Winifred Holidays from AU$1,559

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Your Winifred Holiday

Your next escape is just around the corner with a holiday package to Winifred. Entertainment, relaxation and nonstop great times — you're bound to find it in this neighbourhood. Not sure what to see and do during your trip to Winifred? Nearby attractions such as The Villages Market Square, Cane Garden Country Club and Glenview Champions Country Club are great places to start. Expedia can help you turn your dream Winifred holiday into reality, no matter your travel plans or budget.

Top Holiday Package Deals in Winifred

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

Seasons Florida Resort

2 out of 5
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (2,970 reviews)
Friendly staff. Great restaurant onsite. Room was just as pictured.

Reviewed on 22 Jul. 2025

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4 out of 5
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,567 reviews)
All the above wonderful, beautiful friendly place

Reviewed on 21 Jul. 2025

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4 out of 5
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.6/10 Excellent! (1,348 reviews)
Very good near everything

Reviewed on 20 Jul. 2025

Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,003 reviews)
The room had a bad smell like cat or dog The toilet was clogged. They switch to another room..smells like carpet cleaning.

Reviewed on 14 Jul. 2025

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

4 out of 5
per person
2 Sept - 9 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.6/10 Excellent! (1,009 reviews)
The property was clean and well-maintained. The staff were exceptional!

Reviewed on 22 Jul. 2025

Our guide on where to stay in Winifred

Find the best Winifred areas and neighborhoods for the activities you enjoy most. Learn more about Winifred
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Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing may not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Our pick of the best Winifred Hotel Deals

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

The Villages
10/10 Exceptional! (47 reviews)
"We had an amazing stay at this property! The spacious kitchen was perfect for our family meals, and we loved having the backyard for our dogs to play in. The added bonus of a golf cart made it easy to get around the area and explore. The guest passes were incredibly convenient, especially for accessing ..."

Reviewed on 12 Jul. 2025

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FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
9/10 Wonderful! (1,185 reviews)
"Really nice property, beautiful views."

Reviewed on 18 Jul. 2025

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The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd, Wildwood, FL
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,010 reviews)
"Beautiful Hotel and Spa!"

Reviewed on 19 Jul. 2025

Get rates
Brownwood Hotel & Spa
See all 2,042 properties in Winifred
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Winifred holiday package cost?
Get set to book, because a getaway to Winifred starts from a tempting AU$1,559. When you combine your hotels, flights and car rentals into a holiday package, you'll pick up the best prices.
How do I get a cheap travel package to Winifred?
If you love landing a bargain, bundle your bookings into a Winifred holiday package. Whether you need flights, hotels, day tours or rental cars, you can browse and book everything in one place. You'll have lots of choice at your fingertips as well. Expedia has more than 550 air carriers and 1 000 000 properties across the globe to take your pick of. Fly with who you want, find a room where you like and save a bundle — now that's the ideal holiday!
Where should I stay in Winifred?
With fascinating attractions such as The Villages Market Square and Cane Garden Country Club in this neighbourhood, try to find a hotel near either of them. Glenview Champions Country Club is another Winifred sight that draws in the crowds.
What are the top hotels in Winifred?
Whether you'll be staying for one or several nights in Winifred, you'll get a wonderful night's rest at Beautiful 2/2 Dog - Friendly Villa Conviently Located W. This option is a favourite with lots of travellers.
How far in advance should I book my Winifred holiday?
Browse Expedia to compare international flights as early as possible. You can usually purchase a ticket up to a year prior to departure. If you can't see your preferred carrier, or you're booking late, don't stress. Cheap tickets to Winifred sometimes occur within weeks of departure.
What does an Expedia Winifred travel package include?
That depends on what you're after. If you're travelling by yourself, you might decide to combine hotels and flights. Bringing the entire family to Winifred? A travel package that includes hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a Winifred travel package?
Whether it's adventure or relaxation you're craving, a Winifred holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Winifred Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're looking to fly to Winifred in first class or coach, simply pick from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Winifred holiday package?
You can. We get that life happens, so we're here to help if you have to make changes to your Winifred holiday package. It may be possible to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Activities

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

AU$84
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.