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Top Chesterton hotels
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
"The house was amazing! Kitchen was fully stocked. House was clean and had everything we needed for my family of 4. The views were spectacular and the beach was pristine! Already booked for vacation next year!"
Reviewed on Jul 14, 2026
Spring House Inn
"Wonderful staff at front desk. Good breakfast. Fast WiFi"
Reviewed on Jul 22, 2026
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
"Camper is small, but cozy and worked well for my son and I to spend a few days relaxing! Hosts are very friendly, responsive, and helpful and we loved spending time in the pool."
Reviewed on Jul 16, 2026
Furness Mansion
"The old photos of the house in the common areas were a nice touch. Plus it is very close to the two Dunes (Indiana and National) parks."
Reviewed on Jul 22, 2026
Hilton Garden Inn Chesterton
"Great place to stay"
Reviewed on Jul 22, 2026
Comfort Inn & Suites Porter near Indiana Dunes
"Estuvo muy buena la estadia y lo mejor fue la piscina. Todo limpio. Lo recomiendo!"
Reviewed on Jul 22, 2026
Waterbird Lakeside Inn
Best Western Indian Oak
Quality Inn Chesterton near Indiana Dunes National Park I-94
Cheap Chesterton hotels
Fairbridge Inn Express Chesterton
Hotels in Chesterton with star-rating
Check Chesterton Hotels by Star Rating
4 Star Hotels
3 Star Hotels
Chesterton Hotel & Travel Guide
Planning to spend some time in Northwest Indiana? Need to reserve a hotel in Chesterton? Within a 6-mile (10-kilometer) distance from the center of Chesterton, you will find 8 suitable hotel options.
Hoping to come across somewhere to base yourself within strolling distance of the middle of Chesterton? Hilton Garden Inn Chesterton and Best Western Indian Oak is sure to suit your needs.
The Blue Chip Casino Hotel and Spa is about 12 miles (19 kilometers) from the main part of Chesterton. Or, alternatively, the Inn at Aberdeen can be found approximately 11 miles (18 kilometers) away. Another possibility is to book a bed at the Holiday Inn Express Valparaiso or the Hampton Inn Merrillville.
Planning on checking out more of the rural landscapes common to this area? How about you spend some time in some of the other pockets of Northern Indiana? Enlightened visitors should meet locals at the region's diverse sights or try your luck at hiking before you check in to a close Travelocity-registered hotel to stay the night.
Schererville is found 11 miles (18 kilometers) to the northeast of Chesterton. During your stay, take the chance to see the Lighthouse Place Premium Outlets. Michigan City features some comfortable Travelocity-listed places to spend the night. While exploring the region, you might like to visit Schererville, where you can explore the Hoosier Prairie. Schererville is located 20 miles (35 kilometers) west of Chesterton. Travelocity-registered room options in Schererville include the Holiday Inn Express & Suites Schererville and Hampton Inn & Suites Schererville.
If you think of sport as your life and enjoy attending local clashes you should definitely spend the day at Wrigley Field, situated 40 miles (63 kilometers) to the northwest of Chesterton. Book a Travelocity-listed hotel close to the action at the Roscoe Village Guesthouse or the Best Western Plus Hawthorne Terrace Hotel.
If you're traveling through Midway International Airport and would like to book a Travelocity-listed hotel in the area, try Chicago Marriott Midway or Residence Inn Marriott Chicago Midway.
Top reasons for your vacation to Chesterton
- Outdoor Activities: Chesterton offers a variety of outdoor activities for families, including birdwatching, beach relaxation, and exploring the nearby river and lake.
- Golfing in Oakridge: Golf enthusiasts can enjoy a round of golf at Oakridge, a local golf course known for its scenic beauty and challenging holes.
- Wineries: Explore the wineries in the area and indulge in wine tasting sessions, where you can sample a variety of locally produced wines.
- Chubb Lake: Visit Chubb Lake, a serene and picturesque lake where you can go fishing, have a picnic, or simply enjoy the peaceful surroundings.
- Marquette Park: Don't miss the chance to visit Marquette Park, a beautiful park with walking trails, playgrounds, and a beach, perfect for family outings and relaxation.
Find your favorite hotels in Chesterton
If you're planning an outdoor vacation in Chesterton, Indiana, you'll find a variety of hotel accommodations to choose from. Whether you're looking for a luxurious hotel or a cozy bed and breakfast, there are options to suit every traveler's preferences. Many of these accommodations are conveniently located near outdoor attractions, making it easy to explore the natural beauty of the area. From family-friendly hotels to charming boutique inns, there are plenty of options for a comfortable stay in Chesterton.
| Hotel name | Type | Stars | Description |
| Spring House Inn | Hotel | 2.5 | This 2.5-star rated hotel offers close proximity to secluded forests, an indoor pool for relaxation, a fitness center for staying active, and friendly staff. It's a great option for your outdoor vacation. |
| Best Western Indian Oak | Hotel | 2.5 | With a 2.5-star rating, this hotel is located near a lake and offers amenities such as a steam room, indoor pool, hot tub, and beautiful views. It also has hiking trails, a golf course, and stunning sunsets, making it an ideal choice for your outdoor getaway. |
| Hilton Garden Inn Chesterton | Hotel | 3.0 | This 3.0-star rated hotel features an indoor pool, hot tub, sauna, and excursions. It also offers connecting rooms, a fitness center, spa services, sports facilities, and even a beer selection. With its range of amenities, this hotel ensures a comfortable and enjoyable outdoor vacation for your family. |
Explore the best activities and sights in Chesterton
Chesterton, Indiana is a perfect destination for a family outdoor vacation. With its close proximity to coffee shops, rivers, and nature, there are plenty of activities to engage in. Families can enjoy birdwatching, shopping, and relaxing on the beach or by the lake. For more active pursuits, there are opportunities for golfing in Oakridge and exploring the wineries in the area. Don't miss the chance to visit local attractions like Chubb Lake and Marquette Park. Whether you're seeking relaxation or adventure, Chesterton has something to offer for everyone.
- Indiana Dunes State Park: This national state park offers a breathtaking beach experience with its pristine sandy shores and crystal-clear waters. Immerse yourself in the beauty of nature as you explore the park's diverse wildlife and birdwatching opportunities. Take a leisurely hike along the scenic trails or relax by the calm river. With its stunning lake views and lush surroundings, Indiana Dunes State Park is the perfect destination for outdoor enthusiasts and those seeking a serene escape.
- Indiana Dunes Visitor Center: This visitor center is a gateway to the wonders of the Indiana Dunes. Step into the great outdoors and embark on an adventure of a lifetime. Discover the park's mesmerizing landscapes, from towering sand dunes to lush forests. Whether you're hiking, biking, or simply enjoying a family picnic, the Indiana Dunes Visitor Center offers endless opportunities for outdoor exploration and family fun.
- Bailly Homestead - American Indians and Fur Traders: Step back in time and immerse yourself in the rich history and culture of the American Indians and fur traders. Explore the historic site and witness the remnants of a bygone era. From the scenic beach to the picturesque river, Bailly Homestead offers a unique blend of natural beauty and cultural heritage. Experience the tranquility of nature as you hike through the lush forests and encounter diverse wildlife. This historic place is a must-visit for those seeking a glimpse into the past and a deeper appreciation for the region's indigenous history.
Where to stay in Chesterton
Welcome to Chesterton, Indiana! This charming suburb offers a wonderful getaway for outdoor enthusiasts. Immerse yourself in the tranquility of nature as you explore the nearby river and lake. Enjoy birdwatching as you stroll through the scenic landscapes. For a relaxing experience, indulge in yoga sessions amidst the picturesque surroundings. If you're in the mood for some retail therapy, explore the local shops and boutiques. And don't forget to take a leisurely walk on the beautiful beach. Chesterton offers the perfect blend of outdoor adventures and relaxation for your family vacation.
- Porter Beach: Porter Beach is a popular neighborhood in Chesterton known for its beautiful sandy shoreline on Lake Michigan. It offers a unique experience for outdoor vacations with your family. The beach provides ample opportunities for swimming, sunbathing, picnicking, and building sandcastles. The calm and clear waters of the lake are perfect for kids to splash around and play. Additionally, Porter Beach has well-maintained trails for walking, jogging, or cycling along the dunes, providing breathtaking views of the lake and surrounding nature. The area also offers amenities like restrooms, picnic areas, and parking, making it convenient for families. Whether you want to relax on the beach or explore the scenic trails, Porter Beach is worth visiting for a fun-filled outdoor vacation with your loved ones.
The travel seasons of Chesterton
Trips to Chesterton show a small change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from November to January, and December sees the least travelers.
Chesterton has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 72.7 degrees Fahrenheit. The wettest month in Chesterton is June, so pack accordingly.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |
| January | 26.1°F (-3.3°C) | Light Rain | Mostly Cloudy |
| February | 27.5°F (-2.5°C) | Light Rain | Mostly Cloudy |
| March | 37.8°F (3.2°C) | Light Rain | Mostly Cloudy |
| April | 46.9°F (8.3°C) | Light Rain | Mostly Sunny |
| May | 58.3°F (14.6°C) | Light Rain | Mostly Sunny |
| June | 67.8°F (19.9°C) | Light Rain | Mostly Sunny |
| July | 72.7°F (22.6°C) | Light Rain | Mostly Sunny |
| August | 71.6°F (22.0°C) | Light Rain | Mostly Sunny |
| September | 66.0°F (18.9°C) | Light Rain | Mostly Sunny |
| October | 54.5°F (12.5°C) | Light Rain | Mostly Sunny |
| November | 42.1°F (5.6°C) | Light Rain | Mostly Sunny |
| December | 33.3°F (0.7°C) | Light Rain | Mostly Cloudy |
Food and dining in Chesterton
When visiting Chesterton, Indiana, you'll be delighted by the variety of local cuisines available. Whether you're looking for a sit-down restaurant or a quick bite to eat, there are several options to choose from. If you're a fan of steak, be sure to check out the northwest Indiana staple, Culver's. For pizza lovers, Gelsosomo's Pizzeria and Val's Famous Pizza & Grinders are must-try restaurants, both highly rated and popular among locals. So, come hungry and experience the delicious flavors of Chesterton!
How do I find a great hotel with Travelocity?
Make your crew's vacation unforgettable. Use our family-friendly badge to find hotels with extra amenities for kids. Our custom filters help you find hotels near top attractions, with enhanced cleaning, and within your budget.
Why should I book with Travelocity?
Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time stressing and more time creating cherished memories. With this in mind, we will assist you in finding and planning your ideal trip, along with offering transparent pricing and reliable reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.
How can I save money on my trip to Chesterton?
Save money by visiting Chesterton, Indiana during the off-peak season from November to January. Bundle your flight, hotel, and car bookings for discounted prices. While exploring Chesterton, take advantage of the inexpensive local attractions. Enjoy a peaceful day by the river, indulge in birdwatching in nature, or spend quality time at the beach. These affordable activities will provide fun for the whole family without breaking the bank.
Frequently asked questions
Recent Chesterton hotel reviews by fellow wanderers
Four Winds Casino Resort – New Buffalo
"Enjoy my time there."
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