Title: Book the Best Chesterton, IN ALL INCLUSIVE Resorts and Hotels | Expedia.ca [Hotels in Chesterton](https://expedia.ca/Chesterton-Hotels.d7214.Travel-Guide-Hotels)[Vacation Rentals in Chesterton](https://expedia.ca/Chesterton-Vacation-Rentals.d7214.Travel-Guide-VacationRentals)[Things to do in Chesterton](https://expedia.ca/Things-To-Do-In-Chesterton.d7214.Travel-Guide-Activities)[Chesterton Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterton.d7214.Car-Rental-Guide)[Chesterton Vacation Packages](https://expedia.ca/Chesterton.d7214.Destination-Travel-Guides) ![Indiana Dunes State Park showing general coastal views and a beach as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/232000/232034-Indiana-Dunes-State-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find All Inclusive Resorts and Hotels in Chesterton, IN ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chesterton All Inclusive Resorts and Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-09-28&endDate=2025-09-29&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-09-29&endDate=2025-09-30&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesterton All Inclusive Resorts and Hotels ![Property entrance](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/51a347fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/9d1b9553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/14950785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/cdd66cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring House Inn Chesterton 9.0/10 Wonderful (1033) "Very nice place to stay! I hope to be back." CA $138 CA $161 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/d30c38a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/527d397d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/ddafc438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/77291ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Indian Oak Chesterton 8.6/10 Excellent (1018) "Clean, Friendly staff, nice area" CA $142 CA $159 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chesterton-Hotels-Best-Western-Indian-Oak.h49736.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/87c7ddbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/67d32234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/w3840h2559x0y1-f5d82d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/9abfb36c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chesterton Chesterton 8.8/10 Excellent (1014) "We loved staying here. " CA $192 CA $215 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13®ionId=7214&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Chesterton Hotel Reviews ## Frequently asked questions ### Looking for Chesterton all-inclusive resorts? > Chesterton is known for its beaches and lakeside, and has lots of things to see and do such as Dune Acres Beach and Indiana Dunes National Park. View our all-inclusive resorts where you can enjoy a range of amenities such as entertainment, kid's clubs, and of course food and beverages all included in the price. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost. ### What is there to do near my all-inclusive resort in Chesterton? > Venture away from your all-inclusive resort and out to Dune Acres Beach and Lighthouse Place Premium Outlets, and see why travelers like the beaches and shopping in Chesterton. Other attractions include Indiana Dunes National Park, Lake Michigan, and Lustron House. ### When's the best time for an all-inclusive stay in Chesterton? > There's nothing like an all-inclusive vacation in Chesterton to revive you, especially when you know what to expect from the elements. Here's some info to help you choose when to book: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. 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