Title: Book the Best Chesterton FAMILY FRIENDLY Hotels from CA $111 - Kid-Friendly Hotels in Chesterton, IN | 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 ![](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Family Hotels Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Chesterton family-friendly hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/87c7ddbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/ef66aec8.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) ![One king bed junior suite](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/538477a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chesterton [](https://www.expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.Hotel-Information) Chesterton 8.8/10 Excellent (1,003 reviews) "Nice, RJ at the front desk was very helpful and polite." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $136 CA $152 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.Hotel-Information) ![Suite, 1 King Bed, Accessible, Non Smoking (Roll-In Shower)](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/c493a250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/4627aecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/d9c5f358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/8c64a6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Porter near Indiana Dunes [](https://www.expedia.ca/Porter-Hotels-Comfort-Inn-Suites-Near-Indiana-Dunes-State-Park.h3003772.Hotel-Information) Chesterton 8.0/10 Very good (1,002 reviews) "Nice and close to the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison CA $110 CA $123 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Porter-Hotels-Comfort-Inn-Suites-Near-Indiana-Dunes-State-Park.h3003772.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/439900/439829/3a95ddb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/439900/439829/e3a41982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/440000/439900/439829/0c47a076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/440000/439900/439829/ceddc266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Chesterton near Indiana Dunes National Park I-94 [](https://www.expedia.ca/Chesterton-Hotels-Quality-Inn.h439829.Hotel-Information) Chesterton 8.0/10 Very good (720 reviews) "Good stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Taesung CA $99 CA $111 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chesterton-Hotels-Quality-Inn.h439829.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/a5e3e3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/927385a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/ecb842fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/37fd4a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago [](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information) Chesterton 9.0/10 Wonderful (10 reviews) "Excellent spot for several people to stay and enjoy the Dunes. Clean, quiet, centrally located to lots of Dunes hotspots. Thanks for the great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nick R. CA $142 CA $443 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/69f0c358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/5d50cb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1435h955x2y2-baabc10c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1440h955x0y5-c37c59a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes [](https://www.expedia.ca/Chesterton-Hotels-Relaxing-3-Bedroom-I-2-Baths-I-2-Living-Rooms-Home.h89011067.Hotel-Information) Chesterton 9.8/10 Exceptional (64 reviews) "You can pack light as there are a lot of supplies in the home. The home is within walking distance to everything with exception of the grocery store and that is a 5 minute drive. Home was clean and property manager was responsive to our needs. Very friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine L. CA $111 CA $471 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chesterton-Hotels-Relaxing-3-Bedroom-I-2-Baths-I-2-Living-Rooms-Home.h89011067.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/2615544f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/ac5877d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/22a07264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/48dc1df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly [](https://www.expedia.ca/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information) Porter Beach 10/10 Exceptional (134 reviews) "Loved the cabin, in a beautiful place.William is an excellent host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee Anna E. CA $210 CA $354 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/8f20fe7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/cacec885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/046bf033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/a2b68ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago [](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information) Chesterton 9.4/10 Exceptional (3 reviews) "I enjoyed my short stay and visit to The Indiana National Dunes. The Host was friendly and she put special effort into setting the place up for my stay. I 100% would rent again from this host and would recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) T J. CA $146 CA $538 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/94458801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/90955807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/b2c50422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/c1b631b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes [](https://www.expedia.ca/Chesterton-Hotels-Roomy-Retreat-Family-Friends2-King-BGame-Room-Valpo-University-Dunes.h104442031.Hotel-Information) Chesterton 9.2/10 Wonderful (20 reviews) "This is a beautiful place. It has everything that you could possibly need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George N. CA $168 CA $689 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Chesterton-Hotels-Roomy-Retreat-Family-Friends2-King-BGame-Room-Valpo-University-Dunes.h104442031.Hotel-Information) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/23400/23363/22ab2182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23363/9161abd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/23400/23363/d5b77440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/1000000/30000/23400/23363/23069aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairbridge Inn Express Chesterton [](https://www.expedia.ca/Chesterton-Hotels-Fairbridge-Inn-Express-Chesterton.h23363.Hotel-Information) Chesterton 6.8/10 (344 reviews) "Staff were lovely " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jessica [](https://www.expedia.ca/Chesterton-Hotels-Fairbridge-Inn-Express-Chesterton.h23363.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w1024h569x0y58-4410e30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w905h683x60y0-3917a528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w905h683x60y0-5b7990bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w1008h569x0y57-d627387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Beautiful Riverfront Home on 10 Acres! [](https://www.expedia.ca/NEW-Beautiful-Riverfront-Home-On-10-Acres.h74510787.Hotel-Information) Chesterton 8.0/10 Very good (9 reviews) "Very tranquil and private stay. The house was clean and comfortable, the fire pit was very nice,. CLose to town, and close to the beach. We loved it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff S. CA $218 CA $540 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/NEW-Beautiful-Riverfront-Home-On-10-Acres.h74510787.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=2026-02-07&endDate=2026-02-08®ionId=7214&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Family-friendly beach hotels in Chesterton ![Suite, 1 King Bed, Accessible, Non Smoking (Roll-In Shower)](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/c493a250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/4627aecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/d9c5f358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/8c64a6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Porter near Indiana Dunes [](https://www.expedia.ca/Porter-Hotels-Comfort-Inn-Suites-Near-Indiana-Dunes-State-Park.h3003772.Hotel-Information) Chesterton 8.0/10 Very good (1002) CA $110 CA $123 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Porter-Hotels-Comfort-Inn-Suites-Near-Indiana-Dunes-State-Park.h3003772.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/439900/439829/3a95ddb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/439900/439829/e3a41982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/440000/439900/439829/0c47a076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/440000/439900/439829/ceddc266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Chesterton near Indiana Dunes National Park I-94 [](https://www.expedia.ca/Chesterton-Hotels-Quality-Inn.h439829.Hotel-Information) Chesterton 8.0/10 Very good (720) CA $99 CA $111 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chesterton-Hotels-Quality-Inn.h439829.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/a5e3e3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/927385a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/ecb842fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/37fd4a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago [](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information) Chesterton 9.0/10 Wonderful (10) CA $142 CA $443 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1440h955x0y0-2001df05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/5d50cb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1435h955x2y2-baabc10c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1440h955x0y5-c37c59a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes [](https://www.expedia.ca/Chesterton-Hotels-Relaxing-3-Bedroom-I-2-Baths-I-2-Living-Rooms-Home.h89011067.Hotel-Information) Chesterton 9.8/10 Exceptional (64) CA $111 CA $471 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chesterton-Hotels-Relaxing-3-Bedroom-I-2-Baths-I-2-Living-Rooms-Home.h89011067.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/2615544f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/ac5877d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/22a07264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/48dc1df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly [](https://www.expedia.ca/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information) Porter Beach 10/10 Exceptional (134) CA $210 CA $354 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/8f20fe7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/cacec885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/046bf033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/a2b68ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago [](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information) Chesterton 9.4/10 Exceptional (3) CA $146 CA $538 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/23400/23363/22ab2182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23400/23363/9161abd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/23400/23363/d5b77440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/1000000/30000/23400/23363/23069aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairbridge Inn Express Chesterton [](https://www.expedia.ca/Chesterton-Hotels-Fairbridge-Inn-Express-Chesterton.h23363.Hotel-Information) Chesterton 6.8/10 (344) [](https://www.expedia.ca/Chesterton-Hotels-Fairbridge-Inn-Express-Chesterton.h23363.Hotel-Information) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/771dd1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/90955807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/b2c50422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/c1b631b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes [](https://www.expedia.ca/Chesterton-Hotels-Roomy-Retreat-Family-Friends2-King-BGame-Room-Valpo-University-Dunes.h104442031.Hotel-Information) Chesterton 9.2/10 Wonderful (20) CA $168 CA $689 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Chesterton-Hotels-Roomy-Retreat-Family-Friends2-King-BGame-Room-Valpo-University-Dunes.h104442031.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w1024h569x0y58-4410e30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w905h683x60y0-3917a528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w905h683x60y0-5b7990bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w1008h569x0y57-d627387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Beautiful Riverfront Home on 10 Acres! [](https://www.expedia.ca/NEW-Beautiful-Riverfront-Home-On-10-Acres.h74510787.Hotel-Information) Chesterton 8.0/10 Very good (9) CA $218 CA $540 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/NEW-Beautiful-Riverfront-Home-On-10-Acres.h74510787.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/7cfedc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/w894h683x65y0-32f3f4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/10372699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/w1024h495x0y94-e2667f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes [](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-WPool.h69385681.Hotel-Information) Porter 8.8/10 Excellent (16) CA $277 CA $354 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-WPool.h69385681.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=2026-02-07&endDate=2026-02-08®ionId=7214&adults=2&travelerType=family_friendly&sort=RECOMMENDED&travelerType=beach&openPlayBack=true) ## Top Chesterton Hotel Reviews ![Blue Chip Casino Hotel and Spa](https://images.trvl-media.com/lodging/3000000/3000000/2991300/2991209/21bfd0c8_y.jpg) ### Blue Chip Casino Hotel and Spa 10/10 Excellent "Room was clean, butno winnings @ the casino, staff very good " [](https://expedia.ca/Michigan-City-Hotels-Blue-Chip-Casino-Hotel-And-Spa.h2991209.Hotel-Information) ![Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond](https://images.trvl-media.com/lodging/1000000/70000/63000/62954/61626b2d_y.jpg) ### Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond 10/10 Excellent "Awesome and comforting stay" [](https://expedia.ca/Hammond-Hotels-Fairfield-Inn-Suites-By-Marriott-Chicago-SoutheastHammond.h62954.Hotel-Information) ![Ameristar Casino Hotel East Chicago](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05_y.jpg) ### Ameristar Casino Hotel East Chicago 10/10 Excellent "Yes everything was excellent. " [](https://expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![Spring House Inn](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/51a347fe_y.jpg) ### Spring House Inn 10/10 Excellent "This was a great place to stay! The rooms were clean, the pool was perfect, and the food options were close!" [](https://expedia.ca/Porter-Hotels-Spring-House-Inn.h808936.Hotel-Information) ![Hilton Garden Inn Chesterton](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/87c7ddbf_y.jpg) ### Hilton Garden Inn Chesterton 10/10 Excellent "Nice, RJ at the front desk was very helpful and polite." [](https://expedia.ca/Chesterton-Hotels-Hilton-Garden-Inn-Chesterton.h858225.Hotel-Information) ![Quality Inn Near Interstate I94](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320708/531382df_y.jpg) ### Quality Inn Near Interstate I94 10/10 Excellent "The room was large and cozy. Everyone was super nice About " [](https://expedia.ca/Benton-Harbor-Hotels-Quality-Inn-Near-Interstate-I94.h1320708.Hotel-Information) ![Waterbird Lakeside Inn](https://images.trvl-media.com/lodging/3000000/2450000/2450000/2449990/eb33670e_y.jpg) ### Waterbird Lakeside Inn 10/10 Excellent "Staff really nice. Room clean and better than expected. Nice layout and large rooms. " [](https://expedia.ca/Chesterton-Hotels-Waterbird-Lakeside-Inn.h2449990.Hotel-Information) ![Fairfield Inn and Suites By Marriott Merrillville](https://images.trvl-media.com/lodging/1000000/10000/5300/5258/b28d063e_y.jpg) ### Fairfield Inn and Suites By Marriott Merrillville 10/10 Excellent "Everything was good" [](https://expedia.ca/Merrillville-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Merrillville.h5258.Hotel-Information) ![Hampton Inn & Suites Hammond](https://images.trvl-media.com/lodging/16000000/15690000/15682600/15682513/df5f9b58_y.jpg) ### Hampton Inn & Suites Hammond 10/10 Excellent "Excellent hotel services and friendly staff" [](https://expedia.ca/Hammond-Hotels-Hampton-Inn-Suites-Hammond.h15682513.Hotel-Information) ## Frequently asked questions ### What's Chesterton like for family-friendly vacations? ### What's the best place to stay for a family vacation in Chesterton? ### How many hotels that welcome families can I expect to find in Chesterton? ### When's the best time to book a family-friendly vacation in Chesterton? ### What's there to see and do with your family in Chesterton? ## Explore a world of travel with Expedia - 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