Winifred Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 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

Where to stay in Winifred

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

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

Top hotels in Winifred

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 ฿3,564 per night from 29 Jun to 30 Jun
฿3,564
฿3,813 total
29 Jun - 30 Jun
includes taxes & fees
9.8/10 Exceptional! (1,224 reviews)
"Beautiful property and so convenient to check out the villages!"

Reviewed on 22 Jun 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is ฿3,231 per night from 29 Jun to 30 Jun
฿3,231
฿3,457 total
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (1,429 reviews)
"Safe environment, stunning location , lovely people, helpful staff. Will definitely stay here again."

Reviewed on 21 Jun 2026

The Waterfront Inn
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
The price is ฿3,666 per night from 1 Jul to 2 Jul
฿3,666
฿3,922 total
1 Jul - 2 Jul
includes taxes & fees
9.6/10 Exceptional! (203 reviews)
"Todo está excelente lo que la limpieza hay que profundizar la doña del baño que es donde más Lus hay le falta sacudir un poco y limpiar bien los pelos , si la propiedad no se mantiene y es nueva cuando pasen 10 años no sirve para nada por lo demás todo bien"

Reviewed on 21 Jun 2026

Hotel Eastport
See all 2,241 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.

Popular places to visit

The Villages Market Square

You can browse for the perfect souvenirs at The Villages Market Square during your trip to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Things to do

Ocala: Gypsy Gold Horse Farm Horses & History Tour

Ocala: Gypsy Gold Horse Farm Horses & History Tour

฿1,643
per adult
Ocala: Gypsy Gold Horse Farm Horses & History Tour
Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

฿1,807
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.