Winifred Holidays

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

Seasons Florida Resort

2 out of 5
Price was €992, price is now €704 per person
€704
per person
1 Apr - 8 Apr
just found
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
Clean rooms. Excellent staff.

Reviewed on 2 Mar 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was €2,016, price is now €1,420 per person
€1,420
per person
2 May - 9 May
found 24 hours ago
Return direct flight included
Athens (ATH) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
Very Clean rooms and modernized

Reviewed on 25 Feb 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was €1,377, price is now €1,007 per person
€1,007
per person
2 May - 9 May
found 16 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Room was clean. Nice lobby. Pool area could use a bit of a clean up.

Reviewed on 28 Feb 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 €1,635, price is now €1,214 per person
€1,214
per person
2 May - 9 May
found 19 hours ago
Return direct flight included
Athens (ATH) to Orlando (MCO)
7.8/10 Good! (374 reviews)
Floor was FILTHY. and shower leak all over the bathroom floor.

Reviewed on 26 Feb 2026

Vista Cay Resort by Millenium at Universal Blvd

Vista Cay Resort by Millenium at Universal Blvd

3.5 out of 5
Price was €1,298, price is now €975 per person
€975
per person
2 May - 9 May
found 16 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.6/10 Excellent! (1,568 reviews)
Place was immaculate and staff were great. Environment was overall peaceful and gave a relaxing experience overall. Look forward to going back.

Reviewed on 26 Feb 2026

Where to stay in Winifred

Find the best Winifred areas and neighborhoods for the activities you enjoy most. Learn more about Winifred
The Villages, 120K active adults... and their toys! 😬

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

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
9.2/10 Wonderful! (1,338 reviews)
Clean room very friendly and attentive staff check in was a breeze

Reviewed on 1 Mar 2026

Get rates
The Waterfront Inn
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
The price is €87 per night from 4 Mar to 5 Mar
€87
4 Mar - 5 Mar
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
The staff was very friendly and helpful

Reviewed on 2 Mar 2026

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

3.5 out of 5
928 East State Road 44 Wildwood FL
Fully refundableReserve now, pay when you stay
The price is €94 per night from 15 Mar to 16 Mar
€94
15 Mar - 16 Mar
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
Both check in and check out service desk employees were quite rude. Our door keys were also deactivated after our first night so housekeeping had to let us into our room to retrieve our belongings. The room and breakfast were nice.

Reviewed on 1 Mar 2026

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 2,282 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 €704. 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.

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

€46
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.