Chesterton Vacations from $380

Things to do in and around Chesterton

Chesterton, Indiana, offers a perfect blend of outdoor adventure and scenic beauty. Visitors can explore popular attractions like local parks, enjoy nature walks, and take advantage of biking trails. The recreational areas and playgrounds make it an ideal destination for families, while nature enthusiasts will appreciate the opportunity for little sightseeing and exploration of the area's natural landscapes.

Shopping

In Chesterton, you can shop at local boutiques and specialty stores. If you're up for a drive, visit Lighthouse Place Premium Outlets for a variety of shops, or explore Westfield Southlake Mall for more options and entertainment. Garwood Orchards offers unique gifts and local produce.

Recreation

Explore Marquette Park for a serene day surrounded by nature, perfect for relaxation and mindfulness. Experience the charm of Chicago Street Theatre for an evening filled with culture and entertainment. For outdoor enthusiasts, enjoy a round of disc golf at the nearby Disc Golf Course, embracing friendly competition.

Adventure

Experience thrills at Deep River Water Park, located 13 miles from Chesterton, where you can enjoy exciting water slides and family fun. For an adrenaline rush, visit Team Combat LIVE, 14 miles away, featuring immersive arcade battles. Don’t miss the scenic Cowles Bog Trailhead, perfect for hiking right in Chesterton.

Nightlife

Experience a unique nightlife in Chesterton with a visit to the Round Barn Union Pier Tasting Room, located 25 miles away. Enjoy a cozy pub atmosphere filled with entertainment and romantic vibes, perfect for unwinding after a day of exploration.

Find the best attractions in and around Chesterton

Chesterton, Indiana, is a fantastic destination for outdoor enthusiasts and families alike, offering beautiful scenery and adventure opportunities. Visitors can explore the stunning beaches and trails of the nearby Indiana Dunes National Park, as well as enjoy the local urban parks. With various attractions catering to outdoor activities and family experiences, Chesterton promises a memorable getaway for all types of travelers.

• Indiana Dunes National Park: Just 3 miles from Chesterton, this national park offers breathtaking scenery and a variety of outdoor adventures. Explore miles of sandy beaches, hike scenic trails, and enjoy the diverse ecosystems that make this park a natural wonder.
• Lake View Beach: Located 6 miles away, Lake View Beach is a serene spot perfect for relaxing under the sun. With its soft sands and stunning views of Lake Michigan, it’s an ideal place for swimming, picnicking, or simply soaking in the beach vibes.
• Indiana Dunes Visitor Center: Situated within Chesterton, this visitor center is your gateway to adventure. Families can learn about the park's natural history and find resources for exploring the surrounding outdoor wonders, making it a great starting point for your trip.

Tips to save on your trip to Chesterton

• Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
• Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Chesterton.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.