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Top Chesterton hotels

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

Chesterton
$267 nightly
The price is $271 total per night from Aug 6 to Aug 7
$271 total
Aug 6 - Aug 7
Total includes taxes and fees
This vacation home featured laundry facilities and barbecue grills.
"This was a perfect getaway with the pups. The house is clean with everything needed for the stay, and the property manager quickly replied to a few questions."

Reviewed on Jul 21, 2025

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Aug 3 to Aug 4
$144 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and free perks like self-serve ...
"Very pleasant stay for family of 4. Loved the grounds of the property and inside was very welcoming. I would stay again."

Reviewed on Jul 23, 2025

Spring House Inn
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

Porter
$181 nightly
The price is $203 total per night from Aug 3 to Aug 4
$203 total
Aug 3 - Aug 4
Total includes taxes and fees
This vacation home features an outdoor pool and a hot tub. A garden and barbecue grills are also provided.
"Great pool hostess was very helpful"

Reviewed on Jul 2, 2025

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard, Chesterton, IN
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $132 total per night from Aug 17 to Aug 18
$132 total
Aug 17 - Aug 18
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, 24-hour business center, ...
"We loved staying here."

Reviewed on Jun 26, 2025

Hilton Garden Inn Chesterton
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Aug 13 to Aug 14
$124 total
Aug 13 - Aug 14
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the sauna and free perks like continental breakfast and free self parking. A 24-hour business center, ...
"I liked the small lake by the breakfast dining area and the hotel was very clean and staff was wonderful."

Reviewed on Jul 16, 2025

Best Western Indian Oak
Waterbird Lakeside Inn

Waterbird Lakeside Inn

2 out of 5
556 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $125 total per night from Jul 27 to Jul 28
$125 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and laundry facilities are also on ...
"The room was very clean and the ved was extremely comfortable. I loved the view of the lake and the balcony was just big enough for me to do yoga in the morning. Some of the interior could use some replacements and renovations, but it was comfortable and affordable."

Reviewed on Jul 17, 2025

Waterbird Lakeside Inn
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

2.5 out of 5
1800 West US Highway 20, Chesterton, IN
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $129 total per night from Aug 24 to Aug 25
$129 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"Nice breakf, quiet and clean plece"

Reviewed on Jul 17, 2025

Comfort Inn & Suites Porter near Indiana Dunes
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 out of 5
418 Council Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Aug 24 to Aug 25
$94 total
Aug 24 - Aug 25
Total includes taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. ...
"The building isn’t fancy at first glance but inside is very nice and so clean. The staff was very friendly and as a single woman traveling alone I fly very safe there."

Reviewed on Jul 18, 2025

Quality Inn Chesterton near Indiana Dunes National Park I-94
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

2 out of 5
713 Plaza Dr., Chesterton, IN
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $101 total per night from Jul 27 to Jul 28
$101 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are ...
"This place is like my second home"

Reviewed on Jul 22, 2025

Fairbridge Inn Express Chesterton
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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.

Cheap Chesterton hotels

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.

Chesterton Hotel & Travel Guide

Planning to spend some time in Northwest Indiana? Need to reserve a hotel in Chesterton? Within a 6-mile (10-kilometer) distance from the center of Chesterton, you will find 8 suitable hotel options.

Hoping to come across somewhere to base yourself within strolling distance of the middle of Chesterton? Hilton Garden Inn Chesterton and Best Western Indian Oak is sure to suit your needs.

The Blue Chip Casino Hotel and Spa is about 12 miles (19 kilometers) from the main part of Chesterton. Or, alternatively, the Inn at Aberdeen can be found approximately 11 miles (18 kilometers) away. Another possibility is to book a bed at the Holiday Inn Express Valparaiso or the Hampton Inn Merrillville.

Planning on checking out more of the rural landscapes common to this area? How about you spend some time in some of the other pockets of Northern Indiana? Enlightened visitors should meet locals at the region's diverse sights or try your luck at hiking before you check in to a close Travelocity-registered hotel to stay the night.

Schererville is found 11 miles (18 kilometers) to the northeast of Chesterton. During your stay, take the chance to see the Lighthouse Place Premium Outlets. Michigan City features some comfortable Travelocity-listed places to spend the night. While exploring the region, you might like to visit Schererville, where you can explore the Hoosier Prairie. Schererville is located 20 miles (35 kilometers) west of Chesterton. Travelocity-registered room options in Schererville include the Holiday Inn Express & Suites Schererville and Hampton Inn & Suites Schererville.

If you think of sport as your life and enjoy attending local clashes you should definitely spend the day at Wrigley Field, situated 40 miles (63 kilometers) to the northwest of Chesterton. Book a Travelocity-listed hotel close to the action at the Roscoe Village Guesthouse or the Best Western Plus Hawthorne Terrace Hotel.

If you're traveling through Midway International Airport and would like to book a Travelocity-listed hotel in the area, try Chicago Marriott Midway or Residence Inn Marriott Chicago Midway.

Top reasons for your vacation to Chesterton

  • Outdoor Activities: Chesterton offers a variety of outdoor activities for families, including birdwatching, beach relaxation, and exploring the nearby river and lake.
  • Golfing in Oakridge: Golf enthusiasts can enjoy a round of golf at Oakridge, a local golf course known for its scenic beauty and challenging holes.
  • Wineries: Explore the wineries in the area and indulge in wine tasting sessions, where you can sample a variety of locally produced wines.
  • Chubb Lake: Visit Chubb Lake, a serene and picturesque lake where you can go fishing, have a picnic, or simply enjoy the peaceful surroundings.
  • Marquette Park: Don't miss the chance to visit Marquette Park, a beautiful park with walking trails, playgrounds, and a beach, perfect for family outings and relaxation.

Find your favorite hotels in Chesterton

If you're planning an outdoor vacation in Chesterton, Indiana, you'll find a variety of hotel accommodations to choose from. Whether you're looking for a luxurious hotel or a cozy bed and breakfast, there are options to suit every traveler's preferences. Many of these accommodations are conveniently located near outdoor attractions, making it easy to explore the natural beauty of the area. From family-friendly hotels to charming boutique inns, there are plenty of options for a comfortable stay in Chesterton.

Hotel nameTypeStarsDescription
Spring House InnHotel2.5This 2.5-star rated hotel offers close proximity to secluded forests, an indoor pool for relaxation, a fitness center for staying active, and friendly staff. It's a great option for your outdoor vacation.
Best Western Indian OakHotel2.5With a 2.5-star rating, this hotel is located near a lake and offers amenities such as a steam room, indoor pool, hot tub, and beautiful views. It also has hiking trails, a golf course, and stunning sunsets, making it an ideal choice for your outdoor getaway.
Hilton Garden Inn ChestertonHotel3.0This 3.0-star rated hotel features an indoor pool, hot tub, sauna, and excursions. It also offers connecting rooms, a fitness center, spa services, sports facilities, and even a beer selection. With its range of amenities, this hotel ensures a comfortable and enjoyable outdoor vacation for your family.

Explore the best activities and sights in Chesterton

Chesterton, Indiana is a perfect destination for a family outdoor vacation. With its close proximity to coffee shops, rivers, and nature, there are plenty of activities to engage in. Families can enjoy birdwatching, shopping, and relaxing on the beach or by the lake. For more active pursuits, there are opportunities for golfing in Oakridge and exploring the wineries in the area. Don't miss the chance to visit local attractions like Chubb Lake and Marquette Park. Whether you're seeking relaxation or adventure, Chesterton has something to offer for everyone.

  1. Indiana Dunes State Park: This national state park offers a breathtaking beach experience with its pristine sandy shores and crystal-clear waters. Immerse yourself in the beauty of nature as you explore the park's diverse wildlife and birdwatching opportunities. Take a leisurely hike along the scenic trails or relax by the calm river. With its stunning lake views and lush surroundings, Indiana Dunes State Park is the perfect destination for outdoor enthusiasts and those seeking a serene escape.
  2. Indiana Dunes Visitor Center: This visitor center is a gateway to the wonders of the Indiana Dunes. Step into the great outdoors and embark on an adventure of a lifetime. Discover the park's mesmerizing landscapes, from towering sand dunes to lush forests. Whether you're hiking, biking, or simply enjoying a family picnic, the Indiana Dunes Visitor Center offers endless opportunities for outdoor exploration and family fun.
  3. Bailly Homestead - American Indians and Fur Traders: Step back in time and immerse yourself in the rich history and culture of the American Indians and fur traders. Explore the historic site and witness the remnants of a bygone era. From the scenic beach to the picturesque river, Bailly Homestead offers a unique blend of natural beauty and cultural heritage. Experience the tranquility of nature as you hike through the lush forests and encounter diverse wildlife. This historic place is a must-visit for those seeking a glimpse into the past and a deeper appreciation for the region's indigenous history.

Where to stay in Chesterton

Welcome to Chesterton, Indiana! This charming suburb offers a wonderful getaway for outdoor enthusiasts. Immerse yourself in the tranquility of nature as you explore the nearby river and lake. Enjoy birdwatching as you stroll through the scenic landscapes. For a relaxing experience, indulge in yoga sessions amidst the picturesque surroundings. If you're in the mood for some retail therapy, explore the local shops and boutiques. And don't forget to take a leisurely walk on the beautiful beach. Chesterton offers the perfect blend of outdoor adventures and relaxation for your family vacation.

  1. Porter Beach: Porter Beach is a popular neighborhood in Chesterton known for its beautiful sandy shoreline on Lake Michigan. It offers a unique experience for outdoor vacations with your family. The beach provides ample opportunities for swimming, sunbathing, picnicking, and building sandcastles. The calm and clear waters of the lake are perfect for kids to splash around and play. Additionally, Porter Beach has well-maintained trails for walking, jogging, or cycling along the dunes, providing breathtaking views of the lake and surrounding nature. The area also offers amenities like restrooms, picnic areas, and parking, making it convenient for families. Whether you want to relax on the beach or explore the scenic trails, Porter Beach is worth visiting for a fun-filled outdoor vacation with your loved ones.

Best times to go to Chesterton

The travel seasons of Chesterton

Trips to Chesterton show a small change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from November to January, and December sees the least travelers.

Chesterton has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 72.7 degrees Fahrenheit. The wettest month in Chesterton is June, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January26.1°F (-3.3°C)Light RainMostly Cloudy
February27.5°F (-2.5°C)Light RainMostly Cloudy
March37.8°F (3.2°C)Light RainMostly Cloudy
April46.9°F (8.3°C)Light RainMostly Sunny
May58.3°F (14.6°C)Light RainMostly Sunny
June67.8°F (19.9°C)Light RainMostly Sunny
July72.7°F (22.6°C)Light RainMostly Sunny
August71.6°F (22.0°C)Light RainMostly Sunny
September66.0°F (18.9°C)Light RainMostly Sunny
October54.5°F (12.5°C)Light RainMostly Sunny
November42.1°F (5.6°C)Light RainMostly Sunny
December33.3°F (0.7°C)Light RainMostly Cloudy

Food and dining in Chesterton

When visiting Chesterton, Indiana, you'll be delighted by the variety of local cuisines available. Whether you're looking for a sit-down restaurant or a quick bite to eat, there are several options to choose from. If you're a fan of steak, be sure to check out the northwest Indiana staple, Culver's. For pizza lovers, Gelsosomo's Pizzeria and Val's Famous Pizza & Grinders are must-try restaurants, both highly rated and popular among locals. So, come hungry and experience the delicious flavors of Chesterton!

How do I find a great hotel with Travelocity?

Make your crew's vacation unforgettable. Use our family-friendly badge to find hotels with extra amenities for kids. Our custom filters help you find hotels near top attractions, with enhanced cleaning, and within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time stressing and more time creating cherished memories. With this in mind, we will assist you in finding and planning your ideal trip, along with offering transparent pricing and reliable reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Chesterton?

Save money by visiting Chesterton, Indiana during the off-peak season from November to January. Bundle your flight, hotel, and car bookings for discounted prices. While exploring Chesterton, take advantage of the inexpensive local attractions. Enjoy a peaceful day by the river, indulge in birdwatching in nature, or spend quality time at the beach. These affordable activities will provide fun for the whole family without breaking the bank.

Frequently asked questions

What are the top kid-friendly hotels in Chesterton?
Take some of the troubles out of traveling with kids by choosing a family-friendly hotel in Chesterton. From well-thought-out amenities to extra-helpful services, these stays come with perks that'll help make your getaway run like a dream: The entire crew will enjoy staying at Rileys Railhouse Bed & Breakfast. Pet-friendly facilities and free WiFi are just a few of the things that help make this property a sought-after option. Sweet Home in Chesterton Dog Friendly is another great choice. After an exciting day of exploring Chesterton, come home to your comfy room and amenities like a nearby beach and animal viewing activities.
Where can I find cheap hotels in Chesterton?
At Travelocity you'll find really nice hotels in Chesterton at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chesterton rather than in Chesterton. We may find you even better rates, too.
How do I find the best Chesterton hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chesterton then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chesterton?
The cheapest hotel in Chesterton is $94. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chesterton?
There are 1,377 hotels in Chesterton on Travelocity.
What are the best hotels in Chesterton?
Chesterton has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chesterton for you!
When is the best time to visit Chesterton?
If you want the joy of a fun-filled trip in peak season, visit Chesterton during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Chesterton?
Based on historic data is usually the cheapest month to visit Chesterton. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chesterton?
There are multiple hotels in Chesterton that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chesterton. We have plenty of kid-friendly hotels in Chesterton to choose from on Travelocity!
Why book a hotel in Chesterton through Travelocity?
Because we have the top hotels in Chesterton! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chesterton on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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