Winfield Vacations from $779

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The Latest Winfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,801, price is now $779 per person
$779
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Outstanding in every wat

Reviewed on Dec 15, 2025

Creekside Inn

Creekside Inn

2.5 out of 5
Price was $2,063, price is now $868 per person
$868
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
There was a used bar of soap left in the shower, and the coffee pods were left in the bathroom. It looked very quickly cleaned and thrown together.

Reviewed on Dec 20, 2025

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Price was $1,916, price is now $827 per person
$827
per person
Feb 20 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Los Angeles (LAX)
9.2/10 Wonderful! (80 reviews)
This apartment was perfect for what we needed. It is central to many parts so you could walk if you wanted. We did rent a car so it was great that free parking for 2 spots was available. It was clean and had everything we needed for our short stay. I'd likely come and stay again when I am back in the area

Reviewed on Nov 10, 2025

Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was $2,111, price is now $916 per person
$916
per person
Feb 2 - Feb 9
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (186 reviews)
Big like an apartment !

Reviewed on Dec 20, 2025

Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was $1,872, price is now $852 per person
$852
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (394 reviews)
Excellent restaurant, food, bar tender, and service.

Reviewed on Dec 17, 2025

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Find the Best Winfield Vacation Packages

Winfield Essential Information

Language
English
Currency
Canadian dollars
Max Temp Winter
19ºF
Max Temp Summer
70ºF

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Frequently asked questions

How much does a Winfield vacation package cost?
Offering excellent value package deals from $779 on Expedia, you'll be pleasantly surprised at how much a vacation to Winfield costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Winfield?
If you'd like to snag a cheap Winfield vacation package, consider planning a trip in November, December and January. You'll typically find better rates on flights and accommodations during these months — ideal for a budget-friendly getaway.
How many days is enough for Winfield?
With a well-organized itinerary, you can easily hit the most popular Winfield attractions in a handful of days. But if you prefer to explore off the beaten track or take day trips, consider booking your Winfield vacation for longer.
How to find the best Winfield package deals?
Landing a cheap Winfield package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Winfield package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Winfield vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Winfield vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Winfield?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Winfield trip.
Does Expedia offer Book Now, Pay Later Winfield vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Winfield vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.