Winkler Holidays from AU$687

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Your Winkler Holiday

Your next big journey is calling your name with a holiday package to Winkler. Fun, food and nothing but great times — you're sure to find it in this neighbourhood. Kick off your trip to Winkler by checking out nearby attractions such as Edison and Ford Winter Estates, Imaginarium Hands - On Museum and Edison Mall. No matter what your dream Winkler holiday looks like, you can make it a reality with Expedia.

Top Holiday Package Deals in Winkler

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Lehigh Acres Fort Myers

Quality Inn & Suites Lehigh Acres Fort Myers

AU$687
per person
19 Nov - 24 Nov
found 19 hours ago
Return direct flight included
Toronto (YTO) to Fort Myers (RSW)
8.4/10 Very good! (1,496 reviews)
There were roaches in our room. Also, the room I booked was not the room I got. I booked an accessible room for my mother in law, and once I got to the property I was told my room was unavailable.

Reviewed on 15 Oct 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

AU$836
per person
19 Nov - 24 Nov
found 19 hours ago
Return direct flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (3,419 reviews)
Beautiful location on the harbor! Highly recommend the harbor view room! There was an issue with my bill but after one phone call it was resolved! Will be back again!

Reviewed on 15 Oct 2026

The Bay Inn at Lani Kai

The Bay Inn at Lani Kai

AU$930
per person
19 Nov - 24 Nov
found 19 hours ago
Return direct flight included
Toronto (YTO) to Fort Myers (RSW)
7.8/10 Good! (519 reviews)
Expedia shows the property wrong when I go in there the little hotel was the one that I booked and you showed me the property’s by the beach..

Reviewed on 14 Oct 2026

Landing Apartments Fort Myers - Cape Coral

Landing Apartments Fort Myers - Cape Coral

The Forum
AU$1,014
per person
19 Nov - 24 Nov
found 19 hours ago
Return direct flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (9 reviews)
The room was not clean, pictures are accurate, pool and grounds were nice and the staff communicated effectively

Reviewed on 14 Oct 2026

Hampton Inn Fort Myers-Airport & I-75

Hampton Inn Fort Myers-Airport & I-75

Daniels Corridor
AU$786
per person
19 Nov - 24 Nov
found 19 hours ago
Return direct flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Staff was great. Room was clean. Breakfast was average.

Reviewed on 14 Oct 2026

Our guide on where to stay in Winkler

Find the best Winkler areas and neighborhoods for the activities you enjoy most. Learn more about Winkler
An aerial view of a coastal area with a bridge connecting two land masses, a beach, and a clear blue sky.

Iona

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

A beach at sunset with the sun reflecting on the water, palm trees, and a clear sky.

Villas

1 out of top 10 points of interest in this area

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.

A bridge over water with a clear sky.

Punta Rassa

1 out of top 10 points of interest in this area

Punta Rassa is a destination visitors seek out for its 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 neighbourhood.

A pier extending into the water with two gazebos at the end, under a sunset sky.

South Fort Myers

If you're spending some time in South Fort Myers, Estero Bay Preserve State Park and Castle Golf are top sights worth seeing.

A pier extending into the water with two gazebos at the end, under a sunset sky.

Daniels Corridor

2 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.

Our pick of the best Winkler Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
AU$329
18 Oct - 19 Oct
includes taxes & fees
Margaritaville Beach Resort Fort Myers
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
AU$407
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"I love everything about this hotel"

Reviewed on 13 Oct 2026

Marriott Sanibel Harbour Resort & Spa
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

1051 5th St Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
AU$214
18 Oct - 19 Oct
includes taxes & fees
8.6/10 Excellent! (1,822 reviews)
"You can tell it’s starting to show wear. The location and place itself is great. The on-site restaurant was good. Staff were helpful"

Reviewed on 15 Oct 2026

The Lighthouse Resort Inn & Suites
See all 15,478 properties in Winkler
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.

Frequently asked questions

How much does a Winkler holiday package cost?
Maybe less than you imagined — from a tempting AU$687, as a matter of fact! By bundling flights, hotels and car rentals into your own custom-made package, your trip to Winkler is only clicks away.
How do I get a cheap travel package to Winkler?
You'll save a pile of money if you combine your flights, hotels and car rentals into a Winkler travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 air carriers and 1 000 000 hotels globally, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Winkler?
Take the hassle out of sightseeing by staying in a hotel within walking distance of Winkler's main attractions. Edison and Ford Winter Estates and Manatee Park are two traveller favourites.
What are the top hotels in Winkler?
Get your trip off to a great start by locking in a room at Budget Inn - Ft Myers. It's one of most sought-after hotels in Winkler. Another option is Super 8 by Wyndham Fort Myers.
How far in advance should I book my Winkler holiday?
To land cheap prices, book ASAP. Airlines usually advertise flight tickets, along with some of the lowest fares, up to a year in advance. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in Winkler, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Winkler travel package include?
You can choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add experiences and tours. Want to pick your airfare class? That's also easy to do. The choice is all yours when it comes to planning your perfect Winkler escape.
What should I know before booking a Winkler travel package?
So many places to travel to, so many things to see. With a package, you can check more of them off your list. Combine your flights, hotels and rental cars and score big savings.
Can I choose my airline with a Winkler Expedia holiday package?
Yes, you can. Expedia has access to more than 550 partner airlines all over the world, so go with the carrier that matches your needs.
If I'm not able to travel, can I cancel my Winkler holiday package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Winkler holiday package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, browse our Customer Service Portal for more information.

Stay near popular Winkler attractions

Edison Mall

8.2/10 (382 reviews)
You can enjoy retail therapy at Edison Mall during your trip to Fort Myers. Attend a baseball game or discover the beautiful sunsets in this family-friendly area.
See properties

Activities

Fort Myers: Guided Standup Paddleboarding or Kayaking Tour

Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour

AU$101
per adult
90% of travellers recommend
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
Haunted History of Fort Myers Walking Tour

Haunted History of Fort Myers Walking Tour

AU$42
per adult
74% of travellers recommend
Haunted History of Fort Myers Walking Tour
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

AU$17
per adult
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention
See all activities in Fort Myers
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.