Winifred Vacations from ￥160,522

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The Latest Winifred Vacation Packages

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

The Delaney Hotel

3.5 out of 5
South Orange
per person
Sep 24 - Sep 29
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Excellent, loved the location and atmosphere, also the free parking was a nice bonus

Reviewed on Aug 10, 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.4/10 Exceptional! (252 reviews)
Conrad Hilton and Evermore Resort are a 5 star luxury vacation. Already planning to come back next year.

Reviewed on Aug 9, 2025

Paradiso 12bd Pool Summerkitchen Gameroom Cinema

Paradiso 12bd Pool Summerkitchen Gameroom Cinema

2 out of 5
International Drive District
per person
Sep 24 - Sep 29
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
No reviews
Amazing 11 Suites Paradisogrande

Amazing 11 Suites Paradisogrande

2 out of 5
per person
Sep 24 - Sep 29
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
No reviews

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
4.5/5(30 area reviews)

Though Lake Sumter Landing might 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

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! (48 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 Jul 12, 2025

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FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Sunny Home w/ Golf Cart in The Villages!

Sunny Home w/ Golf Cart in The Villages!

3 out of 5
The Villages
Wonderful 3 bedroom in the Villages
"The property was comfortable and spotless. The owner was available to answer any questions. I would stay here again in a minute. Thank you."

Reviewed on May 24, 2024

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Sunny Home w/ Golf Cart in The Villages!
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! (1,005 reviews)
"Great stay. Pool area was beautiful. Excellent staff. Beds were very comfortable and the sheets are so soft"

Reviewed on Aug 9, 2025

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Brownwood Hotel & Spa
See all 2,080 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.

Frequently asked questions

How much does a Winifred vacation package cost?
Get set to book, because a getaway to Winifred starts from a tempting ￥160,522. When you combine your hotels, flights and car rentals into a vacation 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 vacation 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 vacation!
Where should I stay in Winifred?
With fascinating attractions such as The Villages Market Square and Cane Garden Country Club in this neighborhood, 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 favorite with lots of travelers.
How far in advance should I book my Winifred vacation?
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 traveling 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 vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Winifred Expedia vacation package?
With a vacation 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 vacation package?
You can. We get that life happens, so we're here to help if you have to make changes to your Winifred vacation 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.

Discover the most popular places to visit in Winifred

The Villages Market Square

4.5/5(174 reviews)

You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

￥8,123
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.