Winifred Holidays

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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
A yellow golf cart on a paved road with palm trees and a body of water in the background.

Lake Sumter Landing

1 out of top 10 points of interest in this area

If you're spending some time in Lake Sumter Landing, The Villages Market Square and Lake Sumter are top sights worth seeing.

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 FL
10/10 Exceptional! (61 reviews)
"The house is beautiful. Beds comfortable and plenty of space for our needs. Very clean. Brad was always available to help with any questions and kept in touch before and during our stay. The area was welcoming and so many things to do... we didn't have enough time to do all the exploring around the ..."

Reviewed on 21 June 2026

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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
The price is NZ$187 per night from 8 July to 9 July
NZ$187
8 July - 9 July
includes taxes & fees
9.2/10 Wonderful! (1,434 reviews)
"Staff was very helpful and friendly hotel was clean and well maintained"

Reviewed on 2 July 2026

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
The price is NZ$199 per night from 8 July to 9 July
NZ$199
8 July - 9 July
includes taxes & fees
9.8/10 Exceptional! (1,245 reviews)
"Customer service was excellent. The hotel was remarkable. I recommend you select this beautiful and peaceful place to stay. My first time here and it met all of my expectations."

Reviewed on 4 July 2026

Brownwood Hotel & Spa
See all 2,256 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 holiday package cost?
Get set to book, because a getaway to Winifred starts from a tempting . 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

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

NZ$94
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.