Winifred Holidays

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Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
7 Sept - 14 Sept
found 21 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8.2/10 Very Good! (5,121 reviews)
Great staff and breakfast

Reviewed on 14 Jul, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
7 Sept - 14 Sept
found 21 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8/10 Very Good! (1,277 reviews)
The outlooks of the property is good however the facilities are too old. No room cleaning services makes me so upsets.

Reviewed on 14 Jul, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
7 Sept - 14 Sept
found 22 hours ago
Return flight included
New York (JFK) to Orlando (MCO)
8.2/10 Very Good! (5,060 reviews)
The property was good and nice but the water park in some areas were way too expensive

Reviewed on 15 Jul, 2025

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
per person
7 Sept - 14 Sept
found 22 hours ago
Return flight included
New York (JFK) to Orlando (MCO)
8.8/10 Excellent! (2,970 reviews)
The staff was very accommodating and everything was very clean

Reviewed on 14 Jul, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
per person
7 Sept - 14 Sept
found 22 hours ago
Return flight included
New York (JFK) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
The food was amazing.

Reviewed on 15 Jul, 2025

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

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
9/10 Wonderful! (1,177 reviews)
"Our stay was just overnight but The Villages area is very nice. The Inn was very nice as well. Very quiet area where you felt safe taking a walk to go eat. Parking was super easy and plentiful. The A/C unit is top notch. I deducted 1* due to bed being a little to firm for me."

Reviewed on 12 Jul, 2025

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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
9.6/10 Exceptional! (1,011 reviews)
"We didn't expect such a beautiful Hotel in such a remote place. Well taken care, charming, enjoyable, staff was polite and attentive, beautiful pool with Cabanas, clean and fresh all around. High end furniture in room and throughout.."

Reviewed on 11 Jul, 2025

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Brownwood Hotel & Spa
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 refundable
The price is S$114 per night from 20 Jul to 21 Jul
S$114
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Staff was great and the property was wonderful."

Reviewed on 11 Jul, 2025

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 2,038 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 S$347. 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

4/5(1 review)

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

Glenview Champions Country Club

Enjoy a round of golf in The Villages at Glenview Champions Country Club. While in this family-friendly area, you can savour the top-notch restaurants.

Glenview Champions Country Club

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

S$70
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
Gypsy Gold Horse Farm Walking Tour

Gypsy Gold Horse Farm Walking Tour

S$38
per adult
Gypsy Gold Horse Farm Walking 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.