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) ![Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights. #hiking](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ruslian # Find All Inclusive Resorts and Hotels in Chesterton, IN - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Nov 13 - Nov 14](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-11-13&endDate=2025-11-14&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 14 - Nov 15](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-11-14&endDate=2025-11-15&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2025-11-21&endDate=2025-11-23&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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/cdd66cd8.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/76227ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring House Inn Chesterton 8.8/10 Excellent (1006) "We enjoy our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $139 CA $162 total includes taxes & fees Nov 18 - Nov 19 [](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) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/ddafc438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/20a0d4e7.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) ### Best Western Indian Oak Chesterton 8.6/10 Excellent (1002) "Clean room nice hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vicki CA $131 CA $147 total includes taxes & fees Nov 20 - Nov 21 [](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 (1002) "It was great for what it was. A very nice, clean place to stay that is convenient to freeways, etc. The staff was exceptional." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antony CA $154 CA $172 total includes taxes & fees Nov 30 - Dec 1 [](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=2025-11-27&endDate=2025-11-28®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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