Title: Winter Garden Vacation Packages & Trips 2026 from CA $593 | 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/7898/7f764596-9f01-406c-80eb-724285a48736.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.

![Flamingo Inn Beachfront](https://images.trvl-media.com/lodging/13000000/12700000/12693900/12693839/f7c93fa5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Flamingo Inn Beachfront

CA $593

per person

Feb 20 - Feb 27

found 2 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Orlando (MCO)

8.6/10 Excellent! (978 reviews)

Clean room and the staff was awesome very polite

Reviewed on Jan 19, 2026

![The Shores Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/15800/15752/b7ce5af2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shores Resort & Spa

CA $759

per person

Mar 22 - Mar 29

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

9/10 Wonderful! (1,681 reviews)

Amazing and quick check in and out

Reviewed on Jan 18, 2026

![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/bd08ea58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Towers Resort

CA $595

per person

Apr 5 - Apr 10

found 5 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Everything was good.

Reviewed on Jan 19, 2026

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Town Center Resort

CA $798

per person

Apr 7 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

8/10 Very Good! (1,367 reviews)

I always stay at Westgate Resort Town Center when I'm in Orlando. I use to be an owner. So much has been upgraded since I have been there in 2022\. I love the upgraded game room, Mexican restaurant and Sids. The rooms of course are always clean and tidy and customer service always top-tier

Reviewed on Jan 19, 2026

![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Lakes Resort & Spa Universal Studios Area

CA $716

per person

Apr 5 - Apr 10

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Orlando (MCO)

8.2/10 Very Good! (5,482 reviews)

I didn't use the pool

Reviewed on Jan 19, 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)

![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)

### 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)

![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)

### Downtown Winter Garden

1 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)

![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)

### Killarney

1 out of top 10 points of interest in this area

 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 $179

CA $279 total

Jan 20 - Jan 21

includes taxes & fees

8/10 Very Good! (8,938 reviews)

Loved our stay- rooms are clean and amazing space

Reviewed on Jan 15, 2026

[](https://expedia.ca/Hotel-Search?startDate=20%2F01%2F2026&endDate=21%2F01%2F2026&selected=4691657&PinnedHotelID=4691657&HadPinnedHotel=true&regionId=7898)

![Home2 Suites by Hilton Orlando at Flamingo Crossings](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d_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 $159

CA $178 total

Feb 3 - Feb 4

includes taxes & fees

9.2/10 Wonderful! (5,187 reviews)

Great

Reviewed on Jan 18, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F02%2F2026&endDate=04%2F02%2F2026&selected=58072517&PinnedHotelID=58072517&HadPinnedHotel=true&regionId=7898)

![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

631 FLAGLER AVE Winter Garden FL

Fully refundableReserve now, pay when you stay

CA $161

CA $182 total

Jan 28 - Jan 29

includes taxes & fees

9.4/10 Exceptional! (4,433 reviews)

Great staff, front desk and beds.

Reviewed on Jan 15, 2026

[](https://expedia.ca/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=61340843&PinnedHotelID=61340843&HadPinnedHotel=true&regionId=7898)

[See all 55,279 properties in Winter Garden](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=20%2F01%2F2026&endDate=21%2F01%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 walkable 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

![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 $73

per traveller

**84%** of travellers recommend

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

![WonderWorks All Access After Dark](https://mediaim.expedia.com/localexpert/887154/1fe1a6bb-2a2b-4a72-8592-dab72ffd3861.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### WonderWorks All Access After Dark

CA $38

per traveller

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/wonderworks-all-access-after-dark.a887154.activity-details)

![Orlando: 7-D Dark Ride Entry Ticket](https://mediaim.expedia.com/localexpert/45731783/ca757de2-59d9-443c-848e-c370b56bdaed.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Orlando: 7-D Dark Ride Entry Ticket

CA $17

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/orlando-7-d-dark-ride-entry-ticket.a45731783.activity-details)

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

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- [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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