Photo by Susan Ross

Find hotels in Chesterton, IN from $52

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare 1,377 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Hilton Garden Inn Chesterton

3.0 star property
8.8 out of 10, Excellent, (1000)
"We loved staying here. "
$128 nightly
The price is $143
Aug 10 - Aug 11
Total includes taxes and fees
Hilton Garden Inn Chesterton

Spring House Inn

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Great place to stay. "
$129 nightly
The price is $144
Aug 3 - Aug 4
Total includes taxes and fees
Spring House Inn

Best Western Indian Oak

2.5 star property
8.6 out of 10, Excellent, (1003)
"I liked the small lake by the breakfast dining area and the hotel was very clean and staff was wonderful. "
$102 nightly
The price is $114
Aug 19 - Aug 20
Total includes taxes and fees
Best Western Indian Oak

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 star property
8.0 out of 10, Very Good, (641)
"Great location. Easy access. Decent price."
$93 nightly
The price is $104
Aug 17 - Aug 18
Total includes taxes and fees
Quality Inn Chesterton near Indiana Dunes National Park I-94

Waterbird Lakeside Inn

2.0 star property
8.0 out of 10, Very Good, (882)
"Everything was great from check-in to check-out "
$112 nightly
The price is $125
Jul 21 - Jul 22
Total includes taxes and fees
Waterbird Lakeside Inn

Comfort Inn & Suites Porter near Indiana Dunes

2.5 star property
8.2 out of 10, Very Good, (1006)
"Amazing service & hotel was very clean "
$117 nightly
The price is $131
Aug 19 - Aug 20
Total includes taxes and fees
Comfort Inn & Suites Porter near Indiana Dunes

Fairbridge Inn Express Chesterton

2.0 star property
6.8 out of 10, (312)
"Super laid back and very welcoming."
$90 nightly
The price is $101
Jul 20 - Jul 21
Total includes taxes and fees
Fairbridge Inn Express Chesterton

Four Winds Casino Resort – New Buffalo

3.5 star property
9.4 out of 10, Exceptional, (1406)
"Wonderful place to stay!!"
$153 nightly
The price is $161
Aug 10 - Aug 11
Total includes taxes and fees
Four Winds Casino Resort – New Buffalo

Comfort Inn La Porte

2.5 star property
9.0 out of 10, Wonderful, (622)
"Little dated but overall location was great "
$109 nightly
The price is $122
Aug 10 - Aug 11
Total includes taxes and fees
Comfort Inn La Porte

Holiday Inn Express & Suites La Porte by IHG

2.5 star property
9.0 out of 10, Wonderful, (561)
"Great stay!"
$118 nightly
The price is $132
Aug 3 - Aug 4
Total includes taxes and fees
Holiday Inn Express & Suites La Porte by IHG

Fairfield Inn & Suites by Marriott New Buffalo

2.5 star property
8.4 out of 10, Very Good, (1003)
"Great stay "
$144 nightly
The price is $152
Jul 27 - Jul 28
Total includes taxes and fees
Fairfield Inn & Suites by Marriott New Buffalo

Travelodge by Wyndham La Porte/Michigan City Area

2.0 star property
7.2 out of 10, Good, (550)
"Nice, clean rooms and friendly staff."
$89 nightly
The price is $100
Jul 20 - Jul 21
Total includes taxes and fees
Travelodge by Wyndham La Porte/Michigan City Area

The Blue Heron Inn

3.0 star property
8.8 out of 10, Excellent, (439)
"Great and friendly staff! Very welcoming, as soon as we walked in. "
$131 nightly
The price is $147
Jul 20 - Jul 21
Total includes taxes and fees
The Blue Heron Inn

Holiday Inn Express & Suites New Buffalo by IHG

2.5 star property
8.8 out of 10, Excellent, (1004)
"The breakfast cinnamon rolls were amazing. "
$144 nightly
The price is $153
Aug 12 - Aug 13
Total includes taxes and fees
Holiday Inn Express & Suites New Buffalo by IHG

Pine Lake Resort and Banquets

2.5 star property
6.8 out of 10, (435)
"Clean, staff responded quickly after we called about fireworks outside our room: back parking lot."
$89 nightly
The price is $102
Jul 20 - Jul 21
Total includes taxes and fees
Pine Lake Resort and Banquets

Hampton Inn LaPorte IN

2.5 star property
8.2 out of 10, Very Good, (745)
"Staff were very friendly and went above and beyond to make sure we were comfortable and had everything we needed. "
$114 nightly
The price is $127
Aug 10 - Aug 11
Total includes taxes and fees
Hampton Inn LaPorte IN

Baymont by Wyndham New Buffalo

2.5 star property
6.8 out of 10, (1001)
"Is a good place to stay "
$85 nightly
The price is $90
Aug 11 - Aug 12
Total includes taxes and fees
Baymont by Wyndham New Buffalo

Quality Inn Near Interstate I94

2.5 star property
8.4 out of 10, Very Good, (1009)
"Perfect for a quick overnight, good location, and average breakfast."
$99 nightly
The price is $105
Jul 28 - Jul 29
Total includes taxes and fees
Quality Inn Near Interstate I94

New Buffalo Inn & Spa

2.0 star property
9.2 out of 10, Wonderful, (134)
"Great stay"
$245 nightly
The price is $260
Aug 3 - Aug 4
Total includes taxes and fees
New Buffalo Inn & Spa

The Brewery Lodge Hotel

3.5 star property
9.0 out of 10, Wonderful, (731)
"Wonderful trip "
$164 nightly
The price is $181
Aug 4 - Aug 5
Total includes taxes and fees
The Brewery Lodge Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Chesterton

Find the best Chesterton areas and neighborhoods for the activities you enjoy most. Learn more about Chesterton
Learn more about Chesterton
Porter Beach map

Porter Beach

While visiting Porter Beach, you might make a stop by sights like Indiana Dunes National Park and Lake Michigan.

Learn more about Chesterton

Escape to relaxing Chesterton! Enjoy its coffee, riverfront, and beaches.

Indiana Dunes State Park which includes a sandy beach and general coastal views as well as a family
Photo by Indiana Office of Tourism Development
Open Photo by Indiana Office of Tourism Development

Find out more about Chesterton

Find out more about Chesterton

Top reasons to visit Chesterton

  • Scenic Indiana Dunes National Park: Experience stunning landscapes and recreational opportunities right at your doorstep.
  • Family-Friendly Activities: Enjoy playgrounds and various attractions perfect for children and families.
  • Charming Local Wineries: Unwind with a visit to nearby wineries that offer tastings and beautiful views.
  • Vibrant Neighborhoods: Explore diverse neighborhoods with rich cultural experiences and local charm.
  • Comfortable Accommodations: Find a range of hotels catering to all preferences and budgets for a pleasant stay.

Find great hotels in and around Chesterton

Discover the charm of Chesterton, Indiana, with a variety of hotel accommodations to suit every budget and preference. From cozy motels to comfortable 2 to 3.5-star hotels, you'll find options that cater to business travelers, pet lovers, and the LGBTQIA community. Whether you're searching for the best hotels or specific spots like Quality Inn Chesterton, this welcoming town has the perfect place for your stay.

  • Microtel Inn & Suites by Wyndham Michigan City: Located 10 miles from Chesterton, Microtel Inn & Suites by Wyndham Michigan City caters to business travelers seeking a productive stay. The hotel offers a range of business amenities including versatile meeting rooms, a well-equipped business center, and accessible conference space. The modern design and comfortable accommodations ensure that guests can unwind after a busy day, making it an ideal choice for professionals on the go.
  • Best Western Indian Oak: Nestled in Chesterton, Best Western Indian Oak is the perfect retreat for families looking for a welcoming atmosphere. The hotel prioritizes family-friendly amenities, including complimentary cribs for little ones. Its convenient location allows families to explore local attractions, while its cozy accommodations provide a comfortable base for making lasting memories together. Enjoy a pleasant stay where family time is at the heart of the experience.
  • Country Inn & Suites by Radisson, Portage, IN: Just 6 miles from Chesterton, Country Inn & Suites by Radisson offers a versatile experience for beach lovers, families, and business travelers alike. With direct access to the beach, guests can enjoy sun-soaked days by the water. The hotel features a range of business facilities, including multiple meeting rooms and a business center. Additionally, family amenities such as a shared playground, children’s pool, and free cribs ensure that younger guests are well taken care of, making it a fantastic option for those traveling with kids.

Where to stay in and around Chesterton

Chesterton, Indiana, is a hidden gem for outdoor enthusiasts and families alike, offering a perfect blend of relaxation and adventure. Explore the picturesque scenery at nearby state parks, unwind at local wineries, and immerse yourself in the charming atmosphere of oak forests. With close proximity to vibrant neighborhoods, visitors can enjoy rich cultural experiences and family-friendly activities, making Chesterton an ideal destination for a memorable vacation.

  • Portage: Located 6 miles from Chesterton, Portage is a vibrant city that beckons outdoor enthusiasts year-round. Although the number of travelers remains fairly constant, summer months from June to August see a delightful influx of visitors. Known for its scenic beauty and adventure opportunities, Portage offers a range of activities, including access to recreational areas and a local casino for those looking to try their luck. Nature lovers will appreciate the proximity to national and state parks, as well as the stunning dunes that add to the area's allure.
  • Porter: Nestled near Chesterton, Porter is a charming village that attracts visitors with its picturesque landscapes and outdoor activities. The visitor count tends to rise during the summer months, particularly from June to August, and moderately dips in the fall. With fun venues like fairgrounds and recreational areas, Porter is perfect for those seeking adventure and local culture. The nearby national and state parks, along with the beautiful dunes, make it an ideal destination for nature walks and family outings.
  • Burns Harbor: Also situated close to Chesterton, Burns Harbor is a welcoming village that sees a consistent flow of travelers, peaking in the warm summer months of June to July and September. Renowned for its scenic views and outdoor activities, this village offers delightful recreational areas, playgrounds, and fairgrounds, making it a family-friendly destination. Visitors can explore the nearby national parks and dunes, which provide stunning backdrops for hiking and picnicking.

Things to do in and around Chesterton

Chesterton, Indiana, offers an array of outdoor adventures and scenic spots perfect for a vacation. Visitors can explore recreational areas, enjoy the local casino, and let kids have fun at the playground. The town's vibrant tourist industry ensures a variety of activities for all activity levels, making it an ideal destination for both relaxation and adventure seekers alike.

Shopping

In Chesterton, you can shop at local favorites like Garwood Orchards for unique gifts. If you're up for a drive, visit Lighthouse Place Premium Outlets, 11 miles away, or Westfield Southlake Mall, located 16 miles away, both offering a variety of retail options and family-friendly vibes.

Recreation

At Marquette Park, enjoy serene walks along picturesque trails and rejuvenate by the lakeside. The Course at Aberdeen offers a refreshing golfing experience amidst lush landscapes, while the Disk Golf Course provides an energetic outdoor challenge, perfect for both beginners and seasoned players.

Adventure

Experience the thrills at Deep River Water Park, where you can enjoy water slides and wave pools, located 13 miles from Chesterton. For a scenic adventure, hike the Cowles Bog Trailhead, immersing yourself in the beautiful outdoor scenery right in Chesterton.

Nightlife

Experience an exciting nightlife in Chesterton with a visit to Blue Chip Casino for a romantic evening with city vibes. For a cultural touch, enjoy a show at the Chicago Street Theatre, or catch a film at the nearby Cinemark Valparaiso for a fun family outing.

Booking tips and Expedia advantages for Chesterton

To save money during your visit to Chesterton, Indiana, consider traveling in the cheaper months of January, February, or November, and avoid weekends when prices peak. Utilize public transportation, or explore the area by bicycle for budget-friendly travel. Booking your accommodation through Expedia can yield savings, especially if you select the "Eco-certified" filter and arrange your stay from Tuesday to Thursday. Don’t forget to join Expedia’s One Key membership for exclusive discounts and to combine your hotel, flights, and activities for the best deals.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chesterton are January to February and November, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chesterton is Tuesday. The most expensive day to stay in Chesterton is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and hotel type. For instance, selecting the "Eco-certified" filter will showcase sustainable and eco-friendly accommodations currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chesterton with your flights and activities by booking an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Chesterton

Chesterton, Indiana, is a perfect destination for outdoor enthusiasts and families alike, offering beautiful scenery and adventure. Visitors can explore local attractions such as stunning beaches, the scenic Indiana Dunes National Park, and historic colleges. Whether you're looking to relax by the shore or embark on exciting outdoor activities, Chesterton provides a diverse range of experiences that cater to all types of travelers seeking memorable adventures.

  • Indiana Dunes National Park: Located 3 miles from Chesterton, this stunning national park features diverse landscapes, including sandy beaches, wetlands, and towering dunes. Hike scenic trails, explore unique ecosystems, and enjoy breathtaking views of Lake Michigan, making it perfect for adventure seekers and nature lovers alike.
  • Lake View Beach: Situated 6 miles away, Lake View Beach offers a relaxing beachfront escape. Feel the soft sand between your toes, swim in the refreshing waters, and enjoy picturesque sunsets, creating a quintessential beach experience for visitors.
  • Indiana Dunes Visitor Center: Found within Chesterton, this visitor center serves as a gateway to the park. Engage in family-friendly activities, discover educational exhibits, and get helpful information for your outdoor adventures in the stunning surrounding landscapes.

The nearest major airports for your trip to Chesterton

Traveling to Chesterton, Indiana, is convenient via several major airports. Chicago O'Hare International Airport (ORD) is situated 50 miles away, with hotel options like the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both just 2 miles from the airport. Chicago Midway International Airport (MDW) is 37 miles away, offering luxury stays at the 5-star Trump International Hotel & Tower and Nobu Hotel Chicago, both within 9 miles. Additionally, South Bend International Airport (SBN) is 39 miles from Chesterton, with nearby options like the 4-star Doubletree Hotel South Bend, which provides shuttle services to the airport.

Frequently asked questions

What is the best area to stay in Chesterton?
Porter is the best area to stay for travelers looking to explore the charming town of Chesterton, Indiana. This welcoming community is known for its picturesque landscapes and easy access to the stunning Indiana Dunes National Park. In Porter, you'll find a tranquil atmosphere and a variety of accommodations that cater to guests who appreciate attentive service. Enjoy the local dining scene, where you can savor fresh seafood and farm-to-table cuisine, all while being just minutes away from the beautiful shores of Lake Michigan.

For couples seeking a romantic escape, Porter provides a peaceful retreat. Stroll hand-in-hand along the scenic trails of the nearby Dunes, or enjoy a cozy dinner at one of the local eateries that offer delightful views and intimate settings.

Families will also find Porter an excellent choice, thanks to its proximity to family-friendly attractions such as the Dunes and the nearby town of Chesterton, which features parks and playgrounds superb for young adventurers.
What are the best hotels in Chesterton that travelers recommend?
Hilton Garden Inn Chesterton is a great choice for travelers visiting this charming town, boasting an excellent review score of 8.8. With its friendly space, this hotel offers comfortable suites designed for relaxation, featuring climate control and air conditioning to ensure a pleasant stay. Guests appreciate the thoughtful touches, such as designer toiletries that elevate the experience.
What are the best family hotels in Chesterton?
Hilton Garden Inn Chesterton is a fantastic choice for families seeking comfort and convenience in the heart of Indiana. This hotel has received an impressive review rating of 8.8, reflecting its dedication to providing quality service and a inviting space for all guests. Find more child-friendly accommodations in Chesterton.
What are the top pet-friendly hotels in Chesterton?
Hilton Garden Inn Chesterton is a standout option for travelers seeking a pet-friendly hotel in Chesterton, Indiana. Rated an impressive 8.8 by guests, this hotel not only welcomes furry family members but also provides a comfortable and accommodating environment for everyone. See more pet-friendly hotels in Chesterton.
When is the best time to go to Chesterton?
The most popular time to visit Chesterton is during the summer months, particularly July, when the area comes alive with vibrant community events and outdoor activities. With average temperatures in the mid-70s Fahrenheit, this season is superb for enjoying the charming parks, scenic trails, and picturesque landscapes that Chesterton has to offer.

From June to August, Chesterton experiences its peak tourist season, attracting visitors eager to explore the local attractions, such as the Indiana Dunes National Park. The pleasant weather makes it an ideal time for activities like hiking, biking, and picnicking, allowing you to immerse yourself in the natural beauty of the region while engaging in leisurely outdoor pursuits.

For those who appreciate attentive service and well-curated experiences, you'll find plenty of opportunities to enjoy local festivals and farmers' markets, where you can sample fresh produce and handcrafted goods. This season also offers a chance to experience the area's cultural events, including art fairs and music festivals, fostering a sense of connection with the community.

If you prefer a quieter experience, September can be an excellent choice. With the summer crowds dissipating and temperatures still comfortable—averaging in the low 70s Fahrenheit—you can enjoy all that Chesterton has to offer without the hustle and bustle. Plus, this month may present more affordable lodging options, allowing you to indulge in quality experiences without stretching your budget.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Chesterton hotel for you.
How can I save on a Chesterton hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Chesterton hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chesterton hotel?
Prices for hotels in Chesterton often vary, but you can find a great deal from $52 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.