Title: Sister Lakes Vacation Packages & Trips 2025/2026 from CA $402 | Expedia.ca [Sister Lakes Travel Guide](https://expedia.ca/Sister-Lakes.dx553248635905838932)[Hotels in Sister Lakes](https://expedia.ca/Sister-Lakes-Hotels.d553248635905838932.Travel-Guide-Hotels)[Vacation Rentals in Sister Lakes](https://expedia.ca/Sister-Lakes-Vacation-Rentals.d553248635905838932.Travel-Guide-VacationRentals)[Sister Lakes Car Rentals](https://expedia.ca/Car-Rentals-In-Sister-Lakes.d553248635905838932.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Sister Lakes Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place #### Your Sister Lakes Vacation Come and experience this interesting city for yourself with a Sister Lakes vacation package. Consider spending some time in the neighborhood of Paw Paw Lake, which is good for fishing and watersports, and your time here will be nothing short of unforgettable. Ready to sightsee? Spend your days enjoying top attractions like [Magician Lake](https://www.expedia.ca/Magician-Lake-Benton-Harbor.d553248635976195182.Vacation-Attraction) during your trip to Sister Lakes. Whoever you're heading away with and whatever your bank balance, your ultimate Sister Lakes vacation is just a few clicks away with Expedia. ## Top Sister Lakes Vacation Deals Price found within the past 48 hours. Click for updated prices. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago CA $402 per person Jan 16 - Jan 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,011 reviews) Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-19/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=tPK_h2kC8xSltKIgbwxyO17K8kHGf6LTfXgsqx7TSbmzX1Mao9cv0ARMkRlb8jkK) ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $916 per person Dec 29 - Jan 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9/10 Wonderful! (367 reviews) Easy check-in, friendly staff, beautiful building with nice amenities. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-03/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=2iNwDrKkiFnmTHALAc1c6GUhSJBjtQdzY7H_iCXElhCfuS0VixPkQUv3xxgI755p) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $501 per person Jan 16 - Jan 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,110 reviews) We loved the Pendry! Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-19/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=tPK_h2kC8xSltKIgbwxyO_4u-7wplKtqwwuDkVaee_z9U2I8Vktn4zED5QY-Onzv) ![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago CA $428 per person Jan 16 - Jan 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (303 reviews) Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere, Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-19/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=tPK_h2kC8xSltKIgbwxyOxW05ETlDCofw9DU7Sca42dgAMe3v0k68DIRz1W0KW8_) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago CA $507 per person Jan 16 - Jan 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,248 reviews) Excellent stay. The hotel staff is very courteous and helpful, and the location is great! Reviewed on Oct 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-16/2026-01-19/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=tPK_h2kC8xSltKIgbwxyO_4u-7wplKtqwwuDkVaee_yLDWiJF3AYNBYMY9D1-l0D) ## Ready to book your vacation to Sister Lakes? Choose your dates ## Sister Lakes Hotel Deals ![Sister Lake Cottages - Unit 1](https://images.trvl-media.com/lodging/65000000/64420000/64412000/64411948/a07e04ee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sister Lake Cottages - Unit 1 Dowagiac CA $134 CA $225 total Oct 29 - Oct 30 includes taxes & fees 9.4/10 Exceptional! (41 reviews) Everything was clean. The bedding for the pullout smelled a bit. Reviewed on Sep 23, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=64411948&PinnedHotelID=64411948&HadPinnedHotel=true®ionId=553248635905838932) ![Lake View Getaway](https://images.trvl-media.com/lodging/75000000/74260000/74252600/74252588/8260d7b5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lake View Getaway Benton Harbor 10/10 Exceptional! (44 reviews) We had a great stay! The single and only negative to having 2 families at this rental is the limited and small bathroom, but otherwise everything was perfect :) Reviewed on Oct 23, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F11%2F2025&endDate=12%2F11%2F2025&selected=74252588&PinnedHotelID=74252588&HadPinnedHotel=true®ionId=553248635905838932) [](https://expedia.ca/Hotel-Search?startDate=11%2F11%2F2025&endDate=12%2F11%2F2025&selected=74252588&PinnedHotelID=74252588&HadPinnedHotel=true®ionId=553248635905838932) ![The Boulevard Inn & Bistro](https://images.trvl-media.com/lodging/1000000/40000/37200/37124/2d0da828_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Boulevard Inn & Bistro 521 Lake Blvd, Saint Joseph, MI Fully refundableReserve now, pay when you stay CA $213 CA $236 total Oct 29 - Oct 30 includes taxes & fees 9.4/10 Exceptional! (1,001 reviews) Safe area. Great view. Interesting walkway. Close to the beach. Dining and room service were wonderful. Very clean with comfortable furnishing. I can not find one thing to complain about. Reviewed on Oct 22, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=37124&PinnedHotelID=37124&HadPinnedHotel=true®ionId=553248635905838932) [See all 927 properties in Sister Lakes](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=29%2F10%2F2025&endDate=30%2F10%2F2025®ionId=553248635905838932) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFGUlEQVR4Xu3bQXbbOAyAYeZ14WWP4KPoaNLRfBQdocss8sIJQBCAVDUt5k1nEf//pgpM8vOOsfPa+v9QOw/+RiClQEqBlAIpBVIKpBRIKZBSIKVASoGUAikFUgqkFEgpkFIgpUBKgZQCKQVSCqQUSCmQUiClQEqBlAIplZC3duo+Ry+9P9rtY/HHSPsh06W/to/tuzyvY5Rb42SQBnJeBjJa42SQBnJeBjJa4+Sviqzxk54Y7jKG+9ieEdv4Q96KdzwLBAQERALRQDQQz9ZqN0fW8eJDprZwa3bt62iXfwzR0XGjBAICIv+AgDQQEOtzRLPtN1+4jTWLPI9HEBAJBEQDaSAg7b9CNHnl23h8t9N9BHIfcxDbJPviEQQE5DEGIJqfCGJI5GvV9a+zu9zx3wX5999wRyAaCEgHATm/ADJ6DuSYIy9ye98O7sXo1Bong1yMTq1xMsjF6NQaJ4NcjE6tcTLIxejUGieDXIxOrXEyyMXo1BonJ+SifGKTC32Xz9Nbiz8wO/JZICAXgZwCAbkI5NTXReyqvvW4vX/TPnZoiwzseY0lINE+hQYC0kB+0T6FBgLSngLx76413b4O10be/IZb3kr3a7/LyDd6ICAdpINIICAgo4S8yUvWresd35Obt9un7pvvze9OlnzzV3QSjyCHVR0ExAMBATms6s+FfB/PdqKujRPd/elCzxtBQCwQEBAQkD9C1q6fp9s88VdufMSO7X7Hp1UWCAjIDAQEBETKq0axXdduTS/0h7hHRN+Kj/Q3AU/fsAcCYoGAgICAaJeIdZe1+Y6X4kR1ZZUWo/RWLBAQCwQEBARES8ib3Mu61tqdk2u/+4lb02vfXHsr8ZuAPIN0EBAQEJDZboC0yAAkIdFj7LqPn8yNE49vxZu/HJznICA5EJAOkrsYgTwZYtubXei973JVb4eP2I7oqlc5cZfno6sbUyAgICBjAALSQbSE9HHiuyFyYvSQo3y7nmgjbZNn6SYbGwiIBALSQToIyO8Qvb3zJ2U9UdxuJ7qrd7yvsqYrq+wsC2QGYntAGgiIBTJ7XqSPE9/THZ/dmwz1RBvpKss2avbuUiAgHaSDgICARAmJE5cYdrnQ9fZWRFflbI0gOTvLAgEBkUA8kPgJBERf0BOPf01W10+8eCunkaz8/I4HSSMQEAsEBOQ8ejrEL/RIR2a1eaH/9FaW08gC0UBAOkgORAPRQGytvDLWSi/y8+u447t8nra/Jqvrq2a97/KPnGWBgICA6CsgIPIziBwVjxeZ2+3E1Luco4h2XhUbJRCQi0BAQCQQkDfb4N1lurW44z37iN0TYp/Nrc++4T52l+nWQCKQmQ1AQDQQEFkUj18KWeOn7kicKOkqPdHaB6I5EiMJBAQERAIByYFYtl27DeTNtyy6uB1v71cZ5FW68ehKIBoIyAxEW3RxA/FAQA5I/v/Gjug33G38Nfmb/ybwGIid5YGAgICAgIAUEW3RxR8jTVct/XW8poh9D55XeSA6AgFpICAgIDaJR0UiWyvb84nRkhZvc6SrdGMKREfRNkcgeXtuSYu3OQLJ23NLWrzNEUjenlvS4m2OQPL23JIWb3MEkrfnlrR4m6M/QI7dZSofnuMjto+6f57eZan8chB3vF77KZAOchAaCAjIDKQ/PfL3AikFUgqkFEgpkFIgpUBKgZQCKQVSCqQUSCmQUiClQEqBlAIpBVIKpBRIKZBSIKVASoGUAikFUgqkFEipr4P8AyAQiZqITLt1AAAAAElFTkSuQmCC)