Winifred Vacations from $268

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Your Winifred Vacation

Your next escape is just around the corner with a vacation package to Winifred. Entertainment, relaxation and nonstop great times — you're bound to find it in this neighborhood. Not sure what to see and do during your trip to Winifred? Nearby attractions such as The Villages Market Square, Cane Garden Country Club and Glenview Champions Country Club are great places to start. Expedia can help you turn your dream Winifred vacation into reality, no matter your travel plans or budget.

The Latest Winifred Vacation Packages

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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $554, price is now $268 per person
$268
per person
Oct 17 - Oct 22
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,003 reviews)
My family and I enjoyed our stay. Spacious, clean and conveniently located accommodations.

Reviewed on Aug 29, 2025

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 $621, price is now $323 per person
$323
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,275 reviews)
Overall I was excited to stay again at this resort for a second time but will probably not return after we had a “insect issue” that was resolved but didn’t get much credit for… I paid a nice amount of money to stay there so I was a bit disappointed they didn’t extend some type of credit or reimbursement.

Reviewed on Sep 3, 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
Price was $638, price is now $343 per person
$343
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
There was a very shady old looking red car parked outside our windows with loud music playing late into the night our last two nights

Reviewed on Aug 19, 2025

Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
Save 100% on your flight
Price was $587, price is now $319 per person
$319
per person
Nov 28 - Dec 2
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,437 reviews)
Parking a little tight but overall was a great first time experience

Reviewed on Sep 3, 2025

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 $626, price is now $342 per person
$342
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,008 reviews)
Being able to text the front desk for my needs was very helpful! Staff was friendly and the Universal shuttles were convenient.

Reviewed on Aug 30, 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
4.5/5(30 area reviews)

Though Lake Sumter Landing might not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Spanish Springs Town Square.

Find hotels in Lake Sumter Landing

Winifred Hotel Deals

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

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

The Villages
$266 nightly
The price is $282 total per night from Sep 5 to Sep 6
$282 total
Sep 5 - Sep 6
Total with taxes and fees
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Sunny Home w/ Golf Cart in The Villages!

Sunny Home w/ Golf Cart in The Villages!

3 out of 5
The Villages
Get rates
Sunny Home w/ Golf Cart in The Villages!
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
$113 nightly
The price is $121 total per night from Sep 9 to Sep 10
$121 total
Sep 9 - Sep 10
Total with taxes and fees
The Waterfront Inn
See all 2,075 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Winifred

The Villages Market Square

You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Nancy Lopez Legacy Golf & Country Club

Enjoy a round of golf in The Villages at Nancy Lopez Legacy Golf & Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Nancy Lopez Legacy Golf & Country Club

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 savor the top-notch restaurants.

Glenview Champions Country Club

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

$55
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.