A wooden staircase ascending a sandy hill with sparse vegetation.

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Our top choices for Chesterton hotels

1. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,003 reviews)
"It was a nice change from the normal big hotels. Small and quaint. Would definitely stay again!!"
United States
Nathaniel
The price is NT$2,957
NT$3,475 total
includes taxes & fees
Nov 16 - Nov 17
Spring House Inn

2. Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,004 reviews)
"The staff was friendly and room was clean."
United States
Alyssa
The price is NT$2,908
NT$3,257 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Indian Oak

3. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,006 reviews)
"Excellent hotel, friendly staff"
United States
Cheryl
The price is NT$3,182
NT$3,564 total
includes taxes & fees
Nov 28 - Nov 29
Hilton Garden Inn Chesterton

4. Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (1,003 reviews)
"Loved the balcony overlooking the lake."
United States
Marsha
The price is NT$3,062
NT$3,430 total
includes taxes & fees
Nov 4 - Nov 5
Waterbird Lakeside Inn

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

Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
7.8 out of 10, Good, (874 reviews)
"Clean room, friendly staff, easy parking, lots of restaurants and coffee shops in the area."
United States
Nikola
The price is NT$2,465
NT$2,761 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Chesterton near Indiana Dunes National Park I-94

6. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
7.8 out of 10, Good, (1,001 reviews)
"Good one night stay. Nice to have breakfast there before we headed out."
United States
Julie Van
The price is NT$2,867
NT$3,211 total
includes taxes & fees
Dec 1 - Dec 2
Comfort Inn & Suites Porter near Indiana Dunes

7. Furness Mansion

Furness Mansion
2.0 star property
Chesterton
9.0 out of 10, Wonderful, (117 reviews)
"Staff was extremely helpful and responded promptly. The room was very clean, and inviting. Great location for the beaches or short trips to Michigan."
United States
Bryan
The price is NT$4,325
NT$4,844 total
includes taxes & fees
Nov 4 - Nov 5
Furness Mansion

8. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (396 reviews)
"Friendly staff great locatikn"
United States
Kayla
The price is NT$2,639
NT$2,956 total
includes taxes & fees
Nov 4 - Nov 5
Fairbridge Inn Express Chesterton

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

Country Inn & Suites by Radisson, Portage, IN
3.0 star property
Portage
8.4 out of 10, Very good, (1,003 reviews)
"Nice breakfast, and a wonderful, kid-friendly pool that is particularly good for very young children."
United States
Rachel
The price is NT$4,514
NT$5,056 total
includes taxes & fees
Dec 2 - Dec 3
Country Inn & Suites by Radisson, Portage, IN

10. Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (2,340 reviews)
"Great stay, friendly staff, clean building!"
United States
thomas
The price is NT$2,903
NT$3,368 total
includes taxes & fees
Nov 4 - Nov 5
Four Winds Casino Resort – New Buffalo

11. Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG
2.5 star property
Michigan City
9.0 out of 10, Wonderful, (895 reviews)
"Great staff"
United States
Edward
The price is NT$3,845
NT$4,480 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Michigan City by IHG

12. Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
3.5 star property
Michigan City
8.4 out of 10, Very good, (2,411 reviews)
"First time staying and very beautiful location definitely would visit again"
United States
Chris
The price is NT$2,764
NT$3,643 total
includes taxes & fees
Nov 16 - Nov 17
Blue Chip Casino Hotel and Spa

13. Hampton Inn & Suites Valparaiso

Hampton Inn & Suites Valparaiso
2.5 star property
Valparaiso
8.8 out of 10, Excellent, (878 reviews)
"Nice clean room, staff very friendly, accommodating our needs with a large party."
United States
William
The price is NT$3,714
NT$4,159 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites Valparaiso

14. Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.0 out of 10, Very good, (1,002 reviews)
"clean room , convenient location"
United States
Billy
The price is NT$3,552
NT$3,978 total
includes taxes & fees
Nov 4 - Nov 5
Best Western University Inn At Valparaiso

15. Quality Inn & Suites Portage Central

Quality Inn & Suites Portage Central
2.5 star property
Portage
6.8 out of 10, (947 reviews)
"The cleaning quality of the room could’ve been better as far as the smell."
United States
Parrish
The price is NT$2,327
NT$2,606 total
includes taxes & fees
Dec 1 - Dec 2
Quality Inn & Suites Portage Central

16. Tru By Hilton Valparaiso

Tru By Hilton Valparaiso
2.5 star property
Valparaiso
9.0 out of 10, Wonderful, (63 reviews)
"Staff were really friendly, breakfast was great. Even liked that this hotel has actual hand soap that’s a pump in the bathrooms (in the rooms)."
United States
Phillip
The price is NT$3,447
NT$3,860 total
includes taxes & fees
Nov 15 - Nov 16
Tru By Hilton Valparaiso

17. Home2 Suites by Hilton Merrillville

Home2 Suites by Hilton Merrillville
3.0 star property
Merrillville
9.0 out of 10, Wonderful, (1,000 reviews)
"This is a newer property with very nice amenities."
United States
Jami
The price is NT$3,580
NT$4,010 total
includes taxes & fees
Dec 3 - Dec 4
Home2 Suites by Hilton Merrillville

18. Hampton Inn Crown Point

Hampton Inn Crown Point
2.5 star property
Crown Point
9.2 out of 10, Wonderful, (762 reviews)
"We were in Crown Point for a wedding. This hotel was perfect for our visit."
United States
Ellen
The price is NT$3,573
NT$4,001 total
includes taxes & fees
Dec 3 - Dec 4
Hampton Inn Crown Point

19. Country Inn & Suites by Radisson, Valparaiso, IN

Country Inn & Suites by Radisson, Valparaiso, IN
3.0 star property
Valparaiso
8.6 out of 10, Excellent, (1,002 reviews)
"great staff, comfortable beds, clean rooms"
United States
Christopher
The price is NT$3,884
NT$4,350 total
includes taxes & fees
Nov 28 - Nov 29
Country Inn & Suites by Radisson, Valparaiso, IN

20. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
3.0 star property
Michigan City
9.0 out of 10, Wonderful, (24 reviews)
"Excellent service and clean."
United States
Melina
The price is NT$4,064
NT$4,552 total
includes taxes & fees
Dec 1 - Dec 2
Home2 Suites by Hilton Michigan City
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.

Compare top hotels in Chesterton

2.5 star property
Chesterton
2.5 star property
Chesterton
3.0 star property
Chesterton
2.0 star property
Chesterton
2.5 star property
Chesterton
8.8
Excellent
1,003 reviews
8.6
Excellent
1,004 reviews
8.8
Excellent
1,006 reviews
8.2
Very good
1,003 reviews
7.8
Good
874 reviews
The price is NT$2,957
NT$3,475 total
includes taxes & fees
Nov 16 - Nov 17
The price is NT$2,908
NT$3,257 total
includes taxes & fees
Nov 16 - Nov 17
The price is NT$3,182
NT$3,564 total
includes taxes & fees
Nov 28 - Nov 29
The price is NT$3,062
NT$3,430 total
includes taxes & fees
Nov 4 - Nov 5
The price is NT$2,465
NT$2,761 total
includes taxes & fees
Dec 2 - Dec 3
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
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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 Lake Michigan and Waverly Beach.

Stay near popular Chesterton attractions

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.

A wooden staircase leading up a sandy hill with dense green forest in the background.
Photo by Susan Ross
Open Photo by Susan Ross

Top Chesterton Hotel Reviews

More cheap stays in Chesterton

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, Spring House Inn is one of the top choices for your stay. This hotel is a short 10-minute walk from Indiana Dunes National Park, and it offers free breakfast and an indoor pool. Other good options for your trip include Best Western Indian Oak and Quality Inn Chesterton near Indiana Dunes National Park I-94. 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 Hilton Garden Inn Chesterton and Quality Inn Chesterton near Indiana Dunes National Park I-94. Attractions in the area like Washington Park Zoo and Deep River Water Park 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?
Spring House Inn: Hotel, 10-minute walk from Indiana Dunes National Park. Features a sauna, an indoor pool, and daily. Best Western Indian Oak 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. A top sight in the city is Lake Michigan. In Chesterton, there are 62 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 Lake Michigan, Indiana Dunes Visitor Center, and Indiana Dunes National Park. 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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