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 $87 ![](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 Hotels with Bar ## Top Chesterton Hotels with Bar ![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 (1013) "We enjoy our stay. " CA $139 CA $162 total includes taxes & fees Oct 12 - Oct 13 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/a5cc015f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chesterton Chesterton 8.8/10 Excellent (1003) "Awesome! Try Fluid Coffee! " CA $162 CA $181 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.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) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/9826a884.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) ![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 (1546) "Such a great time the hotel was wonderful " CA $137 CA $159 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Benton-Harbor-Hotels-Four-Winds-Casino-Resort-New-Buffalo.h13278629.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) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/61001108.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) ![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) ### Blue Chip Casino Hotel and Spa Michigan City 8.2/10 Very good (1762) "Excellent hotel to stay in. " CA $126 CA $162 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/eb6189bb.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) ![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) ### Ameristar Casino Hotel East Chicago East Chicago 8.4/10 Very good (1013) "Nice rooms with food options on site. " CA $147 CA $179 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.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) ![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 | Television](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/3e98203b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/c6f9a492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Portage 7.0/10 Good (779) "It was clean and you can see that they are trying very hard to update the hotel. Convenient for location and price" CA $77 CA $87 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portage-Hotels-Rodeway-Inn.h40472.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) ![Fireplace](https://images.trvl-media.com/lodging/21000000/20650000/20645900/20645858/5a904108.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/21000000/20650000/20645900/20645858/f26f72d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Heron Inn La Porte 8.8/10 Excellent (485) "Beautiful location right on the lake." CA $153 CA $171 total includes taxes & fees Oct 12 - Oct 13 [](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 (765) "Loved staying here! Such a beautiful getaway location. Cozy lodging, great bar, and delicious food." CA $175 CA $231 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Michigan-City-Hotels-The-Brewery-Lodge-Hotel.h27490226.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2130000/2126900/2126844/769baf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2130000/2126900/2126844/5ffb0005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Bathtub](https://images.trvl-media.com/lodging/3000000/2130000/2126900/2126844/f2fd7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2130000/2126900/2126844/9b428a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Merrillville Green Acres 8.6/10 Excellent (1002) "Very safe and near many chain restaurants and services." CA $158 CA $178 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Merrillville-Hotels-Hilton-Garden-Inn-Merrillville.h2126844.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) ![Interior](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/c76556f6.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) ![Reception](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/13fc3db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Lake Resort and Banquets La Porte 6.8/10 (549) "The staff was very friendly and checking in was great" CA $125 CA $143 total includes taxes & fees Oct 12 - Oct 13 [](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=2025-10-25&endDate=2025-10-26®ionId=7214&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Chesterton Hotel Reviews ![Hilton Garden Inn Chesterton](//images.trvl-media.com/lodging/1000000/860000/858300/858225/87c7ddbf_y.jpg) ### Hilton Garden Inn Chesterton 10/10 Excellent "Awesome! Try Fluid Coffee! " [](https://expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.Hotel-Information) ![Spring House Inn](//images.trvl-media.com/lodging/1000000/810000/809000/808936/51a347fe_y.jpg) ### Spring House Inn 10/10 Excellent "good hotel" [](https://expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.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 "Breakfast was wonderful with the staff there very polite and helpful!" [](https://expedia.ca/Merrillville-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Merrillville.h5258.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 "It was very nice!!" [](https://expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.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 "Ac was great, room was spacious and comfortable, patio view was very nice, National and State Park near by, great restaurant selections and some within walking distance. Rooms were clean, plenty of parking, and a very quiet area." [](https://expedia.ca/Chesterton-Hotels-Best-Western-Indian-Oak.h49736.Hotel-Information) ![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 "Wanted Lake view but they said NO" [](https://expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.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 "Parking was easy with cameras. Staff helped recover my gf lost phone. Very happy with our service and stay! Breakfast was better than most places. " [](https://expedia.ca/Michigan-City-Hotels-Baymont-By-Wyndham-Michigan-City.h21232.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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