Title: Book the Best Hotels with BARS in Chesterton in 2025 | 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 Hotels with Bar in Chesterton, IN from CA $86 ![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 Hotels with Bar ## Top Chesterton Hotels with Bar ![Lobby](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/b5958a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/6d229925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/1b553373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ameristar Casino Hotel East Chicago East Chicago 8.4/10 Very good (1031) "Nice rooms with food options on site. " CA $136 CA $166 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![4 restaurants, dinner served](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/69fa9139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/70c2b529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/a7566650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/34b60a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Winds Casino Resort – New Buffalo New Buffalo 9.4/10 Exceptional (1537) "Always a great stay" CA $149 CA $190 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Benton-Harbor-Hotels-Four-Winds-Casino-Resort-New-Buffalo.h13278629.Hotel-Information) ![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) ![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) ### Spring House Inn Chesterton 9.0/10 Wonderful (1032) "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/1000000/860000/858300/858225/87c7ddbf.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/67d32234.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 $193 CA $216 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/21000000/20650000/20645900/20645858/3f4d4876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 1 Bedroom, Refrigerator & Microwave, Lake View](https://images.trvl-media.com/lodging/21000000/20650000/20645900/20645858/d4ba6cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/21000000/20650000/20645900/20645858/eaaf15d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/21000000/20650000/20645900/20645858/5a904108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Heron Inn La Porte 8.8/10 Excellent (482) "Staff were very helpful and the views of the lake were amazing!" CA $152 CA $170 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/La-Porte-Hotels-The-Blue-Heron-Inn.h20645858.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/3d41c4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/677bdfad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/bd911feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deep-tissue massages, Swedish massages, facials, massages](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/acc04da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brewery Lodge Hotel Michigan City 9.0/10 Wonderful (760) "Loved staying here! Such a beautiful getaway location. Cozy lodging, great bar, and delicious food." CA $174 CA $230 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Michigan-City-Hotels-The-Brewery-Lodge-Hotel.h27490226.Hotel-Information) ![Children's pool](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/48d008e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible, Non Smoking | Television](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/3e98203b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/a5decfbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/ac23b9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Portage 7.0/10 Good (777) "We loved our room and the lady at the front desk was so friendly and accommodating. The toilet was a little low to the floor though. Would recommend this hotel " CA $77 CA $86 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Portage-Hotels-Rodeway-Inn.h40472.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/21bfd0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/1b9fd948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, aromatherapy, body scrubs, 9 treatment rooms](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/654feb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/cf4bd60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Chip Casino Hotel and Spa Michigan City 8.2/10 Very good (1751) "Excellent hotel to stay in. " CA $126 CA $161 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information) ![Room, 1 King Bed with Sofa bed, Non Smoking, Balcony](https://images.trvl-media.com/lodging/1000000/70000/67700/67632/e02bc779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/67700/67632/6b59bc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/70000/67700/67632/2577d3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/70000/67700/67632/067c5eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Southeast/Hammond Hammond 8.4/10 Very good (525) "It was clean I love the balcony room " CA $169 CA $189 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hammond-Hotels-Courtyard-By-Marriott-Chicago-SoutheastHammond.h67632.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/f40c0dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/1a0c074d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/13fc3db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/4ef2a8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Lake Resort and Banquets La Porte 6.8/10 (540) "The staff was very friendly and checking in was great" CA $124 CA $143 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/La-Porte-Hotels-Laporte-Hotel-And-Conference-Center.h41829276.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=2025-10-11&endDate=2025-10-12®ionId=7214&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Chesterton Hotel Reviews ![Blue Chip Casino Hotel and Spa](//images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/21bfd0c8_y.jpg) ### Blue Chip Casino Hotel and Spa 10/10 Excellent "Comfy and quiet room. Everyone was friendly and nice. " [](https://expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information) ![Ameristar Casino Hotel East Chicago](//images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05_y.jpg) ### Ameristar Casino Hotel East Chicago 10/10 Excellent "Highly recommended! Had a great dinner at the bar in the sports themed area. Will come back. Love the Ameristar!" [](https://expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![Spring House Inn](//images.trvl-media.com/lodging/1000000/810000/809000/808936/51a347fe_y.jpg) ### Spring House Inn 10/10 Excellent "It was an old hotel with alot of charm. There breakfast was good and well taken care of. They have an in door pool and workout room. A pizza/bar that is on the property. We were there for 3 days we did alot of relaxing and needed it. I would definitely stay again." [](https://expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.Hotel-Information) ![Best Western Indian Oak](//images.trvl-media.com/lodging/1000000/50000/49800/49736/d30c38a4_y.jpg) ### Best Western Indian Oak 10/10 Excellent "Staff was awesome. Rooms were very comfortable. Saturday breakfast staff was awesome. Breakfast room very clean and she was very attentive. Sundays breakfast staff was not very attentive or did not keep it clean and stocked. Front desk staff was awesome. " [](https://expedia.ca/Chesterton-Hotels-Best-Western-Indian-Oak.h49736.Hotel-Information) ![Baymont by Wyndham Michigan City](//images.trvl-media.com/lodging/1000000/30000/21300/21232/6321c49b_y.jpg) ### Baymont by Wyndham Michigan City 10/10 Excellent "Great staff! Sketchy area and run down hotel. " [](https://expedia.ca/Michigan-City-Hotels-Baymont-By-Wyndham-Michigan-City.h21232.Hotel-Information) ![Hilton Garden Inn Chesterton](//images.trvl-media.com/lodging/1000000/860000/858300/858225/87c7ddbf_y.jpg) ### Hilton Garden Inn Chesterton 10/10 Excellent "Clean room. Restaurant was subpar." [](https://expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.Hotel-Information) ![Fairfield Inn and Suites By Marriott Merrillville](//images.trvl-media.com/lodging/1000000/10000/5300/5258/b28d063e_y.jpg) ### Fairfield Inn and Suites By Marriott Merrillville 10/10 Excellent "Clean and compact." [](https://expedia.ca/Merrillville-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Merrillville.h5258.Hotel-Information) ![Rodeway Inn](//images.trvl-media.com/lodging/1000000/50000/40500/40472/48d008e5_y.jpg) ### Rodeway Inn 8/10 Good "We loved our room and the lady at the front desk was so friendly and accommodating. The toilet was a little low to the floor though. Would recommend this hotel " [](https://expedia.ca/Portage-Hotels-Rodeway-Inn.h40472.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Chesterton? > Chesterton features 61 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, consider a visit to Indiana Dunes National Park and Lake Michigan. ### What are the best hotels with bars in Chesterton? > Here are some of the top Chesterton properties with bars: [Spring House Inn](https://www.expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.Hotel-Information): Enjoy the bar, free breakfast, and free WiFi. [Hilton Garden Inn Chesterton](https://www.expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.Hotel-Information): Hotel with restaurant. Enjoy the bar, free parking, and breakfast. ### What is there to do in Chesterton? > Delight in the outdoors by visiting Indiana Dunes National Park and Lake Michigan, then check out the local bars and enjoy a refreshing drink. Other places to see include Lustron House and Indiana Dunes Visitor Center. Chesterton is appreciated for its shops and restaurants. ### When is the best time to visit Chesterton? > Visiting local bars in Chesterton is better when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar hopping. 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. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall. ### How can I get to Chesterton and around the area? > You might want to make the most of these transportation options in and around Chesterton: Fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) away from the city center. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 50.2 mi (80.7 km) away. 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