Title: Book the Best International Drive District WINERY Hotels in 2026 | Expedia.ca

[International Drive District Travel Guide](https://expedia.ca/Orlando-International-Drive-District.dx6034244)[Vacation Rentals in Orlando](https://expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)[Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[International Drive District Car Rentals](https://expedia.ca/Car-Rentals-In-International-Drive-District.d6034244.Car-Rental-Guide)[International Drive District Vacations](https://expedia.ca/International-Drive-District.d6034244.Destination-Travel-Guides)

![Aquatica which includes signage, flowers and a water park](https://images.trvl-media.com/place/6128128/47f42b31-0b3b-4a0d-a986-c6ad3b852751.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6128128/47f42b31-0b3b-4a0d-a986-c6ad3b852751.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on International Drive District Winery Hotels

Tonight

[Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=6034244&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=6034244&startDate=2026-01-29&endDate=2026-01-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6034244&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6034244&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for International Drive District hotels with winery

![Restaurant](https://images.trvl-media.com/lodging/1000000/290000/281600/281522/b9a5f9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/290000/281600/281522/5ff401aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/290000/281600/281522/7ee5c17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281600/281522/7d2d1e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Orlando-International Drive/Convention Center

[](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Orlando-Intl-DriveConvention-Ctr.h281522.Hotel-Information)

International Drive District

8.4/10

Very good

(1,001 reviews)

"Great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Malik

CA $133

CA $149 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Orlando-Intl-DriveConvention-Ctr.h281522.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120090000/120088200/120088187/33f89d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/121000000/120090000/120088200/120088187/d5b1ef62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120088200/120088187/6ba93c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120090000/120088200/120088187/d17bb12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Retreat in the Heart of Orlando – Close to Theme Parks

[](https://www.expedia.ca/Orlando-Hotels-Vacation-Retreat-In-The-Heart-Of-Orlando-Close-To-Theme-Parks.h120088187.Hotel-Information)

International Drive District

CA $110

CA $267 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Orlando-Hotels-Vacation-Retreat-In-The-Heart-Of-Orlando-Close-To-Theme-Parks.h120088187.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/w3837h2557x0y0-c7800382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Non Smoking | Living area](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/91ca61e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites by Hilton Orlando at Flamingo Crossings

[](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information)

Bay Lake

9.2/10

Wonderful

(5,239 reviews)

"great place to stay nearest to all location ."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

VIMAL

CA $149

CA $168 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f518be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/6e38fd07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/07be24f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/cf14f0e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites By Hilton Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information)

Winter Garden

9.4/10

Exceptional

(383 reviews)

"The breakfast was great! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Claudia

CA $200

CA $224 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information)

![Design Room | Living area](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/747b8634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Room | Living area](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/12771d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Highchair](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/218ee3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/8addfbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tiny Cottage in The Springs

[](https://www.expedia.ca/Orlando-Hotels-The-Tiny-Cottage-In-The-Springs.h90211686.Hotel-Information)

Altamonte Springs

9.8/10

Exceptional

(26 reviews)

"I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anastasia

CA $205

CA $910 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Orlando-Hotels-The-Tiny-Cottage-In-The-Springs.h90211686.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/4f3d4b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/65f00f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/887878d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/c55d3a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764

[](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100462682.Hotel-Information)

Kissimmee

10/10

Exceptional

(4 reviews)

"The house was clean and well appointed. Good location for being close to Disney. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judith N.

CA $121

CA $307 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100462682.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/b5aeb802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/25aafbc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/3ed7040c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/dcad85d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family-Friendly Cottage Near Orlando’s Top Attractions

[](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Cottage-Near-Orlandos-Top-Attractions.h117622247.Hotel-Information)

Kissimmee

10/10

Exceptional

(1 review)

"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joyce R.

CA $122

CA $278 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Cottage-Near-Orlandos-Top-Attractions.h117622247.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/35bc8952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/c6f45bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/76ddd3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/a2b4b280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kid-Friendly, themed vacation home close to Disney/Universal

[](https://www.expedia.ca/Orlando-Hotels-Shake-It-Up-In-Margaritaville.h113696453.Hotel-Information)

Kissimmee

10/10

Exceptional

(7 reviews)

"Can’t say enough about how perfect this property is. Well stocked and extremely comfortable beds and pillows. Only thing I’ll say is the TV I couldn’t figure out how to use (user error I’m sure). Will certainly be back for another weekend getaway. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

[](https://www.expedia.ca/Orlando-Hotels-Shake-It-Up-In-Margaritaville.h113696453.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/ae67c445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/f0b582ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/21a7018d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/9e07e949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Cottage

[](https://www.expedia.ca/Orlando-Hotels-Downtown-Cottage.h110815947.Hotel-Information)

Colonialtown North

8.6/10

Excellent

(8 reviews)

"Clean perfect location for what we needed "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerred B.

CA $80

CA $231 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Orlando-Hotels-Downtown-Cottage.h110815947.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123050000/123040600/123040545/842938a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/124000000/123050000/123040600/123040545/53ecf4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/124000000/123050000/123040600/123040545/8eea1d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123050000/123040600/123040545/1a16bdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1 bedroom studio in Davenport near Disney

[](https://www.expedia.ca/Davenport-Hotels-Cozy-1-Bedroom-With-Kitchenette-Studio-In-Davenport-Near-Disney.h123040545.Hotel-Information)

Davenport

10/10

Exceptional

(2 reviews)

"What an adorable place!! Very cozy!! They thought of everything. I was there alone and felt very safe as they have cameras on 24 hours a day. The hosts are very timely in their response to any questions you may have. They even left wine and the most delicious sponge cake upon arrival. I will most definitely stay here again. I highly recommend. A!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leslie M.

CA $92

CA $168 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Davenport-Hotels-Cozy-1-Bedroom-With-Kitchenette-Studio-In-Davenport-Near-Disney.h123040545.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-11&endDate=2026-02-12&regionId=6034244&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

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