Find hotels in Chesterton, IN from $54

Top reasons to visit Chesterton

• Outdoor Adventures: Chesterton is a haven for outdoor enthusiasts, featuring scenic parks, nature walks, and recreational areas perfect for family fun.
• Charming Beaches: Enjoy beautiful nearby beaches that offer relaxation and stunning views, ideal for a day of sun and sand.
• Local Wineries: Unwind at nearby wineries, where you can sample fine beverages and enjoy the picturesque surroundings.
• Vibrant Downtown: Explore the lively downtown area filled with unique shops, local eateries, and dive bars for a taste of local culture.
• Diverse Accommodations: Choose from cozy bed and breakfasts to modern hotels, catering to all types of travelers.

Find great hotels near Chesterton

Discover a variety of accommodation options in Chesterton, Indiana, perfect for every traveler. Whether you're looking for a cozy bed and breakfast or a modern hotel equipped for business or family vacations, Chesterton has you covered. Enjoy pet-friendly options and explore local hotels that cater to your needs. With numerous hotel reviews available, you'll find the best lodging to enhance your visit to this charming Midwestern town.

• Baymont by Wyndham Michigan City: Ideal for families, business travelers, and pet owners, Baymont by Wyndham Michigan City provides a versatile and welcoming atmosphere. Located 10 miles from Chesterton, this hotel combines comfort with functionality. Business amenities include a 24-hour business center, accessible meeting rooms, and conference space, making it perfect for professionals on the go. Families will appreciate the complimentary cribs and pet-friendly policies, allowing you to bring your furry friends along. With its thoughtful services and amenities, Baymont ensures a convenient and enjoyable stay for all guests.
• Microtel Inn & Suites by Wyndham Michigan City: Emphasizing inclusivity and comfort, Microtel Inn & Suites by Wyndham Michigan City is a welcoming option for LGBTQIA travelers and business visitors alike. Situated 10 miles from Chesterton, this hotel is aligned with LGBTQI travel guides, promoting a sense of community and acceptance. Guests can take advantage of their well-equipped business center, meeting rooms, and conference space. Known for its cozy accommodations and friendly atmosphere, Microtel Inn & Suites is an excellent choice for those seeking both leisure and professional facilities.
• Country Inn & Suites by Radisson, Portage, IN: Perfectly suited for beach lovers and families, Country Inn & Suites by Radisson, Portage, IN offers a delightful escape only 6 miles from Chesterton. With direct access to the beach, guests can indulge in sun-soaked days by the water. This 3-star hotel features family-friendly amenities including free cribs, a shared playground, and a children’s pool, ensuring fun for the little ones. The welcoming environment and comfortable accommodations make this hotel an excellent choice for a memorable family vacation.

Where to stay in and around Chesterton

Discover the charm of Chesterton, Indiana, a perfect destination for outdoor enthusiasts and those seeking relaxation. Enjoy the scenic beauty of nearby parks, indulge in local wineries, and explore the vibrant downtown area. With family-friendly attractions and recreational opportunities, Chesterton offers a delightful blend of adventure and romance. Just a short drive away, you’ll find even more wonders waiting to be explored in this welcoming region.

• Michigan City: Located 11 miles from Chesterton, Michigan City is a vibrant destination that offers a perfect blend of natural beauty and outdoor adventures. This city is known for its scenic waterfront along Lake Michigan, with stunning views, sandy beaches, and recreational areas. Popular activities include hiking in the nearby national parks and enjoying water sports. Michigan City's attractions, such as the Indiana Dunes National Park, provide visitors with unique landscapes and opportunities for exploration. The peak travel season is from June to August, making summer the ideal time for travelers seeking outdoor escapades.
• Portage: Just 6 miles away from Chesterton, Portage is a city that welcomes visitors year-round with its diverse outdoor experiences. This city is characterized by its recreational areas and lush parks, making it a great spot for families and adventure seekers alike. Portage is home to beautiful natural landscapes, including nearby national parks and dunes, which offer various outdoor activities such as hiking, biking, and picnicking. The summer months attract the most visitors, ensuring a lively atmosphere filled with community events and outdoor fun.
• Porter: Nestled in close proximity to Chesterton, Porter is a charming village that draws visitors looking for a scenic getaway. The village offers easy access to numerous recreational areas and fairgrounds, where local events and shows are frequently held. Like its neighboring communities, Porter is surrounded by the beauty of national parks and dunes, providing ample opportunities for outdoor adventures. With visitor numbers peaking during the summer, this quaint village is a lovely destination for those looking to experience the great outdoors and local culture.

Things to do in and around Chesterton

Chesterton, Indiana, is perfect for outdoor enthusiasts and adventure seekers, offering scenic views and a variety of activities. Enjoy a golfing experience, explore local dive bars, or take serene nature walks. For those who appreciate fine beverages, nearby wineries provide an excellent opportunity to unwind. With recreational areas and playgrounds, Chesterton caters to families and individuals alike, making it an ideal vacation destination.

Shopping

For unique gifts and souvenirs, check out local shops in Chesterton. If you're up for a drive, visit Lighthouse Place Premium Outlets 11 miles away or Westfield Southlake Mall 16 miles away for a wider selection of stores and entertainment options.

Recreation

Marquette Park, located 10 miles from Chesterton, provides a serene environment perfect for relaxation and rejuvenation amidst nature. The Course at Aberdeen, 12 miles away, offers a vibrant outdoor atmosphere for golf enthusiasts. Meanwhile, the Disk Golf Course, 9 miles from Chesterton, combines fun and fitness in a unique way.

Adventure

Experience the thrill at Deep River Water Park, located 13 miles from Chesterton, with exciting water slides and family-friendly attractions. For a dose of adventure, explore the Cowles Bog Trailhead, offering scenic hiking trails amidst beautiful natural surroundings right in Chesterton.

Nightlife

Experience the vibrant nightlife in Chesterton by visiting the Chicago Street Theatre for a captivating performance, then catch a romantic movie at Cinemark Valparaiso. For an outdoor experience, enjoy a show at the Guy Foreman Bicentennial Amphitheater, perfect for families and culture enthusiasts alike.

Booking tips and Expedia advantages for Chesterton

Chesterton, Indiana, is a budget-friendly destination with free attractions like Lake View Beach and Kemil Beach. To save on accommodations, consider visiting between January to February or November, as prices drop during these months. Book hotels on Mondays for the best rates and use Expedia to find affordable options by filtering for eco-friendly properties. Combine hotel bookings with flights for additional savings, and join Expedia's One Key membership for exclusive discounts and cash back on future stays. Renting a bike is a great way to explore the area economically.

• 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: Expedia's search tool makes it easy to choose your budget, desired location, and other preferences. You can organize your results to display prices from lowest to highest, ensuring you find the most affordable hotels right away. Additionally, you have the option to narrow down your choices by hotel type; for instance, if you select the Eco-certified filter, you'll see a range of sustainable and environmentally friendly hotels available for booking.
• Consider bundling your trip: You can save money by combining your Chesterton hotel reservation with your flights and activities by choosing an Expedia package.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Chesterton

Chesterton, Indiana, offers a delightful mix of outdoor adventures and scenic beauty, making it perfect for family getaways. Visitors can explore local attractions like beautiful beaches, serene state parks, and urban parks that cater to outdoor enthusiasts. Whether you're seeking relaxation or adventure, Chesterton has something for everyone, ensuring a memorable experience for travelers of all ages.

• Indiana Dunes National Park: Experience the stunning landscapes of Indiana Dunes National Park, just 3 miles from Chesterton. With diverse ecosystems, sandy beaches, and lush trails, it's perfect for outdoor enthusiasts seeking adventure, breathtaking scenery, and a chance to connect with nature.
• Lake View Beach: Relax at Lake View Beach, located 6 miles away, where you can soak up the sun and enjoy the refreshing waters of Lake Michigan. This serene beach offers a perfect spot for swimming, picnicking, and beachcombing, capturing the laid-back beach vibes.
• Indiana Dunes Visitor Center: Located within Chesterton, the Indiana Dunes Visitor Center is an excellent starting point for your adventures. Engage with interactive exhibits and get guidance on family-friendly activities and outdoor exploration in the park.

The nearest major airports for your trip to Chesterton

Traveling to Chesterton, Indiana, is convenient with access to three major airports. Chicago O'Hare International Airport (ORD) is located 50 miles away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both 2 miles from the airport. Midway International Airport (MDW) is closer at 37 miles, featuring luxury options such as the 5-star Trump International Hotel & Tower, 9 miles from the airport. South Bend International Airport (SBN) is 39 miles away, with hotels like the 4-star Doubletree Hotel South Bend, just 4 miles from the airport, offering free airport shuttle services. Each airport provides various transportation options for easy access to Chesterton.