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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

9.0 out of 10, Wonderful, (7)
"Staff was very welcoming."
The price is CA $99
CA $111 total
includes taxes & fees
Sep 8 - Sep 9
Sleep Inn & Suites

Spring House Inn

2.5 star property
9.0 out of 10, Wonderful, (1009)
"Nice, quaint, woody hotel near the Dunes."
The price is CA $150
CA $175 total
includes taxes & fees
Sep 2 - Sep 3
Spring House Inn

Comfort Inn La Porte

2.5 star property
9.0 out of 10, Wonderful, (664)
"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

Holiday Inn Express & Suites La Porte by IHG

2.5 star property
9.0 out of 10, Wonderful, (579)
"Great stay!"
The price is CA $133
CA $149 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Express & Suites La Porte by IHG

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 $184
CA $206 total
includes taxes & fees
Sep 4 - Sep 5
Hilton Garden Inn Chesterton

Best Western Indian Oak

2.5 star property
8.6 out of 10, Excellent, (1007)
"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 7 - Sep 8
Best Western Indian Oak

Comfort Inn & Suites Porter near Indiana Dunes

2.5 star property
8.0 out of 10, Very good, (1006)
"Great hotel"
The price is CA $147
CA $165 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Porter near Indiana Dunes

Waterbird Lakeside Inn

2.0 star property
8.0 out of 10, Very good, (918)
"Nice and clean place to stay!"
The price is CA $133
CA $149 total
includes taxes & fees
Sep 1 - Sep 2
Waterbird Lakeside Inn

Quality Inn Chesterton near Indiana Dunes National Park I-94

2.5 star property
8.0 out of 10, Very good, (670)
"Good stay in general"
The price is CA $131
CA $147 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn Chesterton near Indiana Dunes National Park I-94

Fairbridge Inn Express Chesterton

2.0 star property
6.8 out of 10, (328)
"Great stay"
The price is CA $105
CA $118 total
includes taxes & fees
Sep 1 - Sep 2
Fairbridge Inn Express Chesterton

Four Winds Casino Resort – New Buffalo

3.5 star property
9.4 out of 10, Exceptional, (1488)
"Fantastic resort "
The price is CA $147
CA $171 total
includes taxes & fees
Sep 4 - Sep 5
Four Winds Casino Resort – New Buffalo

Quality Inn Near Interstate I94

2.5 star property
8.2 out of 10, Very good, (1018)
"Perfect stay"
The price is CA $105
CA $112 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn Near Interstate I94

Holiday Inn Express Valparaiso by IHG

2.5 star property
8.4 out of 10, Very good, (737)
"Very clean, very quiet, staff was very friendly. Great breakfast choices, staff was very helpful. Great stay."
The price is CA $162
CA $182 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Valparaiso by IHG

Holiday Inn Express & Suites New Buffalo by IHG

2.5 star property
8.8 out of 10, Excellent, (1008)
"Nice affordable hotel with a very nice breakfast "
The price is CA $160
CA $169 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Express & Suites New Buffalo by IHG

Rodeway Inn

2.5 star property
7.0 out of 10, Good, (761)
"It is close to I94 exit and rooms have modern amenities."
The price is CA $76
CA $85 total
includes taxes & fees
Sep 28 - Sep 29
Rodeway Inn

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very good, (1012)
"Great place to visit and stay"
The price is CA $138
CA $169 total
includes taxes & fees
Sep 1 - Sep 2
Ameristar Casino Hotel East Chicago

Hampton Inn & Suites Michigan City

2.5 star property
8.6 out of 10, Excellent, (880)
"Nice hotel"
The price is CA $196
CA $220 total
includes taxes & fees
Sep 4 - Sep 5
Hampton Inn & Suites Michigan City

Spark by Hilton Merrillville

3.0 star property
9.0 out of 10, Wonderful, (60)
"Excellent all around, very nice place to stay."
The price is CA $115
CA $128 total
includes taxes & fees
Sep 11 - Sep 12
Spark by Hilton Merrillville

Travelodge by Wyndham La Porte/Michigan City Area

2.0 star property
7.2 out of 10, Good, (577)
"Just right for a quick overnight trip."
The price is CA $98
CA $110 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham La Porte/Michigan City Area

Hampton Inn LaPorte IN

2.5 star property
8.2 out of 10, Very good, (767)
"Everything was great!"
The price is CA $162
CA $182 total
includes taxes & fees
Sep 14 - Sep 15
Hampton Inn LaPorte IN
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 a pool in Chesterton

Pet-friendly hotels in Chesterton you'll enjoy

Hotels with free breakfast 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

  • Scenic Outdoor Adventures: Chesterton features beautiful parks and stunning lake views, perfect for hiking and picnicking.
  • Family-Friendly Attractions: Enjoy the Deep River Waterpark and local theme park for fun-filled family entertainment.
  • Charming Local Culture: Explore the quaint town atmosphere and indulge in delightful restaurant walks.
  • Diverse Accommodations: Choose from a variety of hotels and motels to suit different budgets and preferences.
  • Proximity to Natural Wonders: Visit nearby state parks for additional outdoor exploration and relaxation.

Find great hotels in Chesterton

Chesterton, Indiana, offers a diverse selection of hotel accommodations, catering to various budgets and preferences. With options ranging from cozy motels to comfortable hotels rated between 2 to 3.5 stars, you can find the perfect place to unwind. Whether you're travelling for business, planning a family getaway, or travelling with pets, Chesterton's hotels provide essential services and amenities to ensure an enjoyable stay.

  • Microtel Inn & Suites by Wyndham Michigan City: Nestled 16.1km from Chesterton, the Microtel Inn & Suites by Wyndham Michigan City is ideal for business travellers seeking a seamless stay. This hotel features a modern Business Centre, complete with accessible options, meeting rooms, and conference space to cater to corporate needs. Guests can enjoy comfortable accommodations with a focus on convenience, making it a reliable choice for those in town for work. Whether you're in need of a quiet space to finish a project or a professional setting to host meetings, this hotel has you covered.
  • Country Inn & Suites by Radisson, Portage, IN: Located 9.7km from Chesterton, Country Inn & Suites by Radisson offers a welcoming atmosphere that blends family-friendly amenities with business capabilities. This 3-star hotel features direct beach access, making it perfect for both relaxation and recreation. It boasts a range of services for children, including a shared playground, arcade game room, and a pool designed for young guests. For business needs, the hotel provides multiple meeting rooms and a fully equipped Business Centre, ensuring that both leisure and work can be balanced harmoniously during your stay.
  • Baymont by Wyndham Portage Indiana Dunes: Situated 9.7km from Chesterton, Baymont by Wyndham Portage Indiana Dunes caters to both pet owners and business travellers. This hotel allows pets with certain restrictions, making it a great choice for those who wish to travel with their furry companions. The property features a 24-hour Business Centre, meeting rooms, and conference space, ensuring that all your professional requirements are met. Guests can enjoy a comfortable and accommodating environment, perfect for unwinding after a busy day or planning the next adventure.

Where to stay in Chesterton

Chesterton, Indiana, offers a delightful blend of scenic beauty and outdoor adventure, perfect for a relaxing vacation. Visitors can explore stunning lake views, beautiful parks, and the charm of this sleepy town. Nearby, you’ll discover a rich cultural atmosphere and recreational opportunities that make for a memorable family-friendly experience. Whether you’re hiking, picnicking, or simply soaking in the scenery, Chesterton promises a tranquil getaway that captures the essence of Indiana.

  • Portage: Located a mere 9.7km from Chesterton, Portage is a vibrant city that beckons adventure seekers and nature enthusiasts alike. Known for its scenic beauty, Portage offers a plethora of outdoor activities and recreational areas. The peak visiting season runs from June to August, making it the perfect time to explore the stunning national state parks and dunes in the vicinity. Visitors can also enjoy the local casino and various educational opportunities while soaking in the natural landscapes. Whether you’re hiking the trails or unwinding at the waterfront, Portage promises an exhilarating experience.
  • Porter: Nestled within the Chesterton area, Porter is a charming village that captivates visitors with its quaint atmosphere and outdoor adventures. Like Portage, the peak travel season is from June to August, attracting those looking to bask in the natural beauty of the surroundings. Popular activities include exploring the local fairgrounds and attending shows, providing a taste of the community spirit. With proximity to national and state parks, Porter is an inviting destination for those seeking both relaxation and adventure amidst picturesque landscapes.
  • Valparaiso: Situated 16.1km away from Chesterton, Valparaiso is a lively city renowned for its scenic charm and cultural offerings. The travel experience here is rich, with peak visitor numbers occurring in March to April and July, highlighting the area's appeal during spring and summer. Valparaiso is home to various recreational areas, a local casino, and educational institutions, making it an engaging stop for tourists. The nearby national and state parks, along with the stunning dunes, provide ample opportunities for outdoor exploration and adventure, ensuring a memorable visit.

Things to do in Chesterton

Chesterton, Indiana, is perfect for those seeking scenic outdoor adventures. Visitors can explore a variety of activities, including recreational areas, a casino, and playgrounds. Key attractions include delightful restaurant walks, the Deep River Waterpark, and a local theme park, providing ample entertainment options. Outdoor enthusiasts will find numerous activities to enjoy, making Chesterton an ideal destination for a fun-filled vacation.

Shopping

For a delightful shopping experience in Chesterton, explore local stores and markets. If you're up for a drive, check out Lighthouse Place Premium Outlets, 17.7km away, and Westfield Southlake Mall, 25.7km away, both offering diverse shopping options for gifts and souvenirs.

Recreation

Marquette Park offers a serene recreational area with stunning views and relaxation vibes, perfect for leisurely strolls. The Course at Aberdeen provides a challenging golf experience amidst beautiful landscapes, while the Disc Golf Course invites you to enjoy fun outdoor activities in a friendly, sporty atmosphere.

Adventure

Deep River Water Park, located 20.9km from Chesterton, offers a thrilling day with slides, wave pools, and lazy rivers, perfect for family fun. For a more rugged adventure, explore the Cowles Bog Trailhead, where scenic hiking trails lead through stunning landscapes and abundant wildlife right in Chesterton.

Nightlife

Experience the vibrant nightlife in Chesterton by visiting the nearby Blue Chip Casino for some thrilling gaming, or enjoy a cultural night at the Chicago Street Theatre. For a fun family outing, head to Team Combat LIVE for arcade adventures that everyone will love.

Booking tips and Expedia advantages for Chesterton

To save money on your trip to Chesterton, plan your visit during the off-peak months of January to February and November when accommodation prices drop. Consider staying on a Tuesday for the lowest rates. Utilize local transportation options like cars and bicycles for budget-friendly travel. Enjoy free activities at Lake View Beach, Dune Acres Beach, and Kemil Beach. Leverage Expedia’s search tool to find the best hotel deals by sorting prices from lowest to highest and consider package deals that combine hotels with 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 Tuesday. The most expensive day to stay in Chesterton is Saturday.
  • Find cheap hotels on Expedia: Take advantage of Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To uncover the most affordable prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Chesterton hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in Chesterton

Chesterton, Indiana, is perfect for those seeking scenic outdoor and adventure vacations. With its beautiful beaches, nearby state parks, and historic sites, the area offers a variety of attractions for families and outdoor enthusiasts alike. Whether you're looking to relax by the shore or explore nature, Chesterton has something for everyone to enjoy during your visit.

  • Indiana Dunes National Park: Only 4.8km from Chesterton, this national park offers stunning scenery with its diverse ecosystems, sandy dunes, and trails for hiking and biking, perfect for outdoor enthusiasts seeking adventure.
  • Lake View Beach: Located 9.7km away, this beautiful beach provides a relaxing atmosphere with soft sands and picturesque views of Lake Michigan, ideal for sunbathing and leisurely strolls along the shore.
  • Indiana Dunes Visitor Center: Situated within Chesterton, this visitor centre is a hub for families, offering educational exhibits, outdoor activities, and helpful advice to make the most of your adventures in the dunes.

The nearest major airports for your trip to Chesterton

Chesterton, Indiana, can be conveniently accessed via three major airports. Chicago O'Hare International Airport (ORD) is approximately 80.5km away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is about 59.5km from Chesterton, featuring luxurious options such as the 5-star Trump International Hotel & Tower and Nobu Hotel, both 8-14.5km from the airport. South Bend International Airport (SBN) is roughly 314.5km away, with comfortable accommodations like the 4-star Doubletree Hotel and Morris Inn, both within 6.4km, offering limited shuttle services to the airport.

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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.