Winifred Holidays from £751

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Your Winifred Holiday

Planning your next break just got a whole lot simpler with a holiday package to Winifred. Experience the very best this neighbourhood has to offer while making nice memories you'll remember for years. Can't wait to do some sightseeing during your trip to Winifred? Be sure to stop by nearby attractions such as The Villages Market Square, Cane Garden Country Club and Glenview Champions Country Club. Expedia will help you turn your dream Winifred holiday into reality, no matter your travel plans or budget.

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was £1,198, price is now £751 per person
£751
per person
13 Jun - 20 Jun
found 24 hours ago
Return flight included
London (LON) to Orlando (MCO)
8.2/10 Very Good! (1,554 reviews)
Clean room, lots of amenities, quick response when needed! Stress free check in

Reviewed on 10 Apr 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was £1,613, price is now £878 per person
£878
per person
21 May - 28 May
found 1 day ago
Return direct flight included
London (LGW) to Orlando (MCO)
8.8/10 Excellent! (1,233 reviews)
I enjoyed how comfortable my room was. Spacious and modern and clean. Thank you

Reviewed on 10 Apr 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was £1,508, price is now £845 per person
£845
per person
13 Jun - 20 Jun
found 24 hours ago
Return flight included
London (LON) to Orlando (MCO)
8.4/10 Very Good! (6,071 reviews)
Absolutely LOVE staying here!

Reviewed on 11 Apr 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was £1,466, price is now £945 per person
£945
per person
23 Jun - 30 Jun
found 15 hours ago
Return direct flight included
Manchester (MAN) to Orlando (MCO)
9.2/10 Wonderful! (1,336 reviews)
I love that hotel I will be staying there again. Very convenient and close to everything

Reviewed on 5 Apr 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was £1,352, price is now £887 per person
£887
per person
21 May - 28 May
found 1 day ago
Return direct flight included
London (LGW) to Orlando (MCO)
7.8/10 Good! (413 reviews)
The AC did lots of noise, did not work as good. The pillows were so thick and uncomfortable . The Swiming pool and jacuzzi were great ! Breakfast was good! Enough quantity for lots of people. The service offer for transportation to the universal parks was NOT good , it arrived very late!!! I ended calling an uber after waiting for 30 minutes.

Reviewed on 11 Apr 2026

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

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

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

The Villages FL
10/10 Exceptional! (60 reviews)
Home was clean, everything was perfect!

Reviewed on 12 Mar 2026

Get rates
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
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 £108 per night from 26 Apr to 27 Apr
£108
26 Apr - 27 Apr
includes taxes & fees
9.8/10 Exceptional! (1,154 reviews)
Expected windows to at least open with the pool view. Loved the dimmers on the light switches. Made great night lights.

Reviewed on 9 Apr 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is £92 per night from 3 May to 4 May
£92
3 May - 4 May
includes taxes & fees
9.2/10 Wonderful! (1,367 reviews)
The room was clean, Staff was helpful did not use any of amenities or bar

Reviewed on 11 Apr 2026

The Waterfront Inn
See all 2,291 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Winifred travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Winifred from just £751. And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
If I'm not able to travel, can I cancel my Winifred travel package?
Don't worry if you're rethinking your Winifred travel package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We know life can throw the occasional spanner in the works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Winifred?
Crafting your own Winifred travel package with Expedia is a simple way to save. We offer access to over 550 partner airlines and 1,000,000 hotels throughout the world. With such a huge range to pick from, you'll have no hassles pulling together your perfect getaway.
Does Expedia offer Book Now, Pay Later Winifred holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply click on the payment plan that suits best during checkout and take away the stress of budgeting for your next trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient monthly instalment plans. If making bite-sized repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip in multiple transactions.
  • Low deposit holidays: When you see an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Winifred?
Stay where the action is. Many people favor hotels within easy reach of popular sights, such as The Villages Market Square, Cane Garden Country Club and Glenview Champions Country Club.
What are the top hotels in Winifred?
Reserve a room at The Waterfront Inn. It's one of the area's most popular properties. Another well-known option in Winifred is Hampton Inn & Suites Lady Lake/The Villages.
How far in advance should I book my Winifred holiday?
Browse Expedia to compare international flights ASAP. You can generally purchase a seat up to 12 months in advance. If you don't see your preferred air carrier, or you have to book last minute, don't stress. Cheap fares to Winifred sometimes occur just weeks before departure.
What does an Expedia Winifred travel package include?
It's up to you! You can select from a variety of Winifred bundles, such as a flight, hotel and rental car. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your dream Winifred holiday looks like, you're sure to save!
What should I know before booking a Winifred travel package?
A travel package can be tailored to your budget and is a terrific way to stretch your hard-earned dollars. What you include is your call. Rental cars, hotels and flights — come up with a combination that suits your plans.
Can I choose my airline with a Winifred Expedia travel package?
Yes — that's one of the best things about an Expedia package. You can pick and choose your flights, hotels and more. We have more than 550 airline partners around the world, so you have options galore when putting together your Winifred escape.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

£41
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. Flight-inclusive packages are ATOL protected.