A wooden staircase ascending a sandy hill with sparse vegetation.

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Our top choices for Chesterton hotels

1. Best Western Indian Oak

Best Western Indian Oak
Chesterton
United States
Catherine
NT$3,516
NT$3,938 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Indian Oak

2. Spring House Inn

Spring House Inn
Chesterton
United States
Amanda
NT$3,787
NT$4,401 total
includes taxes & fees
Sep 1 - Sep 2
Spring House Inn

3. Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
United States
Roselia
NT$2,926
NT$3,277 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Chesterton near Indiana Dunes National Park I-94

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
Chesterton
United States
Ashley
NT$3,589
NT$4,020 total
includes taxes & fees
Aug 30 - Aug 31
Waterbird Lakeside Inn

5. Furness Mansion

Furness Mansion
Chesterton
United States
Jessica Van
NT$3,802
NT$4,258 total
includes taxes & fees
Aug 31 - Sep 1
Furness Mansion

6. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
Chesterton
United States
Kayla
NT$2,864
NT$3,208 total
includes taxes & fees
Sep 10 - Sep 11
Fairbridge Inn Express Chesterton

7. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
United States
Lynette
NT$4,679
NT$5,241 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chesterton

8. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
United States
Christopher
NT$3,706
NT$4,151 total
includes taxes & fees
Sep 17 - Sep 18
Comfort Inn & Suites Porter near Indiana Dunes

9. Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Chesterton
NT$9,452
NT$19,306 total
includes taxes & fees
Sep 27 - Sep 28
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

10. Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
Portage
United States
Randal
NT$4,885
NT$5,472 total
includes taxes & fees
Sep 13 - Sep 14
Country Inn & Suites by Radisson, Portage, IN

11. Cool Springs Inn

Cool Springs Inn
Michigan City
United States
danielle
NT$2,227
NT$2,495 total
includes taxes & fees
Aug 30 - Aug 31
Cool Springs Inn

12. Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes
Portage
United States
john
NT$2,879
NT$3,225 total
includes taxes & fees
Sep 10 - Sep 11
Baymont by Wyndham Portage Indiana Dunes

13. Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
Valparaiso
United States
Sumer
NT$3,342
NT$3,743 total
includes taxes & fees
Sep 7 - Sep 8
Best Western University Inn At Valparaiso

14. Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG
Michigan City
United States
Aaron
NT$3,755
NT$4,376 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express & Suites Michigan City by IHG

15. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
Michigan City
United States
Preksha
NT$4,429
NT$4,960 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Michigan City

16. Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
Valparaiso
United States
Amy
NT$3,627
NT$4,063 total
includes taxes & fees
Sep 6 - Sep 7
Tru By Hilton Valparaiso

17. OYO Hotel Portage I-94

OYO Hotel Portage I-94
Portage
United States
Charles
NT$2,088
NT$2,548 total
includes taxes & fees
Sep 3 - Sep 4
OYO Hotel Portage I-94

18. Fairfield Inn and Suites by Marriott Valparaiso

Fairfield Inn and Suites by Marriott Valparaiso
Valparaiso
United States
Kimberleigh
NT$4,554
NT$5,100 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn and Suites by Marriott Valparaiso

19. Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City
Michigan City
United States
Maciel
NT$2,407
NT$2,696 total
includes taxes & fees
Sep 9 - Sep 10
Microtel Inn & Suites by Wyndham Michigan City

20. Country Inn & Suites by Radisson, Michigan City, IN

Country Inn & Suites by Radisson, Michigan City, IN
Michigan City
United States
Cory
NT$3,875
NT$4,340 total
includes taxes & fees
Sep 21 - Sep 22
Country Inn & Suites by Radisson, Michigan City, IN
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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

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

Stay near popular Chesterton attractions

A sandy beach with the ocean in the background and a grassy hill with trees.

Indiana Dunes State Park

9.0/10 (717 reviews)
Towering sand dunes rise nearly 200 feet above Lake Michigan's pristine shoreline. Hike the 16.5 miles of trails through diverse ecosystems or relax on the beach with panoramic lake views.
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A sandy beach with a large tree trunk in the foreground and a clear blue sky.
Photo by Kapone Flores-Arellano

Waverly Beach

9.0/10 (20 reviews)
Waverly Beach offers serene shoreline views and sandy beaches along Lake Michigan within Indiana Dunes State Park. Follow the easy 0.9-mile trail through shaded woods to reach this peaceful swimming and sunbathing haven.
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A pathway leading to a sign reading "Coffee Creek Watershed Preserve."

Coffee Creek Watershed Conservancy Preserve

8.6/10 (25 reviews)
Explore 157 acres of diverse Indiana ecosystems along five miles of scenic trails at Coffee Creek Watershed Preserve. Watch for migrating salmon and trout from one of seven bridges spanning the tranquil creek.
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Dune Acres Beach

10.0/10 (2 reviews)
This serene Lake Michigan shoreline offers a peaceful retreat amid natural dunes and scenic beauty. Enjoy soft sands and gentle waves while exploring nearby trails perfect for birdwatching and connecting with nature.
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Bailly Homestead - American Indians and Fur Traders

9.0/10 (27 reviews)
Step into Joseph Bailly's 1820s fur trading post, a cultural crossroads of early frontier life. Explore the restored main house, chapel, and log buildings while walking scenic trails through Indiana's rich history.
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Lustron House

8.0/10 (9 reviews)
This rare Lustron House showcases innovative post-WWII architecture with its porcelain-enameled steel panels—a perfect example of mid-century prefabricated housing design for architecture enthusiasts.
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Chellberg Farm

8.8/10 (29 reviews)
This historic Swedish-American farmstead showcases 19th-century rural life with its 1885 brick house and original barn. Visit during Maple Sugar Time in March for traditional syrup-making demonstrations.
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Ridge Beach

Why not spend a lazy afternoon at Ridge Beach during your trip to Dune Acres? Wander the beaches and lakeside while you're in the area.
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Learn more about Chesterton

Nestled along Lake Michigan's shore, this small town offers scenic trails through Indiana Dunes National Park for hiking and birdwatching. Coffee shops and local restaurants line the historic downtown, while nearby beaches provide perfect spots for summer swimming and sunset views.

See all hotels in Chesterton
A beach with waves crashing onto the shore under a partly cloudy sky.
Photo by Ruslian

Top Chesterton Hotel Reviews

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

8/10 Good
"The bed was very comfortable, room was pretty clean. The sink was slow to drain. Overall slept just fine."
Russ 1-night trip
Posted 1 hour ago
Comfort Inn & Suites Porter near Indiana Dunes
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"We enjoyed our stay. The Happy Together show was excellent. The band at the pool after was very enjoyable. The Kankakee Grill had delicious food and was very accommodating for gluten free and dairy free. Everyone we encountered - employees or other guests were very nice."
Frank and Marilyn 2-night trip
Posted 2 hours ago
Four Winds Casino Resort – New Buffalo
Furness Mansion

Furness Mansion

10/10 Excellent
"I do not like the Bodet toilet seat."
Craig 3-night trip
Posted 19 hours ago
Furness Mansion
Spring House Inn

Spring House Inn

10/10 Excellent
"O"
kim 1-night trip
Posted 19 hours ago
Spring House Inn
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"The property was clean and is in a good location for freeway access, food and the beach"
Borice 1-night trip
Posted 2 days ago
Quality Inn Near Interstate I94

More cheap stays in Chesterton

Econo Lodge Portage

Econo Lodge Portage

6101 MELTON RD BLDG A Portage IN
NT$1,680
NT$1,881 total
Sep 27 - Sep 28
includes taxes & fees
Econo Lodge Portage
Motel 6 Hammond, IN - Chicago Area

Motel 6 Hammond, IN - Chicago Area

3840 179th St Hammond IN
NT$1,909
NT$2,203 total
Sep 2 - Sep 3
includes taxes & fees
Motel 6 Hammond, IN - Chicago Area
Super 8 by Wyndham Merrillville

Super 8 by Wyndham Merrillville

8300 Louisiana St Merrillville IN
NT$2,355
NT$2,638 total
Sep 14 - Sep 15
includes taxes & fees
6.4/10 (550 reviews)
Super 8 by Wyndham Merrillville
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

9834 W 400 N Michigan City IN
NT$2,407
NT$2,696 total
Sep 9 - Sep 10
includes taxes & fees
Microtel Inn & Suites by Wyndham Michigan City
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

18830 Laporte Rd New Buffalo MI
NT$2,976
NT$3,154 total
Sep 17 - Sep 18
includes taxes & fees
8.4/10 Very Good! (1,280 reviews)
Quality Inn Near Interstate I94
Pine Lake Resort and Banquets

Pine Lake Resort and Banquets

444 Pine Lake Ave La Porte IN
NT$3,469
NT$3,989 total
Sep 9 - Sep 10
includes taxes & fees
Pine Lake Resort and Banquets

Hotels in Chesterton with star-rating

Find out more about Chesterton

Top reasons to visit Chesterton

  • Outdoor Adventures: Chesterton is ideal for outdoor enthusiasts, offering scenic parks, hiking trails, and recreational areas perfect for family outings.
  • Beautiful Beaches: Enjoy the stunning shores nearby, perfect for relaxation and water activities.
  • Historic Attractions: Explore local landmarks, including the charming Chesterton Castle and the vibrant community life.
  • Variety of Accommodations: Choose from family-friendly hotels, cozy bed & breakfasts, and pet-friendly options for a comfortable stay.
  • Family-Friendly Vibes: Chesterton's atmosphere is perfect for family trips, offering engaging activities for all ages.

Find great hotels near Chesterton

Discover a variety of hotel accommodations in Chesterton, Indiana, perfect for every traveler. Whether you're seeking a family-friendly stay, a cozy bed & breakfast, or a pet-friendly hotel, Chesterton has options to suit your needs. Many hotels offer essential business amenities, ensuring a comfortable experience for both leisure and work-related visits. Explore the best lodging options in Chesterton for a memorable getaway.

  • Baymont by Wyndham Michigan City: Located 16km from Chesterton, Baymont by Wyndham Michigan City offers budget-friendly accommodations tailored for families and business travelers alike. This hotel is pet-friendly, welcoming furry companions with specific amenities to ensure a comfortable stay. Families can take advantage of child-friendly services, including free cribs. Guests have noted the welcoming atmosphere and convenience of its location, making it an ideal choice for those looking to balance work and leisure during their visit.
  • Microtel Inn & Suites by Wyndham Michigan City: This budget-friendly hotel is also situated 16km from Chesterton and caters primarily to business travelers. Microtel Inn & Suites provides a practical and comfortable environment for those on work trips with essential amenities to support productivity. Guests appreciate the straightforward layout and efficient service, making it a reliable choice for a focused stay without the frills.
  • Super 8 by Wyndham Valparaiso: Just 16km from Chesterton, Super 8 by Wyndham Valparaiso is a well-rounded option for families and business travelers. The hotel features various child-friendly amenities, including a first aid kit and window guards, ensuring a safe environment for younger guests. With its budget-friendly pricing and family-oriented services, Super 8 is an approachable choice for travelers seeking comfort without overspending.

Where to stay near Chesterton

Chesterton, Indiana, offers a delightful blend of outdoor adventure and relaxation in its charming town atmosphere. Explore the scenic beauty of the village of Chesterton, where family-friendly vibes and recreational opportunities abound. Enjoy a peaceful stay while experiencing the captivating surroundings, perfect for romantic getaways or family trips. With its ideal location, Chesterton serves as a gateway to the best of Indiana's natural wonders and vibrant community life.

  • Michigan City: Located 18km from Chesterton, Michigan City is a vibrant destination known for its striking scenery and outdoor adventures. Visitors are particularly drawn to its beautiful national and state parks, as well as the stunning dunes along Lake Michigan. The city offers plenty of recreational areas, perfect for hiking, picnicking, or simply enjoying the views. During the summer months, Michigan City is bustling with tourists looking to soak up the sun and explore its charming playgrounds and spa treatments, making it an ideal spot for relaxation and recreation.
  • Portage: Situated just 10km from Chesterton, Portage is a city that seamlessly blends outdoor beauty with educational opportunities. With its scenic landscapes and access to national parks and dunes, Portage is perfect for those seeking adventure. The city features various recreational areas, making it a great destination for families looking to explore and engage in outdoor activities. While visitor numbers peak in the summer, Portage offers a welcoming atmosphere year-round, ensuring that every traveler can enjoy its parks and playgrounds at their own pace.
  • Valparaiso: About 16km away from Chesterton, Valparaiso is a charming city that captivates visitors with its rich scenery and numerous outdoor activities. Known for its national parks and stunning dunes, Valparaiso offers ample opportunities for hiking, golfing, and enjoying nature. The city is also home to educational venues that provide insights into the local culture. With peak tourist seasons in spring and summer, Valparaiso attracts those seeking adventure and relaxation, all while enjoying its beautiful recreational areas and vibrant community atmosphere.

Things to do in Chesterton

Shopping

In Chesterton, visit the quaint shops in the downtown area for unique gifts and local crafts. If you're up for a drive, check out the Portage Plaza Mall about 23km away for a wider selection of retail stores and dining options.

Recreation

Experience tranquility at The Wellness Spa, where you can indulge in rejuvenating massages and facials. Nearby, the Chesterton Nature Trail offers scenic walks and opportunities for birdwatching, allowing you to connect with nature while enjoying the fresh air and peaceful surroundings.

Adventure

Chesterton is home to the scenic Indiana Dunes National Park, where you can hike along sandy trails, explore diverse ecosystems, and enjoy stunning views of Lake Michigan. For thrill-seekers, try the nearby Deep River Waterpark, offering exciting water slides and a lazy river for relaxation.

Nightlife

Experience Chesterton's nightlife at the cozy Red Arrow Tavern for a relaxed drink and live music. For a lively atmosphere, visit the nearby Duneland Falls, where you can enjoy dancing and vibrant events. Local breweries also offer craft beers in a friendly setting, perfect for unwinding after a day of exploration.

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

Booking tips and Expedia advantages for Chesterton

Chesterton, Indiana, offers several ways to save money during your visit. Enjoy free access to local attractions like Lake View Beach and Dune Acres Beach, and consider biking or driving to get around. For the best accommodation deals, plan your trip in January, February, or November, when prices are lower, and aim for a Monday stay to avoid higher Saturday rates. Use Expedia to filter options by price and consider bundling your hotel, flights, and activities for additional savings. Look for exclusive discounts and last-minute deals to maximize your budget.

  • 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 customize your options based on your budget, preferred location, and ideal type of accommodation. To find the best prices and deals available, arrange 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.

Find the best attractions in and around Chesterton

Chesterton, Indiana, is a fantastic destination for outdoor and adventure vacations, offering scenic beaches, state and urban parks. Visitors can enjoy family-friendly experiences while exploring local attractions like the historic Chesterton Castle and the nearby Bicester Village. Whether you’re hiking through lush parks or relaxing by the beach, Chesterton provides a perfect blend of nature and adventure for every traveler.

  • Indiana Dunes State Park: Explore the stunning landscapes of Indiana Dunes State Park, where sandy beaches meet lush forests and rolling dunes. Enjoy outdoor activities such as hiking, birdwatching, and swimming, all while taking in breathtaking views of Lake Michigan.
  • Lake View Beach: Relax at Lake View Beach, a serene spot that offers soft sandy shores and gentle waves. Ideal for sunbathing, picnicking, or enjoying a leisurely stroll along the water, this beach provides a peaceful escape just 10km from Chesterton.
  • Lustron House: Visit the Lustron House, a unique piece of architectural history. This prefabricated enameled steel home reflects mid-20th-century design and offers insight into post-war American culture, making it a fascinating stop for history enthusiasts.

The nearest major airports for your trip to Chesterton

Traveling to Chesterton, Indiana, is convenient with several major airports nearby. Chicago O'Hare International Airport (ORD) is situated 80km away, offering nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both 3km from the airport. Midway International Airport (MDW) is 60km from Chesterton, with luxury options like the 5-star Trump International Hotel & Tower Chicago just 14km away. South Bend International Airport (SBN) is 63km away, featuring hotels such as the 4-star Morris Inn, located 6km from the airport, which offers various transportation services. Each airport provides easy access to Chesterton for a seamless travel experience.

Frequently asked questions

Where is the best place for a stay in Chesterton?
Based on our traveler data, Best Western Indian Oak is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good options for your trip include Waterbird Lakeside Inn and Spring House Inn. See all available top hotels, or vacation rentals in Chesterton.
If I need to cancel my hotel reservation in Chesterton, will I receive a refund?
Yes! Most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterton.
Where can I learn more about changing or cancelling my trip to Chesterton?
For additional details about picking new dates or cancelling your trip to Chesterton, head over to our customer service page.
What's the best accommodation for a family vacation to Chesterton?
Best Western Indian Oak is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other choices to stay with the kids include Comfort Inn & Suites Porter near Indiana Dunes and Quality Inn Chesterton near Indiana Dunes National Park I-94. Attractions in the area like Washington Park Zoo and Oasis Splash Pad are also fun for kids of all ages. Find more child-friendly accommodations in Chesterton.
What is the top LGBTQ-friendly hotel in Chesterton?
Hilton Garden Inn Chesterton is a top LGBTQ-friendly hotel that features free parking and a 24-hour fitness center. Quality Inn Chesterton near Indiana Dunes National Park I-94 is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Chesterton.
What's the best pet-friendly place to stay in Chesterton?
Furness Mansion is a top dog-friendly hotel, and offers free use of bicycles along with in-room kitchenettes for its human guests. Two other good options for you and your pet include Hilton Garden Inn Chesterton and Fairbridge Inn Express Chesterton. See more pet-friendly hotel accommodations in Chesterton.
Where is the best hotel to stay with easy access to Coffee Creek Watershed Conservancy Preserve?
Hilton Garden Inn Chesterton is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located just a short 0.9 mi (1.4 km) from Coffee Creek Watershed Conservancy Preserve. Other good options within a few miles include Best Western Indian Oak and Quality Inn Chesterton near Indiana Dunes National Park I-94.
What are some accommodations with pools in Chesterton?
Best Western Indian Oak: Hotel located near Indiana Dunes National Park. Features a sauna, an indoor pool, and free self parking. Spring House Inn and Comfort Inn & Suites Porter near Indiana Dunes are a couple of other choices with an onsite pool. View all hotels with pools in Chesterton.
What is the best spa hotel in Chesterton?
Furness Mansion is a top spa hotel with 5 rooms, barbecue grills, and laundry facilities. Spend an afternoon at the spa where you'll find Swedish massages, Thai massages, and hot stone massages. In-room massages are also available. See all spa hotels in Chesterton.
What is the best accommodation for staying close to O'Hare International Airport (ORD)?
Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.
What's it like to stay in Chesterton?
Visitors to Chesterton are sure to enjoy the shopping, beaches, and restaurants. Tourists can also enjoy so much more including its coffeehouses. Top sights in the city include Indiana Dunes National Park and Lake Michigan. In Chesterton, there are 61 hotels and other accommodations to choose from. Find out more about Chesterton.
What should I do while I'm visiting Chesterton?
Landmarks like Lustron House, Bailly Homestead - American Indians and Fur Traders, and Chellberg Farm might be worth a visit. Natural beauty is on display at Indiana Dunes National Park, Lake Michigan, and Indiana Dunes Visitor Center. A couple of additional sights to add to your agenda are Indiana Dunes State Park and Dune Acres Beach. Check out what more to see and do in Expedia's Chesterton guide.
What's the seasonal weather like in Chesterton?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.

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