Title: Winter Garden Vacation Packages & Trips 2026 from CA $684 | Expedia.ca

[Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)

![](https://images.trvl-media.com/place/7898/469dd35d-2010-4676-b2ee-5f905be8b813.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Winter Garden 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 Winter Garden Vacation

Come and discover this interesting city for yourself with a Winter Garden vacation package. Consider basing yourself in the neighborhood of Lake Buena Vista North, which is great for shopping and dining, and your time here will be nothing short of unforgettable. Like to start exploring your surroundings? [West Orange Trail](https://www.expedia.ca/West-Orange-Trail-Winter-Garden.d553248621532653939.Vacation-Attraction), [Winter Garden Art Association](https://www.expedia.ca/Winter-Garden-Art-Association-Winter-Garden.d553248621561885336.Vacation-Attraction) and [Winter Garden Heritage Museum](https://www.expedia.ca/Winter-Garden-Heritage-Museum-Winter-Garden.d553248621532653938.Vacation-Attraction) are among the leading places to visit during a trip to Winter Garden. Whoever you're heading away with and whatever your budget, your ultimate Winter Garden vacation is just clicks away with Expedia.

## Top Winter Garden Vacation Deals

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

![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/0a149867_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Towers Resort

CA $684

per person

Jun 6 - Jun 13

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8.6/10 Excellent! (1,004 reviews)

Will stay again. So close to the parks and very clean.

Reviewed on Apr 3, 2026

![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Vacation Villas Resort

CA $892

per person

May 7 - May 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Orlando (MCO)

8/10 Very Good! (1,820 reviews)

Huge resort, love it. Outstanding landscaping.

Reviewed on Apr 4, 2026

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Town Center Resort

CA $707

per person

Jun 6 - Jun 13

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8/10 Very Good! (1,510 reviews)

Staff , family friendly

Reviewed on Apr 4, 2026

![Westgate Blue Tree Resort in Lake Buena Vista](https://images.trvl-media.com/lodging/1000000/200000/191000/190971/b8eca031_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Blue Tree Resort in Lake Buena Vista

CA $796

per person

Jun 6 - Jun 13

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8.6/10 Excellent! (1,005 reviews)

Its always a pleasure to stay at Westgate Bluetree! Clean rooms and property, friendly staff and very conveniently located near dusney, outlets, grocery stores and more!!

Reviewed on Apr 1, 2026

![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Lakes Resort & Spa Universal Studios Area

CA $1,079

per person

May 4 - May 11

found 16 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Orlando (MCO)

8.4/10 Very Good! (6,071 reviews)

Charging ports didn’t work and burned out my wire. Phone didn’t work. 1 small bar of soap for 2 people for 4 days. House cleaning at a charge unless it’s over a week stay … room is very basic. Not complaining tho on that since it did include a fridge and microwave and cutlery!

Reviewed on Apr 4, 2026

## Where to stay in Winter Garden

Find the best Winter Garden areas and neighborhoods for the activities you enjoy most. [Learn more about Winter Garden](https://expedia.ca/Winter-Garden.dx7898)

![Oakland](https://images.trvl-media.com/place/6360404/d013c781-9bde-4c95-8530-be7e0380ccba.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Oakland

 When in Oakland, you can plan a visit to Bella Collina Golf Club and West Orange Trail, some noteworthy sights in the nearby area. 

[Find hotel + flight trips in Oakland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Oakland&DestID=6360404&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![March 25, 2023, Winter Garden,  FL:  The West Orange bicycle trail through Winter Garden, Florida](https://images.trvl-media.com/place/944538218785796096/91cceb08-bb0f-4c59-80cf-9c6369c42839.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Winter Garden

2 out of top 10 points of interest in this area

 While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum. 

[Find hotel + flight trips in Downtown Winter Garden](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Winter%20Garden&DestID=944538218785796096&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Panoramic view of Lake Apopka and nature Florida.](https://images.trvl-media.com/place/6360403/5cbd79a8-2e61-4cef-8769-e792f96b305a.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Killarney

 If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail. 

[Find hotel + flight trips in Killarney](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Killarney&DestID=6360403&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Ready to book your vacation to Winter Garden?

Choose your dates

## Winter Garden Hotel Deals

![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

Fully refundableReserve now, pay when you stay

CA $225

CA $330 total

May 5 - May 6

includes taxes & fees

8/10 Very Good! (9,387 reviews)

Nice pools, fun lazy river & water slides. Very pricey drinks. Tip is automatically added. Check in was not good. We requested a quiet room with a nice view and got neither. Housekeeping is only upon request, including toilet paper etc. Very dated patio furniture. Nice staff.

Reviewed on Apr 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F05%2F2026&endDate=06%2F05%2F2026&selected=4691657&PinnedHotelID=4691657&HadPinnedHotel=true&regionId=7898)

![Home2 Suites by Hilton Orlando at Flamingo Crossings](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Home2 Suites by Hilton Orlando at Flamingo Crossings

341 Flagler Ave Winter Garden FL

Fully refundableReserve now, pay when you stay

CA $148

CA $166 total

Apr 28 - Apr 29

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=58072517&PinnedHotelID=58072517&HadPinnedHotel=true&regionId=7898)

![Homewood Suites by Hilton Orlando at Flamingo Crossings](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/7ee78a7c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Homewood Suites by Hilton Orlando at Flamingo Crossings

411 Flagler Ave Winter Garden FL

Fully refundableReserve now, pay when you stay

CA $170

CA $192 total

Apr 29 - Apr 30

includes taxes & fees

9.4/10 Exceptional! (2,323 reviews)

Execelente hotel, excelente ubicacion lo recomiendo al 100 👌

Reviewed on Apr 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F04%2F2026&endDate=30%2F04%2F2026&selected=58998470&PinnedHotelID=58998470&HadPinnedHotel=true&regionId=7898)

[See all 54,591 properties in Winter Garden](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&regionId=7898)

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 Winter Garden

#### Flamingo Crossings Town Center

You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this family-friendly area. 

[](https://expedia.ca/Flamingo-Crossings-Town-Center-Bay-Lake.d863361053793378304.Vacation-Attraction)

#### Surfari Water Park

4.5/5(50 reviews)

Enjoy a fun-filled day at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area. 

[](https://expedia.ca/Surfari-Water-Park-Orlando.d553248635975177890.Vacation-Attraction)

#### Central Florida Railroad Museum

You can study the exhibits at Central Florida Railroad Museum, a museum with a story of its own, during your travels to Winter Garden. Amble around this family-friendly area's lakeside, or seek out the adventure tours. 

[](https://expedia.ca/Central-Florida-Railroad-Museum-Downtown-Winter-Garden.d553248621561885339.Vacation-Attraction)

### What to do in Winter Garden

![LEGOLAND® Florida Tickets](https://mediaim.expedia.com/localexpert/181157/60ed688e-5b2f-40df-80f4-7ffb770fb5fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### LEGOLAND® Florida Tickets

CA $53

per traveller

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/legoland-florida-tickets.a181157.activity-details)

![Universal Orlando Resort Theme Park Tickets](https://mediaim.expedia.com/localexpert/449578/3ce3e4e3-5018-4b7a-ab07-3e2db7dade63.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Universal Orlando Resort Theme Park Tickets (US & Canada)

CA $282

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/universal-orlando-resort-theme-park-tickets-us-canada.a449578.activity-details)

![Aquatica Orlando](https://mediaim.expedia.com/localexpert/407892/33b09fce-abbf-446b-bce5-738d4c15128d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Aquatica Orlando

CA $72

per traveller

**84%** of travellers recommend

[](https://expedia.ca/things-to-do/aquatica-orlando.a407892.activity-details)

[See all activities in Winter Garden](https://expedia.ca/things-to-do/search?rid=7898)

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- [Flights from Ocoee ](https://www.expedia.ca/lp/flights/9239/flights-from-ocoee)
- [Flights from Toronto (YYZ) to Orlando (MCO) ](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando)

- [Apopka Vacations ](https://www.expedia.ca/Apopka.d6432.Destination-Travel-Guides)
- [Beachcomber Beach ](https://www.expedia.ca/Beachcomber-Beach-Bay-Lake.d553248635983988977.Vacation-Attraction)
- [Bella Collina Golf Club ](https://www.expedia.ca/Bella-Collina-Golf-Club-Montverde.d6238991.Vacation-Attraction)
- [Coco Key Water Resort ](https://www.expedia.ca/CoCo-Key-Water-Resort-Orlando.d553248621532654221.Vacation-Attraction)
- [Congo River Golf - Orlando I-Drive ](https://www.expedia.ca/Congo-River-Golf-Orlando-I-Drive-Florida-Center.d6239560.Vacation-Attraction)
- [Exotic Car Gallery ](https://www.expedia.ca/Exotic-Car-Gallery-Millenia.d553248621532654259.Vacation-Attraction)
- [Florida Center Vacations ](https://www.expedia.ca/Florida-Center.d553248635976479235.Destination-Travel-Guides)
- [Forest Lake Golf Club ](https://www.expedia.ca/Forest-Lake-Golf-Club-Ocoee.d553248621532654264.Vacation-Attraction)
- [Ifly Orlando ](https://www.expedia.ca/IFly-Orlando-Florida-Center.d553248621532654231.Vacation-Attraction)
- [Isleworth Golf and Country Club ](https://www.expedia.ca/Isleworth-Golf-And-Country-Club-Orlando.d6091123.Vacation-Attraction)
- [Lake Butler ](https://www.expedia.ca/Lake-Butler-Florida.d6361045.Vacation-Attraction)
- [Madame Tussauds ](https://www.expedia.ca/Madame-Tussauds-Orlando.d553248633975565965.Vacation-Attraction)
- [Magic Kingdom® Park ](https://www.expedia.ca/Magic-Kingdom-Park-Bay-Lake.d6123797.Vacation-Attraction)
- [Mall at Millenia ](https://www.expedia.ca/Mall-At-Millenia-Millenia.d6068697.Vacation-Attraction)
- [Metrowest Golf Club ](https://www.expedia.ca/MetroWest-Golf-Club-Metro-West.d6151765.Vacation-Attraction)
- [National Training Center ](https://www.expedia.ca/National-Training-Center-Clermont.d6129706.Vacation-Attraction)
- [North Lane Plaza Shopping Center ](https://www.expedia.ca/North-Lane-Plaza-Shopping-Center-Pine-Hills.d553248621563220183.Vacation-Attraction)
- [Ocoee Vacations ](https://www.expedia.ca/Ocoee.d9239.Destination-Travel-Guides)
- [Orlando International Premium Outlets ](https://www.expedia.ca/Orlando-International-Premium-Outlets-Florida-Center.d6154309.Vacation-Attraction)
- [Orlando Vacations ](https://www.expedia.ca/Orlando.d178294.Destination-Travel-Guides)
- [Visit Paradise Heights ](https://www.expedia.ca/Paradise-Heights.dx553248635975850788)
- [Ripley's Believe It or Not ](https://www.expedia.ca/Ripleys-Believe-It-Or-Not-Orlando.d6069337.Vacation-Attraction)
- [Rosewood Plaza Shopping Center ](https://www.expedia.ca/Rosewood-Plaza-Shopping-Center-Rosemont.d553248621558036306.Vacation-Attraction)
- [Sea LIFE Orlando Aquarium ](https://www.expedia.ca/SEA-LIFE-Orlando-Aquarium-Orlando.d553248633975565902.Vacation-Attraction)
- [The Wizarding World of Harry PotterTM ](https://www.expedia.ca/The-Wizarding-World-Of-Harry-PotterTM-Florida-Center.d6277909.Vacation-Attraction)
- [Universal CityWalk ](https://www.expedia.ca/Universal-CityWalk-Florida-Center.d6154318.Vacation-Attraction)
- [Universal Orlando Resort ](https://www.expedia.ca/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction)
- [Universal Studios Florida ](https://www.expedia.ca/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction)
- [Universal’s Islands of Adventure ](https://www.expedia.ca/Universals-Islands-Of-Adventure-Florida-Center.d6068693.Vacation-Attraction)
- [Universal’s Volcano Bay ](https://www.expedia.ca/Universals-Volcano-Bay-Florida-Center.d553248633507645899.Vacation-Attraction)
- [Walt Disney World® Resort ](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)

- [Car rental Ocoee ](https://www.expedia.ca/Car-Rentals-In-Ocoee.d9239.Car-Rental-Guide)
- [Rental cars Orlando Intl. airport ](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide)
- [Car rentals near Orlando ](https://www.expedia.ca/Car-Rentals-In-Orlando.d178294.Car-Rental-Guide)
- [Enterprise Rental Cars in Ocoee ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Ocoee.d9239-c15.Car-Rental-Guide-Suppliers)

- [Ocoee Vacation Rentals ](https://www.expedia.ca/Ocoee-Vacation-Rentals.d9239.Travel-Guide-VacationRentals)
- [Windermere Vacation Rentals ](https://www.expedia.ca/Windermere-Vacation-Rentals.d6085091.Travel-Guide-VacationRentals)

- [Things to do in Orlando ](https://www.expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)
- [Things to do in Windermere ](https://www.expedia.ca/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities)

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

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