Title: Downtown Windsor Vacation Packages | Holiday Packages & Trips 2026/2027 from Expedia.ca [Downtown Windsor Travel Guide](https://expedia.ca/Windsor-Downtown-Windsor.dx944712537673428992)[Hotels in Downtown Windsor](https://expedia.ca/Downtown-Windsor-Hotels.d944712537673428992.Travel-Guide-Hotels)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d6127335.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d6127335.Travel-Guide-Activities)[Downtown Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Windsor.d944712537673428992.Car-Rental-Guide) ![](https://images.trvl-media.com/place/944712537673428992/4debed6d-9145-4523-9096-4888620a5bee.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Downtown Windsor 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 ## Where to stay in Downtown Windsor Find the best Downtown Windsor areas and neighborhoods for the activities you enjoy most. [Learn more about Downtown Windsor](https://expedia.ca/Windsor-Downtown-Windsor.dx944712537673428992) ![Willistead Park Trail Trailhead featuring a park, heritage elements and a house](https://images.trvl-media.com/place/642981723540910080/37600699-744a-452e-9491-6ae00f3b01ba.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Walkerville Heritage precinct with large houses, wide streets, and abundant greenery, Walkerville boasts attractions like Willistead Manor, the Via Rail station, and the recently reopened Old Walkerville Theatre. [Find hotel + flight trips in Walkerville](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Walkerville&DestID=553248635976399666&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Panoramic view of Detroit skyline from Windsor, Ontario.](https://images.trvl-media.com/place/911358648941645824/b04d55e1-39bb-4da6-ada8-8200ede65132.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### City Centre 2 out of top 10 points of interest in this area While visiting City Centre, you might make a stop by sights like Detroit Windsor Tunnel and Chrysler Theatre. [Find hotel + flight trips in City Centre](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=City%20Centre&DestID=911358648941645824&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Bridgeview showing a garden and fall colors](https://images.trvl-media.com/place/553248635976396570/1d6100da-5c3b-4c93-b7d4-398fc1aff55c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bridgeview 1 out of top 10 points of interest in this area 4/5(1 area review) If you're spending some time in Bridgeview, Odette Sculpture Park Walking Trail Trailhead and Ray Battagello Riverwalk Trailhead are top sights worth seeing. [Find hotel + flight trips in Bridgeview](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bridgeview&DestID=553248635976396570&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Just another beautiful sunset](https://images.trvl-media.com/place/6127335/b5b1825a-10c9-4e67-9a97-f53e48c6e6bf.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South Central 1/5(3 area reviews) When in South Central, you can plan a visit to Detroit Windsor Tunnel and Caesars Casino, some noteworthy sights in the nearby area. [Find hotel + flight trips in South Central](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20Central&DestID=553248635976397476&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Panoramic view of Point Pelee national park boardwalk in the fal](https://images.trvl-media.com/place/911359797151236096/44eff011-335e-4058-a26a-cc2a024cf379.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South Cameron While there might not be top attractions in South Cameron, you can explore the larger area and discover places like South Windsor Recreation Complex Walking Trails Trailhead and Mic Mac Park Walking Trails Trailhead. [Find hotel + flight trips in South Cameron](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20Cameron&DestID=911359797151236096&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Downtown Windsor Hotel Deals ![Best Western Plus Waterfront Hotel](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/a3d331c0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Waterfront Hotel 277 Riverside Drive West Windsor ON Fully refundableReserve now, pay when you stay CA $114 CA $136 total Feb 10 - Feb 11 includes taxes & fees 8.2/10 Very Good! (1,004 reviews) great value. nice restaurant and bar Reviewed on Feb 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=10954&PinnedHotelID=10954&HadPinnedHotel=true®ionId=944712537673428992) ![DoubleTree by Hilton Windsor Hotel & Suites](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/29cfa5f3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Windsor Hotel & Suites 333 Riverside Dr W Windsor ON Fully refundableReserve now, pay when you stay CA $155 CA $186 total Feb 15 - Feb 16 includes taxes & fees 9/10 Wonderful! (1,073 reviews) Room was clean and spacious, great location Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=10499&PinnedHotelID=10499&HadPinnedHotel=true®ionId=944712537673428992) ![Holiday Inn Express Windsor Waterfront by IHG](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/61671e42_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Windsor Waterfront by IHG 33 Riverside Drive East Windsor ON Fully refundable CA $148 CA $177 total Feb 15 - Feb 16 includes taxes & fees 8.6/10 Excellent! (1,383 reviews) Very nice front desk Reviewed on Jan 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=21423&PinnedHotelID=21423&HadPinnedHotel=true®ionId=944712537673428992) [See all 285 properties in Downtown Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=944712537673428992) 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) ### Discover the most popular places to visit in Downtown Windsor ![Dieppe Gardens which includes outdoor art and a city](https://images.trvl-media.com/place/553248621532864680/380ee445-56ec-4ced-92fd-843df1b954d0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Dieppe Gardens Enjoy a stop at Dieppe Gardens, an entertaining place to visit in Windsor. Stroll along the riverfront or visit the casinos in this vibrant area. [](https://expedia.ca/Dieppe-Gardens-Downtown-Windsor.d553248621532864680.Vacation-Attraction) ![Caesars Windsor at night](https://images.trvl-media.com/place/6127335/ad3009a7-4d8d-47b0-8cf6-88d6ee16b640.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Caesars Casino Why not try your luck with a visit to Caesars Casino during your time in Windsor? Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area. [](https://expedia.ca/Caesars-Casino-City-Centre.d553248621532864684.Vacation-Attraction) ![Windsor, Ontario, Canada - The gothic tower of which is a landmark at the University of Windsor.](https://images.trvl-media.com/place/6142372/7e6dd910-6871-4d0c-8528-eefef4289c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Windsor Enjoy the collegiate vibe at University of Windsor during your stay in Windsor. Amble around this vibrant area's riverfront or experience its great live music. [](https://expedia.ca/University-Of-Windsor-Bridgeview.d6142372.Vacation-Attraction) ### Things to do ![Fun Sushi Making Class With Local Chef in Detroit](https://mediaim.expedia.com/localexpert/50921798/ebe88829-6a73-404c-8156-a777af1f7f98.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fun Sushi Making Class With Local Chef in Detroit CA $104 per adult [](https://expedia.ca/things-to-do/fun-sushi-making-class-with-local-chef-in-detroit.a50921798.activity-details) ![Detroit Pistons Basketball Game at Little Caesars Arena](https://mediaim.expedia.com/localexpert/47588405/312b74c5-91d6-45da-ba00-613f74acb51f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Detroit Pistons Basketball Game at Little Caesars Arena CA $112 per adult [](https://expedia.ca/things-to-do/detroit-pistons-basketball-game-at-little-caesars-arena.a47588405.activity-details) ![Roasting Experience at 14th Coffee Co](https://mediaim.expedia.com/localexpert/2901626/0a615f41-eea7-40c9-b5bc-aec49a7aff01.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Roasting Experience at 14th Coffee Co CA $95 per adult [](https://expedia.ca/things-to-do/roasting-experience-at-14th-coffee-co.a2901626.activity-details) [See all activities in Windsor](https://expedia.ca/things-to-do/search?rid=944712537673428992) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.