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Check prices for these dates, December 13 – 14, 2026
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.
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.
Photo by Susan Ross
Chesterton “Golf View Estate” is an exceptional choice for travelers seeking a memorable stay in Chesterton, boasting an outstanding review score of 10.0. This guest house is great for those who love to cook and enjoy quality family time, featuring a fully equipped kitchen with everything from a microwave to a blender and a dining table, making meal prep and family meals a breeze. The spacious layout encourages relaxation after a day of exploring the beautiful Great Lake Beaches and the scenic Trails of the Dunes, ensuring your group can unwind in comfort.
Rates for Chesterton guest houses vary, but travelers can find great-value prices from $331 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Chesterton guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
A guest house in Chesterton is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.