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Find hotels in Chesterton, IN from CA $62

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Compare 1,392 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Chesterton hotels

Sleep Inn & Suites

8.0 out of 10, Very good, (11)
"Staff was very welcoming."
The price is CA $93
CA $104 total
includes taxes & fees
Oct 1 - Oct 2
Sleep Inn & Suites

Four Winds Casino Resort – New Buffalo

3.5 star property
9.4 out of 10, Exceptional, (1498)
"Beautiful hotel with friendly and helpful staff!"
The price is CA $147
CA $171 total
includes taxes & fees
Sep 4 - Sep 5
Four Winds Casino Resort – New Buffalo

Spring House Inn

2.5 star property
9.0 out of 10, Wonderful, (1015)
"Nice, quaint, woody hotel near the Dunes."
The price is CA $136
CA $159 total
includes taxes & fees
Oct 1 - Oct 2
Spring House Inn

Quality Inn Near Interstate I94

2.5 star property
8.2 out of 10, Very good, (1025)
"Perfect stay"
The price is CA $105
CA $111 total
includes taxes & fees
Sep 8 - Sep 9
Quality Inn Near Interstate I94

Hilton Garden Inn Chesterton

3.0 star property
8.8 out of 10, Excellent, (1003)
"Love coming to the dunes and staying at this nice hotel! My 3rd time in the last few years and I always have a good stay, very clean, friendly staff and convenient location!!"
The price is CA $187
CA $209 total
includes taxes & fees
Sep 28 - Sep 29
Hilton Garden Inn Chesterton

Best Western Indian Oak

2.5 star property
8.6 out of 10, Excellent, (1014)
"I really like their interior design of the building. With good view of the lake on the back. "
The price is CA $140
CA $157 total
includes taxes & fees
Sep 8 - Sep 9
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, (674)
"Good stay in general"
The price is CA $131
CA $147 total
includes taxes & fees
Sep 29 - Sep 30
Quality Inn Chesterton near Indiana Dunes National Park I-94

Waterbird Lakeside Inn

2.0 star property
8.0 out of 10, Very good, (922)
"Nice and clean place to stay!"
The price is CA $133
CA $149 total
includes taxes & fees
Sep 2 - Sep 3
Waterbird Lakeside Inn

Comfort Inn & Suites Porter near Indiana Dunes

2.5 star property
8.0 out of 10, Very good, (1011)
"Great staff, good Breakfast "
The price is CA $152
CA $170 total
includes taxes & fees
Oct 2 - Oct 3
Comfort Inn & Suites Porter near Indiana Dunes

Fairbridge Inn Express Chesterton

2.0 star property
6.8 out of 10, (331)
"Great stay"
The price is CA $99
CA $111 total
includes taxes & fees
Oct 1 - Oct 2
Fairbridge Inn Express Chesterton

Holiday Inn Express & Suites La Porte by IHG

2.5 star property
9.0 out of 10, Wonderful, (580)
"Great stay!"
The price is CA $143
CA $160 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express & Suites La Porte by IHG

Holiday Inn Express & Suites New Buffalo by IHG

2.5 star property
8.8 out of 10, Excellent, (1010)
"Nice affordable hotel with a very nice breakfast "
The price is CA $159
CA $169 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Express & Suites New Buffalo by IHG

Comfort Inn La Porte

2.5 star property
9.0 out of 10, Wonderful, (667)
"Great place to stay in LaPorte "
The price is CA $150
CA $168 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn La Porte

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very good, (1022)
"Great place to visit and stay"
The price is CA $148
CA $180 total
includes taxes & fees
Sep 2 - Sep 3
Ameristar Casino Hotel East Chicago

Fairfield Inn & Suites by Marriott New Buffalo

2.5 star property
8.4 out of 10, Very good, (1005)
"Location, breakfast, polite staff"
The price is CA $197
CA $208 total
includes taxes & fees
Sep 9 - Sep 10
Fairfield Inn & Suites by Marriott New Buffalo

Hampton Inn & Suites Valparaiso

2.5 star property
8.8 out of 10, Excellent, (764)
"Facility, grounds and staff were excellent. Would stay here again. "
The price is CA $174
CA $195 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn & Suites Valparaiso

The Blue Heron Inn

3.0 star property
8.8 out of 10, Excellent, (472)
"Staff were very helpful and the views of the lake were amazing!"
The price is CA $150
CA $168 total
includes taxes & fees
Sep 2 - Sep 3
The Blue Heron Inn

The Brewery Lodge Hotel

3.5 star property
9.0 out of 10, Wonderful, (750)
"Isolated .. ie not surrounded by other hotels. Sits in a grove by itself Nice restaurant imbedded…. Excellent whiskey drink"
The price is CA $172
CA $227 total
includes taxes & fees
Sep 2 - Sep 3
The Brewery Lodge Hotel

Holiday Inn Express & Suites Michigan City by IHG

2.5 star property
9.0 out of 10, Wonderful, (717)
"Great place to stay "
The price is CA $186
CA $208 total
includes taxes & fees
Sep 12 - Sep 13
Holiday Inn Express & Suites Michigan City by IHG

Hampton Inn Crown Point

2.5 star property
9.2 out of 10, Wonderful, (547)
"I stayed here while my daughter was in the hospital and it’s in a very convenient location. "
The price is CA $174
CA $195 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Crown Point
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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Check out hotels with free breakfast in Chesterton

Pet-friendly hotels in Chesterton you'll enjoy

Hotels with a pool in Chesterton may fit your trip

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.

Where to stay in Chesterton

Find the best Chesterton areas and neighborhoods for the activities you enjoy most.

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 showing general coastal views and a beach as well as a family
Photo by Indiana Office of Tourism Development
Open Photo by Indiana Office of Tourism Development

Stay near popular Chesterton attractions

More cheap stays in Chesterton

More cheap stays in Chesterton

Hotels in Chesterton with star-rating

Hotels in Chesterton with star-rating

Find out more about Chesterton

Find out more about Chesterton

Top reasons to visit Chesterton

  • Outdoor Adventures: Chesterton boasts stunning beaches and nearby state parks, perfect for nature enthusiasts seeking recreational activities.
  • Family-Friendly Fun: The town features various parks and playgrounds, ensuring enjoyable experiences for families.
  • Charming Architecture: Explore distinctive buildings that reflect the unique character of Chesterton.
  • Local Shopping: Discover charming boutiques offering unique local goods and souvenirs.
  • Diverse Accommodation: Enjoy a range of lodging options, from family-friendly hotels to cozy bed and breakfasts.

Find great hotels near Chesterton

Discover the charm of Chesterton, Indiana, with a variety of accommodation options tailored to suit every traveller's needs. Whether you're seeking a family-friendly hotel, a cozy bed and breakfast, or a pet-friendly retreat, Chesterton has something for everyone. Many of the top hotels offer essential business services, ensuring a comfortable stay for work or leisure. Experience the warm hospitality of this delightful town while enjoying convenient access to its many attractions.

  • Baymont by Wyndham Michigan City: A welcoming hotel designed for both business and family travellers, Baymont by Wyndham Michigan City is located 16.1km from Chesterton. This pet-friendly property offers a range of amenities tailored to ensure a comfortable stay, including a 24-hour business centre, meeting rooms, and conference space for your professional needs. Families will appreciate the free cribs and the warm atmosphere that encourages quality time together. With a pet-friendly policy, your furry friends can enjoy the stay too, making it an ideal choice for all members of the family.
  • Microtel Inn & Suites by Wyndham Michigan City: Situated 16.1km from Chesterton, Microtel Inn & Suites by Wyndham Michigan City is a modern hotel that prides itself on being inclusive and welcoming to LGBTQIA travellers. Equipped with essential business amenities such as accessible business centres, meeting rooms, and conference space, this hotel is perfect for those travelling for work. Its commitment to inclusivity ensures a comfortable and friendly environment for all guests, making it a great choice for both business and leisure stays in the area.
  • Country Inn & Suites by Radisson, Portage, IN: A family-friendly haven just 9.7km from Chesterton, Country Inn & Suites by Radisson, Portage offers direct access to the beach, perfect for those looking for a seaside getaway. This 3-star hotel is well-equipped for families, featuring amenities such as playgrounds and pool facilities designed for children, along with free cribs for the littlest guests. With a focus on creating enjoyable experiences for families, this hotel is an excellent choice for those looking to make lasting memories during their stay.

Where to stay in and around Chesterton

Chesterton, Indiana, offers a delightful blend of outdoor adventure and serene relaxation, making it an ideal vacation spot. Surrounded by stunning scenery and fresh air, visitors can explore family-friendly parks and charming neighbourhoods. With its excellent location and low crowds, Chesterton provides a perfect escape for those seeking recreation, romance, or simply a peaceful retreat. Don't miss the chance to experience the unique atmosphere that this picturesque city and its surroundings have to offer.

  • Michigan City: Located approximately 17.7km from Chesterton, Michigan City is a vibrant destination known for its stunning scenery and outdoor adventures. This city sees a moderate influx of travellers, particularly during the summer months from June to August. Visitors flock here to enjoy recreational areas, body treatments, and playgrounds. The proximity to the national state park and picturesque dunes adds to its charm, making it an ideal spot for nature enthusiasts and those seeking adventure.
  • Portage: Just 9.7km from Chesterton, Portage is a bustling city where visitors can indulge in both scenic beauty and outdoor activities year-round. Similar to Michigan City, Portage experiences increased tourism from June to August. The city offers a variety of attractions, including recreational areas and educational venues, perfect for families and nature lovers alike. The nearby national state park and stunning dunes provide additional opportunities for exploration and adventure.
  • Porter: Nestled within the Chesterton area, the quaint village of Porter attracts tourists with its charming atmosphere and outdoor experiences. With a similar seasonal pattern as its neighbours, Porter sees a peak in visitors during the summer months. The village is known for its recreational areas and fairground shows, making it a delightful stop for families and those looking for local entertainment. The close proximity to national parks and scenic dunes enhances the appeal of this peaceful village.

Things to do in and around Chesterton

Chesterton, Indiana, offers a delightful mix of outdoor adventures and scenic views, perfect for nature lovers. Enjoy recreational areas, playgrounds, and fairgrounds that promise family-friendly fun. Architecture enthusiasts can explore the town’s distinctive buildings, while those in search of shopping adventures will find charming local boutiques. Whether you're seeking thrills or relaxation, Chesterton has something for everyone to enjoy.

Shopping

In Chesterton, visit local shops for unique gifts. If you're up for a drive, check out Lighthouse Place Premium Outlets, 17.7km away, offering a wide selection of brand-name outlets. Also, consider Westfield Southlake Mall, located 25.7km away, for a larger shopping experience.

Recreation

Marquette Park offers a tranquil environment with scenic views, perfect for relaxation and leisurely strolls. The Course at Aberdeen provides a vibrant atmosphere for golf enthusiasts, while the Disk Golf Course invites you to enjoy outdoor fun amid the area's natural beauty.

Adventure

Experience the thrills at Deep River Water Park, located 20.9km from Chesterton, where you can enjoy exhilarating water slides and family-friendly attractions. For a scenic adventure, explore the Cowles Bog Trailhead in Chesterton, offering beautiful outdoor trails and stunning natural landscapes perfect for hiking.

Nightlife

In Chesterton, the Chicago Street Theatre offers a charming cultural experience, just 16.1km away, perfect for a romantic night out. Cinemark Valparaiso, also 16.1km away, provides great cinematic entertainment. For a family-friendly vibe, the Guy Foreman Bicentennial Amphitheater, 19.3km away, hosts various performances.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chesterton

Chesterton offers various ways to save money during your visit. Enjoy free activities like Lake View Beach and Kemil Beach, and consider biking or walking to explore the area without transportation costs. For more affordable accommodation, plan your stay between January to February or November, avoiding the peak summer months. Booking your trip on a Monday can also help you save. Utilize tools like Expedia to compare prices, find the best hotel deals, and bundle flights and activities for additional savings.

  • 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 Monday. The most expensive day to stay in Chesterton is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your choices based on your budget, desired location, and preferred type of accommodation. To find the best prices and deals available, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your Chesterton hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Chesterton

Chesterton, Indiana, offers a delightful escape for those seeking outdoor adventures and scenic beauty. With its stunning beaches, nearby state parks, and urban parks, visitors can enjoy a variety of family-friendly activities. Whether you're exploring the natural landscapes or relaxing by the water, there are plenty of attractions to make your vacation memorable. Don't miss out on the local charm and outdoor experiences Chesterton has to offer.

  • Indiana Dunes National Park: A stunning natural gem located 4.8km from Chesterton, this national park offers breathtaking scenery and outdoor adventures. Hike through diverse landscapes, from sandy dunes to lush forests, all while enjoying the fresh air and wildlife.
  • Lake View Beach: Situated 9.7km away, Lake View Beach invites you to relax and soak up the sun. With its picturesque shoreline and tranquil waters, it’s the perfect spot to unwind and enjoy the beach vibes.
  • Indiana Dunes Visitor Center: Located within Chesterton, this visitor centre provides a gateway to adventure. Engage in family-friendly activities, learn about the local ecosystem, and plan your outdoor explorations with knowledgeable staff.

The nearest major airports for your trip to Chesterton

To visit Chesterton, Indiana, you can fly into three major airports. Chicago O'Hare International Airport (ORD) is approximately 80.5km away and offers nearby hotels such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both just two miles from the airport. Midway International Airport (MDW) is about 59.5km away, with luxurious options like the 5-star Trump International Hotel & Tower Chicago, located nine miles from MDW. Alternatively, South Bend International Airport (SBN) is roughly 62.8km away, featuring hotels like the 4-star Doubletree Hotel South Bend, which is four miles from the airport and provides complimentary shuttle services.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What is the best area to stay in Chesterton?
Porter is the premier area to stay in Chesterton, Indiana, renowned for its blend of natural beauty and charming small-town atmosphere. Most of our travellers have chosen this neighbourhood, drawn by its proximity to the stunning Indiana Dunes National Park, where sandy beaches and scenic trails await. The area is also dotted with delightful local shops and eateries, offering a taste of the region's hospitality.

For couples seeking a peaceful retreat, the serene landscapes of Porter provide an idyllic backdrop. Enjoy romantic walks along the beach at sunset or explore the picturesque trails of the Dunes, making for an intimate and memorable getaway.

Families will appreciate the accessibility of outdoor activities in this area. With nearby parks and recreational options, there's no shortage of opportunities for fun and adventure. Whether it's hiking, biking, or simply enjoying a picnic by the lake, Porter caters to all ages, ensuring a fulfilling experience for everyone.
What are the best hotels in Chesterton that travellers recommend?
Hilton Garden Inn Chesterton is a great choice for travellers visiting this charming town, boasting an excellent review score of 8.8. With its inclusive setting, 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 travellers 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. At this time, the weather is pleasantly warm, with average temperatures hovering around 22°C, great for indulging in outdoor activities and exploring the charming surroundings.

As you plan your adventure, it's important to note that the peak tourist season runs from June to August. During these months, Chesterton comes alive with vibrant community events and a lively atmosphere. Visitors can enjoy leisurely strolls along the picturesque streets, where the quaint architecture and local shops beckon exploration. The warm evenings also provide a fantastic backdrop for outdoor dining, allowing you to savour delicious local fare in a relaxed setting.

For those who appreciate a more tranquil experience, consider visiting in early September. This month often features milder temperatures and fewer crowds, making it an excellent time to enjoy the beauty of Chesterton without the hustle and bustle of peak tourist activity. You can explore the nearby countryside, which is particularly beautiful as summer transitions into autumn, with stunning landscapes and the onset of fall colours.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterton.
How can I save on a Chesterton hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Chesterton hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
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 CA $62 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.