Title: Winkler Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $912 Expedia.ca

[Hotels in Winkler](https://expedia.ca/Winkler-Fort-Myers-Hotels.0-n553248635976481430-0.Travel-Guide-Filter-Hotels)[Flights to Fort Myers](https://expedia.ca/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights)[Things to do in Fort Myers](https://expedia.ca/Things-To-Do-In-Fort-Myers.d602729.Travel-Guide-Activities)[Winkler Car Rentals](https://expedia.ca/Car-Rentals-In-Winkler.d553248635976481430.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6127993/fbc3d24a-d761-40eb-a3cc-51d2de3d6471.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Winkler 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 Winkler

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

![Edison Beach House](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/4986db29_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Edison Beach House

CA $912

per person

May 23 - May 27

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.4/10 Exceptional! (1,672 reviews)

This place sits right on the beach. It is a older place but very well taken care of. The staff will make you feel like family.

Reviewed on Mar 31, 2026

![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel Naples

CA $1,042

per person

May 6 - May 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9.6/10 Exceptional! (725 reviews)

This hotel is a refreshing experience for a traveler.

Reviewed on Apr 1, 2026

![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/78d7ce83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Matanzas Inn Bayside Resort and Marina

CA $995

per person

Jun 22 - Jun 29

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.4/10 Exceptional! (1,021 reviews)

This is a wonderful Inn in a great location with wonderful staff.

Reviewed on Apr 2, 2026

![Poolside 2BR/2.5BA Near Downtown Fort Myers](https://images.trvl-media.com/lodging/125000000/124370000/124368300/124368241/w1284h951x0y0-f1e7dda1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Poolside 2BR/2.5BA Near Downtown Fort Myers

CA $1,083

per person

Jun 22 - Jun 29

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

No reviews

![Hampton Inn & Suites Fort Myers-Estero/FGCU](https://images.trvl-media.com/lodging/2000000/1600000/1590500/1590452/d1a0920c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hampton Inn & Suites Fort Myers-Estero/FGCU

CA $1,177

per person

Jun 22 - Jun 29

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.2/10 Wonderful! (1,008 reviews)

Breakfast was basic waffles, eggs, meat & potato options - decent. A/C was loud. Hotel has 5 floors and the only working ice machine was on the 1st floor - located at the end of the building next to maintenance room that was always open, was awkward while they sat there. Considering I could’ve booked the Trianon which is much more upscale for the same price - I would recommend you weigh your options a before booking here.

Reviewed on Mar 31, 2026

## Where to stay in Winkler

Find the best Winkler areas and neighborhoods for the activities you enjoy most. [Learn more about Winkler](https://expedia.ca/Fort-Myers-Winkler.dx553248635976481430)

![Aerial view of the road bridge between Captiva Island and Sanibel Island in Lee County, Florida, United States](https://images.trvl-media.com/place/553248635976387020/7c957d56-0108-4a22-a1e5-a8ce57c0ea34.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Iona

 While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center. 

[Find hotel + flight trips in Iona](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Iona&DestID=553248635976387020&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Punta Rassa](https://images.trvl-media.com/place/6177558/0413dddd-8351-40f1-883f-eafd60f4e2bd.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Punta Rassa

2 out of top 10 points of interest in this area

 Punta Rassa is a destination visitors seek out for is beaches, abundant dining options, and waterfront views. You might want to check out attractions like Sanibel Harbour or Sanibel Harbour Beach while you're exploring the neighborhood. 

[Find hotel + flight trips in Punta Rassa](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Punta%20Rassa&DestID=6177558&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![South Fort Myers](https://images.trvl-media.com/place/602729/2d36a681-67ea-4535-bfae-e9bf6b77fe08.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### South Fort Myers

 While visiting South Fort Myers, you might make a stop by sights like Estero Bay Preserve State Park and Castle Golf. 

[Find hotel + flight trips in South Fort Myers](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20Fort%20Myers&DestID=894118002916675584&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Villas](https://images.trvl-media.com/place/6296135/25e9e7ee-1383-4e66-9dca-af14a5d65ffa.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Villas

1 out of top 10 points of interest in this area

4/5(5 area reviews)

 The beaches and abundant dining options are top of the list for many visitors to Villas. A stop by Bell Tower Shops or Regal Belltower might round out your trip. 

[Find hotel + flight trips in Villas](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Villas&DestID=553248628384480340&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Daniels Corridor](https://images.trvl-media.com/place/6065691/fc3906c0-9b2c-4368-bce8-11856ca032b4.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Daniels Corridor

3 out of top 10 points of interest in this area

 While visiting Daniels Corridor, you might make a stop by sights like Six Mile Cypress Slough Preserve and Lee Health Sports Complex. 

[Find hotel + flight trips in Daniels Corridor](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Daniels%20Corridor&DestID=893792298559709184&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Winkler Hotel Deals

![Holiday Inn Express Cape Coral-Fort Myers Area by IHG](https://images.trvl-media.com/lodging/1000000/30000/26900/26860/42ce38d8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

1538 Cape Coral Pkwy E Cape Coral FL

Fully refundable

CA $149

CA $166 total

Apr 26 - Apr 27

includes taxes & fees

9.2/10 Wonderful! (1,361 reviews)

Everything is perfect

Reviewed on Apr 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=26860&PinnedHotelID=26860&HadPinnedHotel=true&regionId=553248635976481430)

![Margaritaville Beach Resort Fort Myers ](https://images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/09777b0c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach Resort Fort Myers 

251 Crescent Street Fort Myers Beach FL

CA $367

CA $479 total

Apr 28 - Apr 29

includes taxes & fees

9/10 Wonderful! (1,982 reviews)

Absolutely wonderful stay! Wonderful service and amenities.

Reviewed on Mar 31, 2026

[](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=95126992&PinnedHotelID=95126992&HadPinnedHotel=true&regionId=553248635976481430)

![Sanibel Island Beach Resort](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/f97bdde8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL

Fully refundableReserve now, pay when you stay

CA $344

CA $419 total

May 4 - May 5

includes taxes & fees

9.2/10 Wonderful! (1,746 reviews)

The Sanibel Island Beach Resort was much nicer than I had expected. Room (king with separate living area) was very spacious and excellently decorated. Love that beach chairs and towels are included! Pool area is very nice and had a great experience at all 3 dining areas. Would definitely stay here ...

Reviewed on Apr 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=04%2F05%2F2026&endDate=05%2F05%2F2026&selected=17298818&PinnedHotelID=17298818&HadPinnedHotel=true&regionId=553248635976481430)

[See all 15,297 properties in Winkler](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026&regionId=553248635976481430)

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)

## Frequently asked questions

### How much does a Winkler vacation package cost?

### How do I get a cheap travel package to Winkler?

### Where should I stay in Winkler?

### What are the top hotels in Winkler?

### How far in advance should I book my Winkler vacation?

### What does an Expedia Winkler travel package include?

### What should I know before booking a Winkler travel package?

### Can I choose my airline with a Winkler Expedia vacation package?

### If I'm not able to travel, can I cancel my Winkler vacation package?

### Discover the most popular places to visit in Winkler

![Edison Mall](https://images.trvl-media.com/place/6127993/fbc3d24a-d761-40eb-a3cc-51d2de3d6471.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Edison Mall

You can enjoy retail therapy at Edison Mall during your visit to Fort Myers. Attend a baseball game or discover the beautiful sunsets in this family-friendly area. 

[](https://expedia.ca/Edison-Mall-Winkler.d6127993.Vacation-Attraction)

![Edison and Ford Winter Estates](https://images.trvl-media.com/place/6065699/cb827c6e-9cc4-4121-99c8-8823e1ec019a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Edison and Ford Winter Estates

 Explore the winter estates of two of the most famous men in American history. Tour their houses and gardens and learn more about their lives in the museum.

[](https://expedia.ca/Edison-And-Ford-Winter-Estates-Fort-Myers.d6065699.Vacation-Attraction)

![Barbara B Mann Hall](https://images.trvl-media.com/place/6127987/74872c7b-0d93-40c7-82f5-fcf386be5d42.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Barbara B Mann Hall

You can get tickets for a performance at Barbara B Mann Hall on your trip to Fort Myers. Stroll along the beautiful beaches or discover the beautiful sunsets in this family-friendly area. 

[](https://expedia.ca/Barbara-B-Mann-Hall-Cypress-Lake.d6127987.Vacation-Attraction)

### Things to do

![Marco Island: 10,000 Islands Shelling Boat Tour](https://mediaim.expedia.com/localexpert/4543608/25622f40-41be-4e23-abf9-56d25be94fc9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Marco Island: 10,000 Islands Shelling Boat Tour

CA $137

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/marco-island-10.a4543608.activity-details)

![Historic Walking Tour of Fort Myers](https://mediaim.expedia.com/localexpert/695633/2418783c-3df6-4cbb-8025-d5362f92e84d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Historic Walking Tour of Fort Myers

CA $41

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/historic-walking-tour-of-fort-myers.a695633.activity-details)

![Fort Myers: Guided Standup Paddleboarding or Kayaking Tour](https://mediaim.expedia.com/localexpert/48287105/b1c46bf9-2924-4a63-81a9-7750d01ca1c5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour

CA $88

per adult

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/fort-myers-dolphin-manatee-kayak-or-paddleboard-tour.a48287105.activity-details)

[See all activities in Fort Myers](https://expedia.ca/things-to-do/search?rid=553248635976481430)

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