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Accommodations in Chesterton You’ll Love

Affordable, Top-Rated Places to Stay in Chesterton – For Every Budget

Looking for accommodation in Chesterton (Indiana)? Discover a wide range of places to stay starting at just $35.08 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Chesterton accommodation today!

We found 26 Accommodations in Chesterton and the surrounding area (within 30 miles)

Hilton Garden Inn Chesterton in Chesterton, USA

Hilton Garden Inn Chesterton

Hotel in Chesterton, Indiana , 501 Gateway Boulevard
Located in Chesterton, 9.5 miles from Valparaiso University: Brauer Museum Of Art, Hilton Garden Inn Chesterton provides accommodations with a fitness...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Very good 176 Reviews 8.4

from $115.58 Show details »

Hampton Inn Portage in Portage, USA

Hampton Inn Portage

Hotel in Portage near Chesterton, Indiana , 6353 Melton Road
Hampton Inn Portage is offering accommodations in Portage.
  • Fitness centre
  • Family rooms

Good 67 Reviews 7.0

from $94.98 Show details »

FairBridge Inn Express Chesterton in Chesterton, USA

FairBridge Inn Express Chesterton

Motel in Chesterton, Indiana , 713 Plaza Drive
FairBridge Inn Express Chesterton is offering accommodations in Chesterton.
  • Parking
  • Pets allowed

Passable 19 Reviews 5.4

from $89.60 Show details »

Country Inn & Suites by Radisson, Portage, IN in Portage, USA

Country Inn & Suites by Radisson, Portag...

Hotel in Portage near Chesterton, Indiana , 1630 Olmsted Drive
Located in Portage, Indiana, this hotel features an large indoor pool and guest rooms with free Wi-Fi.
  • Parking
  • Fitness centre
  • Family rooms
  • Spa and wellness centre
  • Indoor pool

Very good 491 Reviews 8.0

from $120.90 Show details »

Days Inn by Wyndham Portage in Portage, USA

Days Inn by Wyndham Portage

Hotel in Portage near Chesterton, Indiana , 6161 Melton Road
This Portage, Indiana hotel is 6 miles drive from Marquette Park and Ogden Dunes, both on the coast of Lake Michigan.
  • Parking

Okay 390 Reviews 5.9

from $49.28 Show details »

Waterbird Lakeside Inn in Chesterton, USA

Waterbird Lakeside Inn

Inn in Chesterton, Indiana , 556 Indian Boundary Road
Offering guest rooms with private balconies overlooking Chubb Lake, this hotel is less than 5 miles from Indiana Dunes National Lakeshore and the beac...
  • Parking

Good 371 Reviews 7.9

from $85.67 Show details »

Comfort Inn & Suites Porter near Indiana Dunes in Porter, USA

Comfort Inn & Suites Porter near Indiana...

Hotel in Porter near Chesterton, Indiana , 1800 West US Highway 20
At Comfort Inn & Suites Porter near Indiana Dunes, you can enjoy numerous features.
  • Parking
  • Fitness centre
  • Spa and wellness centre
  • Indoor pool
  • Swimming pool

Pleasant 127 Reviews 6.9

from $92.49 Show details »

OYO Hotel Portage I-94 in Portage, USA

OYO Hotel Portage I-94

Hotel in Portage near Chesterton, Indiana , 6118 Melton Road
OYO Hotel Portage I-94 is offering accommodations in Portage.
  • Parking
  • Pets allowed

Pleasant 341 Reviews 6.0

from $63.53 Show details »

Quality Inn Chesterton near Indiana Dunes National Park I-94 in Chesterton, USA

Quality Inn Chesterton near Indiana Dune...

Inn in Chesterton, Indiana , 418 Council Drive
Quality Inn Chesterton near Indiana Dunes National Park I-94 is located in Chesterton, within 12 miles of Valparaiso University: Brauer Museum Of Art ...
  • Parking
  • Fitness centre

Good 219 Reviews 7.6

from $77.78 Show details »

Best Western Indian Oak in Chesterton, USA

Best Western Indian Oak

Hotel in Chesterton, Indiana , 558 Indian Boundary Road
Offering a heated indoor pool and a fitness center, Best Western Indian Oak is located in Chesterton.
  • Parking
  • Bar
  • Sauna
  • Fitness centre
  • Indoor pool

Very good 293 Reviews 8.3

from $88.52 Show details »

Econo Lodge Portage in Portage, USA

Econo Lodge Portage

Lodge in Portage near Chesterton, Indiana , 6101 Melton Road, Bldg A
Located in Portage in the Indiana region, Econo Lodge Portage provides accommodations with free WiFi and free private parking.
  • Parking
  • Pets allowed

Disappointing 122 Reviews 4.9

from $56.17 Show details »

Affordable Suites of America Portage in Portage, USA

Affordable Suites of America Portage

Hotel in Portage near Chesterton, Indiana , 1550 Olmsted Drive
Affordable Suites of America Portage in Portage has 3-star accommodations with a casino.
  • Parking
  • Family rooms

Disappointing 66 Reviews 4.5

from $78.24 Show details »

Holiday Inn Express & Suites - Portage, an IHG Hotel in Portage, USA

Holiday Inn Express & Suites - Portage,...

Hotel in Portage near Chesterton, Indiana , 6295 Melton Road
Holiday Inn Express & Suites - Portage, an IHG Hotel is offering accommodations in Portage.
  • Parking
  • Fitness centre
  • Indoor pool
  • Kid-friendly buffet
  • Swimming pool

Very good 175 Reviews 8.2

from $104.16 Show details »

Your Midwest Dunes Vacation Tri-State Paradise! in Chesterton, USA

Your Midwest Dunes Vacation Tri-State Pa...

Apartment in Chesterton, Indiana , 1541 Eagle Street
Featuring barbecue facilities, Your Midwest Dunes Vacation Tri-State Paradise! provides accommodations in Chesterton.
  • Parking
  • Restaurant
  • Bar
  • Family rooms
  • Allergy-free room

Exceptional 9 Reviews 9.7

from $251.31 Show details »

Cozy Abode about 3 Mi to Indiana Dunes Natl Park in Chesterton, USA

Cozy Abode about 3 Mi to Indiana Dunes N...

Holiday home in Chesterton, Indiana
Cozy Abode about 3 Mi to Indiana Dunes Natl Park offers accommodations in Chesterton, 22 miles from Deep River Waterpark.
  • Parking

Exceptional 4 Reviews 9.8

from $356.96 Show details »

Indiana Vacation Rental Near Lake Michigan in Valparaiso, USA

Indiana Vacation Rental Near Lake Michig...

Holiday home in Valparaiso near Chesterton, Indiana
Indiana Vacation Rental Near Lake Michigan offers accommodations in Valparaiso, 13 miles from Deep River Waterpark.
  • Parking
  • Pets allowed

Good 4 Reviews 7.2

from $217.65 Show details »

Dunes Home 3 Bedroom I 2 Baths I 2 Living rooms in Chesterton, USA

Dunes Home 3 Bedroom I 2 Baths I 2 Livin...

Holiday home in Chesterton, Indiana , 105 West Michigan Avenue
Featuring a garden, Dunes Home 3 Bedroom I 2 Baths I 2 Living rooms offers accommodations in Chesterton.
  • Parking
  • Pets allowed

Very good 28 Reviews 8.2

from $151.98 Show details »

Blue Birdhouse by the Beach in Chesterton, USA

Blue Birdhouse by the Beach

Holiday home in Chesterton, Indiana , 5 West Beam Street
With free private parking, the property is 14 miles from Valparaiso University: Brauer Museum of Art and 18 miles from Deep River Waterpark.
  • Parking
  • Pets allowed

Exceptional 32 Reviews 9.5

from $114.61 Show details »

Charming Chesterton Home with Idyllic Location! in Chesterton, USA

Charming Chesterton Home with Idyllic Lo...

Holiday home in Chesterton, Indiana
Charming Chesterton Home with Idyllic Location! offers accommodations in Chesterton, 20 miles from Deep River Waterpark.
  • Parking

Exceptional 1 Reviews 10.0

from $261.12 Show details »

Balcony/Patio/ Fenced Yard /Beach/Park& Pet Allow in Chesterton, USA

Balcony/Patio/ Fenced Yard /Beach/Park&...

Apartment in Chesterton, Indiana , 1023 South 22nd Street
Balcony/Patio/ Fenced Yard /Beach/Park& Pet Allow is located in Chesterton, just 13 miles from Valparaiso University: Brauer Museum of Art and 18 mile...
  • Parking
  • Pets allowed
  • Bar
  • Family rooms

Superb 3 Reviews 9.3

from $89.00 Show details »

Serenity on the Shores in Portage, USA

Serenity on the Shores

Holiday home in Portage near Chesterton, Indiana , 6069 South Dune Harbor Drive
1.8 miles from Ogden Dunes Beach in Portage, Serenity on the Shores features accommodations with access to a fitness center.
  • Parking
  • Pets allowed
  • Bar
  • Fitness centre
  • Family rooms

Exceptional 19 Reviews 9.7

from $239.99 Show details »

Furness Mansion in Chesterton, USA

Furness Mansion

Inn in Chesterton, Indiana , 1491 North Furnleigh Lane
Furness Mansion is offering accommodations in Chesterton.
  • Parking
  • Pets allowed
  • Family rooms

Pleasant 10 Reviews 6.7

from $154.57 Show details »

Roomy Retreat-Family & Friends 2 King Bed Game Room in Chesterton, USA

Roomy Retreat-Family & Friends 2 King Be...

Holiday home in Chesterton, Indiana , 130 Washington Avenue
Roomy Retreat-Family & Friends 2 King Bed Game Room offers accommodations in Chesterton, 11 miles from Valparaiso University: Brauer Museum of Art and...
  • Parking
  • Pets allowed
  • Bar
  • Family rooms

Fabulous 6 Reviews 8.8

from $266.46 Show details »

Modern 2BR Near Indiana Dunes, Beaches, Wineries, & downtown Chesterton in Porter, USA

Modern 2BR Near Indiana Dunes, Beaches,...

Holiday home in Porter near Chesterton, Indiana , 1913 Broadway Avenue
Modern 2BR Near Indiana Dunes, Beaches, Wineries, & downtown Chesterton offers accommodations in Porter, 13 miles from Valparaiso University: Brauer M...
  • Parking
  • Family rooms

Exceptional 2 Reviews 9.5

from $70.00 Show details »

Unique! Retro 1950s wooded retreat near Indiana Dunes National Park in Chesterton, USA

Unique! Retro 1950s wooded retreat near...

Holiday home in Chesterton, Indiana , 1835 Riverline Drive
Offering a bar, Unique!
  • Parking
  • Bar
  • Family rooms

Exceptional 2 Reviews 10.0

from $662.57 Show details »

Number of Accommodations in Chesterton 26
Number of guest ratings 1,173
Average price per night $196.00
Lowest price per night $35,08
Highest price per night $1.512,38

Top 10 Most Popular Accommodations in Chesterton

Explore the Most Popular Accommodations in Chesterton – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Chesterton

Discover the Cheapest Accommodations in Chesterton – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Chesterton

Check out the Most Booked Accommodations in Chesterton – Based on Guest Popularity.

Discover Chesterton – Your Guide to the Best Places to Stay

Planning a trip to Chesterton? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Chesterton offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Chesterton, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Chesterton, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Chesterton

To find the perfect place to stay in Chesterton, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com