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) ![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 9.0/10 Wonderful (1040) "Love staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sally CA $138 CA $162 total includes taxes & fees Nov 6 - Nov 7 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/a5cc015f.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 (1008) "We loved staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $156 CA $175 total includes taxes & fees Nov 23 - Nov 24 [](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) ![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 (1575) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rich CA $124 CA $144 total includes taxes & fees Nov 6 - Nov 7 [](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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/cf4bd60e.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) ![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) ### Blue Chip Casino Hotel and Spa Michigan City 8.2/10 Very good (1794) "Excellent hotel to stay in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manilyn , Jason Coventry [](https://www.expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.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) ![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) ![Lounge](https://images.trvl-media.com/lodging/28000000/27500000/27490300/27490226/bd911feb.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) ### The Brewery Lodge Hotel Michigan City 9.0/10 Wonderful (775) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](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) ![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) ![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/40500/40472/a5decfbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Portage 7.0/10 Good (785) "Would be great if Breakfast area has some decoration. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jeff CA $77 CA $87 total includes taxes & fees Nov 30 - Dec 1 [](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) ![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) ### The Blue Heron Inn La Porte 8.8/10 Excellent (493) "This is a nice family-owned property. They have a nice staff and, though it’s a little dated, it’s clean and comfortable with a nice breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $152 CA $170 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/La-Porte-Hotels-The-Blue-Heron-Inn.h20645858.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) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2130000/2126900/2126844/6b0e24d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Merrillville Green Acres 8.4/10 Very good (1000) "Front desk was very helpful and friendly hotel room was very clean and quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $154 CA $172 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Merrillville-Hotels-Hilton-Garden-Inn-Merrillville.h2126844.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) ![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) ![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 8.6/10 Excellent (1001) "We are local to the area, and were very pleased with the hotel experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Junetta CA $195 CA $233 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.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) ![Hallway](https://images.trvl-media.com/lodging/42000000/41830000/41829300/41829276/4ef2a8bb.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) ### Pine Lake Resort and Banquets La Porte 6.8/10 (563) "The staff was very friendly and checking in was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tawanna CA $124 CA $143 total includes taxes & fees Nov 6 - Nov 7 [](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=2025-11-14&endDate=2025-11-15®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 "Michigan City leaves a little to be desired, but the Blue Chip is a nice property with good food and reasonable room rates. I would come here again." [](https://expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.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 "Nice room" [](https://expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.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 "The breakfast was very healthy oriented.The view from the hotel was beautiful. Plenty of parking, but it's located behind other things.So it was not kept up very well. The staff was very friendly and helpful.When we asked for suggestions on where to have dinner" [](https://expedia.ca/Chesterton-Hotels-Best-Western-Indian-Oak.h49736.Hotel-Information) ![Spring House Inn](//images.trvl-media.com/lodging/1000000/810000/809000/808936/51a347fe_y.jpg) ### Spring House Inn 10/10 Excellent "Very nice and clean unique Inn. Very cool location." [](https://expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.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 "Dave from front desk was amazing, extremely friendly and helpful. Room was great, clean, and comfortable bed. Staff we encountered were all so friendly and welcoming. Definitely will stay here again!!" [](https://expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![Howard Johnson by Wyndham Merrillville](//images.trvl-media.com/lodging/1000000/30000/25400/25343/153f744b_y.jpg) ### Howard Johnson by Wyndham Merrillville 10/10 Excellent "Room and lobby are tidy and clean. They are remodeling so there are things that are not 100% at this time. The staff is quick to assist and please you. Sometimes something is missing. The board was there but no iron. Just ask. It is pretty nice and will be amazing soon. I hope it doesn't lose it's ski resort vibe. A lot of places are losing their personality. " [](https://expedia.ca/Merrillville-Hotels-Clarion-Inn.h25343.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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