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Hotels in Chesterton

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Where to stay in Chesterton?

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.

Budget hotels in Chesterton and vicinity

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.

When is the best time to visit Chesterton?

Our prices for hotels in Chesterton are cheapest in February
Price trends for hotels in Chesterton
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Chesterton
December
Low crowds
High 38°F / low 29°F. Cloudy most days.
View properties in December
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December, Low crowds, average high temperature 38 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Cloudy most days.
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January, Low crowds, average high temperature 31 degrees Fahrenheit, average low temperature 21 degrees Fahrenheit. Snow likely.
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33°
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February, Low crowds, average high temperature 33 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
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44°
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March, Moderate crowds, average high temperature 44 degrees Fahrenheit, average low temperature 32 degrees Fahrenheit. Cloudy most days.
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April, Low crowds, average high temperature 54 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Sunny most days.
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May, Moderate crowds, average high temperature 65 degrees Fahrenheit, average low temperature 52 degrees Fahrenheit. Sunny most days.
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74°
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June, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 61 degrees Fahrenheit. Sunny most days.
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July, High crowds, average high temperature 79 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
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August, High crowds, average high temperature 78 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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September, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
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61°
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October, Moderate crowds, average high temperature 61 degrees Fahrenheit, average low temperature 49 degrees Fahrenheit. Sunny most days.
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November, Moderate crowds, average high temperature 47 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
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Monthly weather averages (˚F)

Top neighborhoods in Chesterton

Porter Beach

Porter's Porter Beach neighborhood has a host of places to visit such as Lake Michigan and Indiana Dunes State Park.

Top landmarks in Chesterton

Learn more about Chesterton

Tucked between Lake Michigan and the Indiana Dunes National Park, this small town offers surprising delights beyond its sandy shores. The European Market transforms downtown on Saturdays with artisanal cheeses, fresh pastries, and handcrafted goods. Hike through diverse ecosystems at the nearby dunes, where forests meet beaches in a landscape that feels impossibly far from the Midwest. The Prairie Duneland Trail provides a perfect cycling path through former railway corridors. Coffee Creek Watershed offers peaceful walking paths for birders. For a glimpse into the past, visit the Bailly Homestead where fur traders once bartered with local tribes. The South Shore Railroad headquarters reminds visitors of the town's industrial heritage.

Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights. 
#hiking
Photo by Ruslian
Open Photo by Ruslian

Check out reviews of Chesterton hotels guests love

Frequently asked questions

How much does a hotel room cost in Chesterton?
You can find top hotels in Chesterton from $84 with options to suit your budget and needs. If you're after an affordable hotel in Chesterton that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Chesterton hotels?
Discover great deals on Chesterton hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Chesterton hotels.
Can I book Chesterton hotels with free cancellation?
It's easy to book a refundable Chesterton hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Chesterton?
Our travelers' favorite pet-friendly hotels in Chesterton include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Chesterton.
What are some of the best kid-friendly hotels in Chesterton?
One of the best Chesterton hotels for kids is Hilton Garden Inn Chesterton. Hilton Garden Inn Chesterton is a kid-friendly hotel with a guest score of 8.8 out of 10 offering family-friendly amenities like an indoor pool and children's meals, plus free cribs in guestrooms. Explore more kid-friendly hotels in Chesterton by using our "Family friendly" filter in your search on Hotels.com.
What are the top Chesterton hotels with a pool?
For a little extra luxury, discover some of the best Chesterton hotels with a pool. Hilton Garden Inn Chesterton is a great hotel with an indoor pool and a guest rating of 8.8 out of 10. Plus, you can make the most of its restaurant and bar/lounge. To find more stays in Chesterton with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Chesterton hotels with free parking?
If you're driving, a great Chesterton hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Chesterton?
If you're looking for hotels in central Chesterton, check out Hilton Garden Inn Chesterton and Country Inn & Suites by Radisson, Portage, IN. Travelers love Hilton Garden Inn Chesterton for its location, as well as the indoor pool, restaurant and bar/lounge this hotel offers. Country Inn & Suites by Radisson, Portage, IN is another popular central hotel with an indoor pool, a children's pool and a free buffet breakfast. When you stay at one of these central hotels, you'll be in easy reach of top sights including Indiana Dunes National Park. Porter Beach is a central neighborhood for your Chesterton vacation.
Can I book refundable hotels in Chesterton?
If you're looking for the flexibility to change your plans to Chesterton, most accommodations offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Chesterton if I'm looking for a budget-friendly accommodation?
Two inexpensive options worth considering are Comfort Inn & Suites Porter near Indiana Dunes and Spring House Inn.
Where can I stay in Chesterton if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, look over our selection of 30 vacation homes. You can also consider one of the 9 apartments or 8 cottages.
What will the weather in Chesterton be like during my visit?
July and August are typically the warmest months in Chesterton when the average temp is 70°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.

Find out more about Chesterton

Chesterton: Where River Meets Serenity in Nature's Embrace

Nestled between lush landscapes and the shimmering shores of Lake Michigan, Chesterton, Indiana, is a hidden gem for nature lovers and adventure seekers. Explore the breathtaking dunes of the Indiana Dunes National Park, where sandy beaches meet tranquil rivers. Stroll through charming downtown, filled with unique shops and delightful eateries. Embrace the vibrant local culture at seasonal festivals and farmer's markets. Whether you're hiking scenic trails or relaxing by the water, Chesterton offers a perfect blend of outdoor beauty and small-town charm, making it an idyllic destination for a refreshing getaway.

Discover great hotels in Chesterton

Chesterton, Indiana offers a range of hotel accommodations to suit various budgets and preferences. From cozy inns to well-known chains, many provide amenities like free parking and comfortable stays. Whether you seek a quiet retreat or convenient access to local attractions, you'll find suitable options in this charming town. These are some of the hotels preferred by our travelers in Chesterton:

  1. Hampton Inn PortageOpens in a new window: This inviting 2.5-star hotel is perfect for travelers seeking a comfortable and welcoming atmosphere. With its LGBTQIA-friendly and pet-friendly policies, it offers a unique vacation experience. Guests appreciate the onsite pet amenities, along with a relaxed vibe that encourages leisure and exploration. The property is designed for those who enjoy a warm, inclusive environment, making it an excellent choice for travelers looking to unwind and connect.
  2. Affordable Suites of America PortageOpens in a new window: This 2.5-star hotel caters specifically to business travelers, offering a suite of tailored services and facilities. With an emphasis on convenience and comfort, it provides an ideal environment for professionals seeking a productive stay. The property’s well-appointed meeting spaces and business amenities ensure a seamless experience, allowing guests to focus on their work while enjoying a stylish and efficient lodging option.
  3. Country Inn & Suites by RadissonOpens in a new window: This 3.0-star hotel is an exceptional choice for leisure travelers who appreciate a blend of business and beach experiences. With direct access to the beach, it offers a serene setting for relaxation after a day of meetings or exploration. The property features multiple meeting rooms and a business center, catering to those who wish to balance work and play. Families can enjoy thoughtful amenities that enhance the overall guest experience, making it a delightful destination for a high-quality journey.

Top locations to stay in Chesterton

When visiting Chesterton, Indiana, consider staying in Michigan City, Portage, or Valparaiso. Michigan City offers beautiful beaches, making it perfect for relaxation. Portage provides access to lakes and outdoor activities, ideal for nature lovers. Valparaiso is known for its vibrant festivals, adding cultural flair to your trip. For first-time visitors, Michigan City is the best choice for a beachside experience.

  1. Michigan CityOpens in a new window: Michigan City is a fantastic destination for travelers looking to enjoy beautiful beaches and outdoor activities. Located along the shores of Lake Michigan, you can easily spend your days soaking up the sun at the beach, exploring the scenic Indiana Dunes National Park, or taking a leisurely walk along the waterfront. The city also boasts a charming downtown area with unique shops and cultural attractions, making it a vibrant place to stay. Whether you’re interested in a beach getaway or outdoor adventures, Michigan City has something for everyone.
  2. PortageOpens in a new window: Portage is an ideal spot for those who want a laid-back atmosphere while still being close to the lakes. With its access to the stunning shores of Lake Michigan, you can enjoy a relaxing day at the beach or embark on various water activities. The nearby parks offer great hiking trails and opportunities for birdwatching, making it perfect for nature lovers. Portage also features a variety of shopping options and local events, providing a perfect balance of relaxation and entertainment.
  3. ValparaisoOpens in a new window: Valparaiso is known for its lively festivals and cultural scene, making it a unique place to stay. The charming downtown area is filled with boutique shops, art galleries, and theaters, offering plenty of options for shopping and entertainment. Throughout the year, the city hosts various events and festivals that celebrate local culture and community spirit. Valparaiso is also home to beautiful parks where you can unwind or enjoy outdoor activities, ensuring a well-rounded visit for travelers.

Things to do in Chesterton

Chesterton beckons with its stunning natural landscapes, featuring serene rivers, lush parks, and inviting beaches. Enjoy a day of birdwatching, unwind with yoga classes amid nature, or explore local shops. With its perfect blend of relaxation and outdoor activities, Chesterton is ideal for a rejuvenating getaway.

  • Lake View BeachOpens in a new window – Take a leisurely stroll along the sandy shores of Lake View Beach, where you can soak up the sun and enjoy stunning views of the lake. This beach offers a peaceful atmosphere perfect for picnicking or simply relaxing while listening to the gentle waves lapping at the shore. Don’t forget your camera; the sunsets here are truly breathtaking!
  • Washington Park BeachOpens in a new window – Dive into the vibrant scene at Washington Park Beach, known for its spacious sandy areas and inviting waters. This beach is ideal for families looking to build sandcastles or take a refreshing swim. With plenty of nearby amenities, you can easily grab a snack or enjoy a beachside picnic while watching the boats glide across the lake.
  • Beverly Shores BeachOpens in a new window – Experience the serene beauty of Beverly Shores Beach, where nature and tranquility go hand in hand. This beach is surrounded by lush greenery, making it a perfect spot for a peaceful day outdoors. Explore the nearby trails or simply unwind on the sand, taking in the sights and sounds of this picturesque location.

5 tips for savvy savings when booking a hotel in Chesterton

  1. Book for the cheapest times: The most budget-friendly time to visit Chesterton is during January, February, and November, when hotel prices are lower. For a great value for money experience, it's recommended to stay for at least 2 to 3 days to fully enjoy the essential landmarks, cultural sites, and natural attractions. During your visit, you can explore the charming coffee shops, scenic river views, and opportunities for birdwatching. You can also indulge in shopping, relax on the beach, or enjoy the beauty of the local lake. With a focus on history and culture, Chesterton offers plenty of activities that ensure an affordable getaway.
  2. Look for last-minute deals on Hotels.com: To find last-minute hotel deals in Chesterton, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may discover discounted rates close to your travel date. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, so you’re more likely to see opportunities to save on budget hotels. Additionally, Smart ShoppingOpens in a new window is a useful comparison tool available in the app that helps you compare hotel prices and amenities, ensuring you're informed about price drops and room availability for your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at a Chesterton hotel. If you're interested in unique accommodations, boutique hotels can provide a more personalized experience and potentially offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price seems high, we’ll recommend more budget-friendly dates that could help you secure a better deal.
  4. Consider your location: Hotels near the city center usually tend to be pricier, but with Chesterton's outstanding public transportation options, you might discover a more affordable independent hotel a bit farther out that remains well-connected. For those interested in exploring alternative, less crowded neighborhoods or even lesser-known nearby towns, there’s often great value to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.
  5. Become a Member: Join for free and unlock exclusive benefits for your next stay in Chesterton! Enjoy savings on over 100,000 hotels worldwide with special member prices. As a member, you'll have the opportunity to advance through tiers quickly and gain access to perks such as complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Start your journey today and experience the advantages of membership!

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