigerators offer practical comfort for adventurers.
The price is $91
$107 total
includes taxes & fees
Nov 30 - Dec 1
Spring House Inn
A modern bathroom with a large mirror, a bathtub, and a sink.

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,000 reviews)
The price is $95
$106 total
includes taxes & fees
Nov 15 - Nov 16
Waterbird Lakeside Inn
A modern dining area with multiple tables and chairs, a kitchen area with blue cabinets, and a reception desk in the background.

5. Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
7.8 out of 10, Good, (875 reviews)
The price is $76
$85 total
includes taxes & fees
Dec 13 - Dec 14
Quality Inn Chesterton near Indiana Dunes National Park I-94
A reception area with a counter, a vending machine, and a view of the outside through glass doors.

6. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
7.8 out of 10, Good, (1,002 reviews)
The price is $80
$90 total
includes taxes & fees
Dec 13 - Dec 14
Comfort Inn & Suites Porter near Indiana Dunes
A large house surrounded by dense forest with a beach and ocean in the background.

7. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (119 reviews)
The price is $148
$165 total
includes taxes & fees
Nov 16 - Nov 17
Furness Mansion
A hotel lobby with a red carpet, a bookshelf with books, a potted plant, a table with chairs, a small table with a vase, and a door with a red mat.

8. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, Good, (399 reviews)
Minutes from Indiana Dunes National Park, this Chesterton hotel offers free WiFi and parking. Travelers praise the helpful staff at the 24-hour front desk, while Lustron House and nearby Chicago train access create convenient exploration options.
The price is $83
$93 total
includes taxes & fees
Nov 15 - Nov 16
Fairbridge Inn Express Chesterton
Pool

9. Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
3.0 star property
Portage
8.4 out of 10, Very good, (1,000 reviews)
Just a 10-minute drive from Indiana Dunes National Park and Lake Michigan, this hotel offers a refreshing indoor pool and fitness center. With free breakfast, WiFi, and parking, plus easy access to Chicago via nearby train station, your adventure awaits.
The price is $141
$158 total
includes taxes & fees
Dec 10 - Dec 11
Country Inn & Suites by Radisson, Portage, IN
A spacious interior with a central staircase, multiple doors, and a chandelier.

10. Quality Inn & Suites Portage Central

Quality Inn & Suites Portage Central
2.5 star property
Portage
6.8 out of 10, Good, (952 reviews)
Escape to a quiet retreat minutes from Lake Michigan and Indiana Dunes National Park. This hotel offers free breakfast, WiFi, and parking, plus a 24-hour fitness center. Guests consistently praise the helpful staff and clean rooms, with easy access to nearby attractions.
The price is $71
$80 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn & Suites Portage Central
A modern restaurant interior with high tables, chairs, and a bar area.

11. Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
9.0 out of 10, Wonderful, (68 reviews)
The price is $99
$111 total
includes taxes & fees
Dec 6 - Dec 7
Tru By Hilton Valparaiso
A swimming pool with lounge chairs and a door leading to a covered area.

12. Hampton Inn Portage

Hampton Inn Portage
2.5 star property
Portage
8.6 out of 10, Excellent, (97 reviews)
Tranquil sanctuary minutes from Lake Michigan and Indiana Dunes National Park. Enjoy hiking trails, free breakfast, WiFi, and parking. Near Founders' Square Park and just 4 minutes from the Chicago train, this quiet hotel ensures restful stays.
The price is $110
$123 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn Portage
A multi-story hotel with a prominent "Baymont Inn & Suites" sign.

13. Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes
2.5 star property
Portage
7.0 out of 10, Good, (1,003 reviews)
Discover this tranquil Portage hotel with a refreshing indoor pool and complimentary breakfast. Just a short drive from stunning beaches, hiking trails, and natural wonders. Enjoy free WiFi, convenient parking, and attentive staff ready to enhance your Indiana Dunes adventure.
The price is $62
$70 total
includes taxes & fees
Dec 13 - Dec 14
Baymont by Wyndham Portage Indiana Dunes
A Holiday Inn Express & Suites building with a covered entrance and a gravel driveway.

14. Holiday Inn Express and Suites Portage by IHG

Holiday Inn Express and Suites Portage by IHG
2.5 star property
Portage
8.4 out of 10, Very good, (656 reviews)
Escape to a welcoming retreat minutes from Lake Michigan's shores. This Portage hotel offers an indoor pool, 24-hour fitness center, and complimentary breakfast, WiFi, and parking. Nearby Indiana Dunes National Park and State Park await your exploration.
The price is $120
$140 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express and Suites Portage by IHG
A room with a kitchenette, a sofa, and large windows.

15. Econo Lodge Portage

Econo Lodge Portage
2.0 star property
Portage
6.6 out of 10, Good, (435 reviews)
Escape to Portage with free WiFi and parking just minutes from Lake Michigan. This hotel puts you close to Indiana Dunes National Park and State Park, with Founders' Square Park nearby. The 24-hour front desk ensures seamless service throughout your stay.
The price is $50
$56 total
includes taxes & fees
Dec 13 - Dec 14
Econo Lodge Portage
A modern hotel lobby with a curved seating area, a reception desk, and a television mounted on the wall.

16. Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.0 out of 10, Very good, (1,001 reviews)
The price is $92
$103 total
includes taxes & fees
Nov 15 - Nov 16
Best Western University Inn At Valparaiso
A rustic log cabin with a porch and a small attached shed.

17. Cool Springs Inn

Cool Springs Inn
2.0 star property
Michigan City
7.8 out of 10, Good, (344 reviews)
This cozy motel in Michigan City offers convenient free WiFi and parking, plus 24-hour front desk service. Just a short drive from Blue Chip Casino and Lake Topenebee, with helpful staff that receives consistent praise from guests exploring the natural surroundings.
The price is $60
$67 total
includes taxes & fees
Nov 16 - Nov 17
Cool Springs Inn
A dining area with high ceilings, wooden beams, and large windows with a view of the outdoors.

18. The Brewery Lodge Hotel

The Brewery Lodge Hotel
3.5 star property
Michigan City
9.0 out of 10, Wonderful, (928 reviews)
Nestled 15 minutes from Lake Michigan and Indiana Dunes National Park, this lodge offers facials, dinner at Brewery Lodge Restaurant, and a welcoming bar. Enjoy free WiFi, parking, and room service near Blue Chip Casino.
The price is $79
$111 total
includes taxes & fees
Nov 29 - Nov 30
The Brewery Lodge Hotel
A hotel room with two beds, a desk, a chair, a TV, and a large window.

19. OYO Hotel Portage I-94

OYO Hotel Portage I-94
2.0 star property
Portage
6.4 out of 10, Good, (878 reviews)
Discover tranquil accommodations near Lake Michigan at this Portage motel offering complimentary WiFi and parking. Minutes from natural attractions and Founders' Square Park, enjoy clean rooms with attentive service and convenient room service.
The price is $66
$80 total
includes taxes & fees
Nov 15 - Nov 16
OYO Hotel Portage I-94
A multi-story hotel with a covered entrance and a brick facade.

20. Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City
2.0 star property
Michigan City
7.2 out of 10, Good, (1,004 reviews)
The price is $64
$71 total
includes taxes & fees
Nov 17 - Nov 18
Microtel Inn & Suites by Wyndham Michigan City
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.
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Showing deals for:Nov 14 - Nov 15
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
Spring House Inn

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,004 reviews)
The price is $109
per night
$127 total
includes taxes & fees
Spring House Inn
Showing deals for:Nov 15 - Nov 16
A modern building with large windows and balconies, a wooden deck, and a calm lake.
Best Western Indian Oak

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,003 reviews)
The price is $110
per night
$123 total
includes taxes & fees
Best Western Indian Oak
Showing deals for:Nov 20 - Nov 22
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
Spring House Inn

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,004 reviews)
The price is $109
per night
$254 total
includes taxes & fees
Spring House Inn

Go beyond your typical stay in Chesterton

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Pet friendly
Pet friendly
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Hot tub
Hot tub

When is the best time to visit Chesterton?

Our prices for hotels in Chesterton are cheapest in December

Price trends for hotels in Chesterton

Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 9°C / low 3°C. Partly sunny.
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November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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March, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 18 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Chesterton

A sandy beach with a large tree trunk in the foreground and a clear blue sky.
Photo by Kapone Flores-Arellano
Open Photo by Kapone Flores-Arellano

Porter Beach

Porter's Porter Beach neighborhood has a host of places to visit such as Lake Michigan and Waverly Beach.

Top landmarks in Chesterton

A sandy beach with the ocean in the background and a grassy hill with trees.

Indiana Dunes State Park

9.0/10 (717 reviews)
Indiana Dunes State Park is 3.2 mi (5.2 km) from central Chesterton, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?
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Learn more about Chesterton

Tucked between Lake Michigan and the Indiana Dunes National Park, this small town offers surprising delights beyond its sandy shores. The European Market transforms downtown on Saturdays with artisanal cheeses, fresh pastries, and handcrafted goods. Hike through diverse ecosystems at the nearby dunes, where forests meet beaches in a landscape that feels impossibly far from the Midwest. The Prairie Duneland Trail provides a perfect cycling path through former railway corridors. Coffee Creek Watershed offers peaceful walking paths for birders. For a glimpse into the past, visit the Bailly Homestead where fur traders once bartered with local tribes. The South Shore Railroad headquarters reminds visitors of the town's industrial heritage.

See all hotels in Chesterton
A wooden staircase leading up a sandy hill with dense green forest in the background.
Photo by Susan Ross
Open Photo by Susan Ross

Check out reviews of Chesterton hotels guests love

A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
Spring House Inn

Spring House Inn

Spring House Inn
Chesterton

10/10 Exceptional

It was very beautiful and quiet
United States
Melissa
Reviewed March 8, 2025
Spring House Inn

Frequently Asked Questions

What hotels do travelers recommend in Chesterton?

Guests like Spring House Inn, Best Western Indian Oak and Quality Inn Chesterton near Indiana Dunes National Park I-94.

Can I book refundable hotels in Chesterton?

If you're looking for the flexibility to change your plans to Chesterton, most accommodations offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Chesterton if I'm looking for a budget-friendly accommodation?

A few inexpensive options worth considering are Spring House Inn, Best Western Indian Oak and Furness Mansion.

Where can I stay in Chesterton if I want a vacation home instead of a hotel?

If you want a good alternative to a hotel, look over our selection of 32 vacation homes. You can also consider one of the 8 apartments or 8 cottages.

What will the weather in Chesterton be like during my visit?

July and August are typically the warmest months in Chesterton when the average temp is 70°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.

Why should I book my Chesterton hotel with Hotels.com?

There are lots of reasons to book your Chesterton trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.