Title: Sister Lakes Vacation Packages & Trips 2025/2026 from CA $544 | 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. ![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 $544 per person Jan 16 - Jan 19 found 7 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,248 reviews) Really cool modern space Reviewed on Nov 4, 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=EdX7Rh5nPMXgi2lS0rhe8pF_NHc_n1l65RNvkYTEOwbpuS1Rj7pGa6ZkQt2W6393) ![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 $548 per person Jan 16 - Jan 19 found 6 hours 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=EdX7Rh5nPMXgi2lS0rhe8pF_NHc_n1l65RNvkYTEOwYL5pQxryxqqbgLthtNijcj) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $785 per person Jan 16 - Jan 19 found 6 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,761 reviews) The Trump International Hotel was absolutely immaculate in appearance and the entire staff were fantastic in all aspects. The location is extremely desirable and within walking distance to numerous restaurants and attractions. However, my suite was somewhat underwhelming in regard to the bathroom. The deep soaking bathtub was smaller in scale than one would expect, and more specifically the shower head is set far too low for those of us who are six feet or taller. I would recommend this property. Reviewed on Nov 3, 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=1723215&paandie=true&dealMarker=EdX7Rh5nPMXgi2lS0rhe8pF_NHc_n1l65RNvkYTEOwa5WbGllQU1sLRUEpPFkVcs) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago CA $1,450 per person Dec 29 - Jan 2 found 20 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,006 reviews) This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend! Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=diCbnW5ysK4gVhqmD_Txzgd38MQBpsQyNbHqsPy6oMGAimulqOi9xWkYoZB9u913) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago CA $554 per person Jan 22 - Jan 26 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9.4/10 Exceptional! (2,188 reviews) Beautiful clean room with great views & close to all the major attractions. Reviewed on Nov 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-22/2026-01-26/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=57651125&paandie=true&dealMarker=RJ5_wbqy5uZlNCDNol6qSZhHQNyzeG-g2sK9N_MQjH2fvj0A-IDvFtd_gedjlWd2) ## 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 9.4/10 Exceptional! (41 reviews) Everything was clean. The bedding for the pullout smelled a bit. Reviewed on Sep 23, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=19%2F11%2F2025&endDate=20%2F11%2F2025&selected=64411948&PinnedHotelID=64411948&HadPinnedHotel=true®ionId=553248635905838932) [](https://expedia.ca/Hotel-Search?startDate=19%2F11%2F2025&endDate=20%2F11%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! (45 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=19%2F11%2F2025&endDate=20%2F11%2F2025&selected=74252588&PinnedHotelID=74252588&HadPinnedHotel=true®ionId=553248635905838932) [](https://expedia.ca/Hotel-Search?startDate=19%2F11%2F2025&endDate=20%2F11%2F2025&selected=74252588&PinnedHotelID=74252588&HadPinnedHotel=true®ionId=553248635905838932) ![Silver Beach Hotel](https://images.trvl-media.com/lodging/1000000/30000/21000/20936/565c6602_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Silver Beach Hotel 100 Main Street, Saint Joseph, MI Fully refundableReserve now, pay when you stay CA $121 CA $138 total Nov 6 - Nov 7 includes taxes & fees 7.2/10 Good! (1,197 reviews) Nice balcony but not much of a view Reviewed on Oct 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F11%2F2025&endDate=07%2F11%2F2025&selected=20936&PinnedHotelID=20936&HadPinnedHotel=true®ionId=553248635905838932) [See all 925 properties in Sister Lakes](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F11%2F2025&endDate=07%2F11%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. 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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,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)