Title: South Side Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $829 Expedia.ca [South Side Travel Guide](https://expedia.ca/South-Haven-South-Side.dx948692480694632448)[Hotels in South Side](https://expedia.ca/South-Side-Hotels.d948692480694632448.Travel-Guide-Hotels)[Flights to South Haven](https://expedia.ca/Cheap-Flights-To-South-Haven.d6757.Travel-Guide-Flights)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d948692480694632448.Car-Rental-Guide) ![](https://images.trvl-media.com/place/948692480694632448/eff6f1fd-b093-47fc-8056-7e84a958f44b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Side 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 ## Top Holiday Package Deals in South Side Price found within the past 48 hours. Click for updated prices. ![La Banque Hotel](https://images.trvl-media.com/lodging/15000000/14710000/14702200/14702161/90cf0aed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Banque Hotel CA $829 per person May 25 - May 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (469 reviews) Room was amazing and beautiful and comfortable Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous Reviewed on Mar 1, 2026 ![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago Fulton Market Downtown Chicago CA $1,057 per person May 25 - May 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (421 reviews) Beautiful room. Property upgraded to 2-bedroom. Facilities are great with huge gym. Great stay in Chicago. Reviewed on Mar 14, 2026 ![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 $1,269 per person May 25 - May 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,401 reviews) Overall the place was great for the night Reviewed on Mar 16, 2026 ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1ede47da_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago CA $2,572 per person May 2 - May 8 found 12 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,007 reviews) Nice bellmen, nice front staff, rooms were cozy and well kept. Everyone was very friendly and helpful. We would stay again. Reviewed on Mar 1, 2026 ![Level Chicago - River North](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/46b44b35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago - River North Downtown Chicago CA $1,066 per person Apr 24 - Apr 27 found 6 hours ago Roundtrip flight included Montreal (YMQ) to Chicago (ORD) 9.2/10 Wonderful! (876 reviews) Clean room, Great amenities and super helpful and accommodating staff Reviewed on Mar 15, 2026 ## Where to stay in South Side Find the best South Side areas and neighborhoods for the activities you enjoy most. [Learn more about South Side](https://expedia.ca/South-Haven-South-Side.dx948692480694632448) ![Scenic fall foliage along Black river in Michigan upper peninsula](https://images.trvl-media.com/place/948676562717446144/05c47f5a-33de-47bf-b399-8c71fdc8ba91.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North Side 1 out of top 10 points of interest in this area While visiting North Side, you might make a stop by sights like Michigan Maritime Museum and North Beach. [Find hotel + flight trips in North Side](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Side&DestID=948676562717446144&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![South Haven Pier has a nice beach. It’s busy during summer but it’s peaceful after the sunset.](https://images.trvl-media.com/place/6757/d29d2982-974b-4933-a4d6-7183e6ede273.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown 2 out of top 10 points of interest in this area If you're spending some time in Downtown, South Haven Center for the Arts and Warner Vineyards are top sights worth seeing. [Find hotel + flight trips in Downtown](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown&DestID=948677654383628288&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Sunset on Port Camargue](https://images.trvl-media.com/place/553248635976479990/42a5025f-d6c4-4167-b919-adf371cf987e.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Miami Park While Miami Park isn't home to many top sights, Kal Haven Trail and North Beach are some notable places to visit nearby. [Find hotel + flight trips in Miami Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Miami%20Park&DestID=553248635976479990&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![South Haven Michigan - Lighthouse](https://images.trvl-media.com/place/553248635976480165/1e3091eb-8669-44a7-bd47-20127f4436ff.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Mt. Pleasant When in Mt. Pleasant, you can plan a visit to Kal Haven Trail and South Haven Center for the Arts, some noteworthy sights in the nearby area. [Find hotel + flight trips in Mt. Pleasant](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Mt.%20Pleasant&DestID=553248635976480165&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Lake Michigan - South Haven](https://images.trvl-media.com/place/553248635976479758/454be79f-09f3-4915-b96e-3e8ff0d76e24.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Wing Estates While West Wing Estates isn't home to many top sights, Kal Haven Trail and Michigan Maritime Museum are some notable places to visit nearby. [Find hotel + flight trips in West Wing Estates](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Wing%20Estates&DestID=553248635976479758&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## South Side Hotel Deals ![Starlite Resort](https://images.trvl-media.com/lodging/12000000/11830000/11829000/11828943/2d51e8d9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Starlite Resort 3353 Blue Star Highway Saugatuck MI Fully refundableReserve now, pay when you stay CA $132 CA $146 total Mar 29 - Mar 30 includes taxes & fees 9.4/10 Exceptional! (817 reviews) This was the nicest lodging of our trip. And the least expensive. Win win. Reviewed on Mar 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=11828943&PinnedHotelID=11828943&HadPinnedHotel=true®ionId=948692480694632448) ![Baymont by Wyndham South Haven](https://images.trvl-media.com/lodging/1000000/120000/118600/118533/58efe400_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham South Haven 1555 Phoenix Rd South Haven MI Fully refundableReserve now, pay when you stay CA $93 CA $103 total Mar 23 - Mar 24 includes taxes & fees 7.8/10 Good! (1,003 reviews) Always clean and staff friendly and welcoming. Reviewed on Mar 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F03%2F2026&endDate=24%2F03%2F2026&selected=118533&PinnedHotelID=118533&HadPinnedHotel=true®ionId=948692480694632448) ![Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270622/40e01f9b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy 117 55th St Grand Junction MI CA $108 CA $231 total Mar 18 - Mar 19 includes taxes & fees 9.8/10 Exceptional! (75 reviews) Cozy cabin with room for both my dogs! We enjoyed the weekend stay with lots of ground to walk my dogs , dog bowls were provided! Only thing I wish were different would be counter disinfectant spray or some type of cleaner to wipe down counters after cooking. Reviewed on Mar 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=110270622&PinnedHotelID=110270622&HadPinnedHotel=true®ionId=948692480694632448) [See all 2,022 properties in South Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F03%2F2026&endDate=19%2F03%2F2026®ionId=948692480694632448) 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) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.