Title: Roseland Vacation Packages & Trips 2025 from CA $1,056 | Expedia.ca

  

[Roseland Travel Guide](https://expedia.ca/Windsor-Roseland.dx911360031342297088)[Hotels in Roseland](https://expedia.ca/Roseland-Windsor-Hotels.0-n911360031342297088-0.Travel-Guide-Filter-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)[Roseland Car Rentals](https://expedia.ca/Car-Rentals-In-Roseland.d911360031342297088.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)

# Roseland 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 Roseland

Price found within the past 48 hours. Click for updated prices.

![Nicklin House](https://images.trvl-media.com/lodging/49000000/48230000/48225800/48225738/ac065fb6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Nicklin House

CA $773

per person

Nov 27 - Nov 30

found 3 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Windsor (YQG)

9.2/10 Wonderful! (90 reviews)

Very welcoming host. Our accommodations were very clean and comfortable. Would visit again

Reviewed on Oct 23, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-11-30/?FromAirport=YYC&Destination=YQG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=48225738&paandie=true&dealMarker=b5Rmr9oGiJhu0yk42p0cccm_NGmq58ungvHoDYNlvMeqpsL_PVyVx9HZoUy9v4Mt)

![Hotel STRY](https://images.trvl-media.com/lodging/111000000/110010000/110004700/110004645/9e044213_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel STRY

CA $994

per person

Nov 27 - Nov 30

found 3 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Windsor (YQG)

9.8/10 Exceptional! (20 reviews)

Absoultely enjoyed our stay. Sucess is always based on attention to details, in any business, and every detail here is well thought out. Look forward to many more visits.

Reviewed on Oct 10, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-11-30/?FromAirport=YYC&Destination=YQG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=110004645&paandie=true&dealMarker=T6hSF7Sd9NppKCqD2qYjnd2cdHLo3TyGG0X-KSiUZO_o7z617BXHI7rg4vMZek_g)

![Parkside Flat #5 - Seacliff Beach Suites](https://images.trvl-media.com/lodging/105000000/104200000/104193100/104193053/3cdbfbcd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Parkside Flat #5 - Seacliff Beach Suites

CA $932

per person

Nov 27 - Nov 30

found 3 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Windsor (YQG)

10/10 Exceptional! (3 reviews)

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-11-30/?FromAirport=YYC&Destination=YQG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104193053&paandie=true&dealMarker=T6hSF7Sd9NppKCqD2qYjnd2cdHLo3TyGG0X-KSiUZO84E66gZEiw-YFmMKJmVPMb)

![Dream BNB Estate Inn and Retreat House](https://images.trvl-media.com/lodging/96000000/96000000/95995200/95995136/ee81656e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Dream BNB Estate Inn and Retreat House

CA $899

per person

Nov 27 - Nov 30

found 3 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Windsor (YQG)

9.4/10 Exceptional! (115 reviews)

Considering it's advertised as B&B, there was no host to greet you neither there's any breakfast; just some frozen bread, some yogurt, and 2 boxes of juices in the fridge. Coffee was really bad/weak, even though it was kurig - very weak. Drinking water ran out also second day. Getting hot water in shower took ages and that too was barely warm. On a positive note, very clean property and convenient location. Really liked the front porch, where I sat, had my cigar, and relaxed.

Reviewed on Oct 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-11-30/?FromAirport=YYC&Destination=YQG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95995136&paandie=true&dealMarker=T6hSF7Sd9NppKCqD2qYjnd2cdHLo3TyGG0X-KSiUZO-o9sMKWgGSwz7YZRXavJv_)

![Park Bungalow #4 - Seacliff Beach Suites](https://images.trvl-media.com/lodging/92000000/91200000/91196200/91196101/3d91f70e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Park Bungalow #4 - Seacliff Beach Suites

CA $1,000

per person

Nov 27 - Nov 30

found 3 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Windsor (YQG)

9.6/10 Exceptional! (14 reviews)

The property is super clean. Walking distance to the parks. Gas stations, groceries shopping are all closed by.

Reviewed on Jul 28, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-11-30/?FromAirport=YYC&Destination=YQG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=91196101&paandie=true&dealMarker=T6hSF7Sd9NppKCqD2qYjnd2cdHLo3TyGG0X-KSiUZO9zGGPmjmhkssYVlozMbscz)

## Where to stay in Roseland

Find the best Roseland areas and neighborhoods for the activities you enjoy most. [Learn more about Roseland](https://expedia.ca/Windsor-Roseland.dx911360031342297088)

![Windsor showing signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/82000/82105-Windsor.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Windsor

4 out of top 10 points of interest in this area

If you're spending some time in Downtown Windsor, Detroit Windsor Tunnel and Chrysler Theatre are top sights worth seeing.

[Find hotel + flight trips in Downtown Windsor](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Windsor&DestID=944712537673428992&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/534000/534184-walkerville.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)

![Windsor showing signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/82000/82105-Windsor.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)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/534000/534312-bridgeview.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)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.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)

## Roseland Hotel Deals

![Cozy comfort lower level unit](https://images.trvl-media.com/lodging/93000000/92480000/92475400/92475387/a7e95192_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cozy comfort lower level unit

Windsor

CA $75

CA $162 total

Nov 3 - Nov 4

includes taxes & fees

9.8/10 Exceptional! (8 reviews)

Very nice lady quick to respond to needs, however lighting in bathroom needs updating as well as pots were limited for cooking and only half the burners worked. The range fan was broken too. I dodnt like parking on the street and was often difficult to find a spot as residents took up the oarking ...

Reviewed on Jul 30, 2025

[](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%2F2025&selected=92475387&PinnedHotelID=92475387&HadPinnedHotel=true&regionId=911360031342297088)

![Luxury getaway with pool and hot tub - family retreat ](https://images.trvl-media.com/lodging/97000000/96670000/96662700/96662659/95824c9e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Luxury getaway with pool and hot tub - family retreat

Windsor

CA $225

CA $742 total

Nov 2 - Nov 3

includes taxes & fees

You share the backyard in pool, no good

The place itself is nice, but if you're going to rent this beware, you share the pool in the backyard with the people she rents out to downstairs, which is not listed on the first page. It's listed under the 60th amenity. You are also being watch twenty 47.They don't take the eyes off their ...

Reviewed on Aug 28, 2024

[](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=96662659&PinnedHotelID=96662659&HadPinnedHotel=true&regionId=911360031342297088)

![Residence & Conference Centre - Windsor](https://images.trvl-media.com/lodging/2000000/1350000/1349700/1349623/cbd11542_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Residence & Conference Centre - Windsor

3995 Geraedts Drive, Windsor, ON

8/10 Very Good! (400 reviews)

Good value. Welcoming.

Reviewed on Sep 1, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=1349623&PinnedHotelID=1349623&HadPinnedHotel=true&regionId=911360031342297088)

[](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=1349623&PinnedHotelID=1349623&HadPinnedHotel=true&regionId=911360031342297088)

[See all 350 properties in Roseland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&regionId=911360031342297088)

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 Roseland

![Caesars Casino](https://mediaim.expedia.com/destination/2/c325089080521a14531d66205a5f4b75.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 vibrant area.

[](https://expedia.ca/Caesars-Casino-City-Centre.d553248621532864684.Vacation-Attraction)

![Ambassador Bridge](https://mediaim.expedia.com/destination/1/f2eddb73523baaf8b88c68eb384f4825.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ambassador Bridge

You can learn about the history of Windsor with a visit to Ambassador Bridge. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

[](https://expedia.ca/Ambassador-Bridge-Sandwich.d508304.Vacation-Attraction)

![Willistead Manor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/534000/534356-willistead-manor.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Willistead Manor

You can learn about the history of Windsor when you stop by Willistead Manor. Stroll along the riverfront or visit the casinos in this vibrant area.

[](https://expedia.ca/Willistead-Manor-Walkerville.d553248621532864682.Vacation-Attraction)

### Things to do

![Step into the shadows and discover the haunting tales of Motor City's past. ](https://mediaim.expedia.com/localexpert/46601422/7ef9c9bc-a62b-4440-a1a8-79e0df7fdcd3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour

CA $36

per adult

[](https://expedia.ca/things-to-do/macabre.a46601422.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)

![Desserts of Detroit Food Tour](https://mediaim.expedia.com/localexpert/49485688/8d4f57a0-c0c7-4942-ba81-53765633fc0e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Desserts of Detroit Food Tour

CA $165

per adult

[](https://expedia.ca/things-to-do/desserts-of-detroit-food-tour.a49485688.activity-details)

[See all activities in Windsor](https://expedia.ca/things-to-do/search?rid=911360031342297088)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.