Winfield Vacations from $354

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The Latest Winfield vacation packages

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

Westgate Flamingo Bay Resort

4 out of 5
Spring Valley
Save 100% on your flight
Price was $723, price is now $354 per person
$354
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
8.8/10 Excellent! (1,003 reviews)
It was a great stay, hours are flexible you can stay in the pool until 11:00pm, my kids had fun, and the villas are comfortable, spacious and equipped with everything, it’s my third time here, we will com back

Reviewed on Jun 21, 2026

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $4,569, price is now $1,912 per person
$1,912
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
5.8/10 (324 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $4,059, price is now $1,847 per person
$1,847
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Save 100% on your flight
Price was $1,098, price is now $529 per person
$529
per person
Jul 27 - Jul 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
2/10 (2 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $12,055, price is now $6,002 per person
$6,002
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Miami (MIA)
8/10 Very Good! (1 review)
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Winfield Hotel Deals

Village Creek Country Inn

Village Creek Country Inn

2.5 out of 5
15 Village Drive Westerose AB
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Jun 28 to Jun 29
$97 total
Jun 28 - Jun 29
Total with taxes and fees
9.6/10 Exceptional! (354 reviews)
"staffers friendly and helpful. Spa was comfortable, staff friendly. Boutiques and cafes around the Inn were fun and staff in them were friendly."

Reviewed on Jun 24, 2026

Village Creek Country Inn
Pine Haven: Cozy Lakefront Escape with Private Beach & Hot Tub

Pine Haven: Cozy Lakefront Escape with Private Beach & Hot Tub

Westerose AB
10/10 Exceptional! (4 reviews)
"Beautiful, peaceful place to relax and revive."

Reviewed on Jun 25, 2026

Get rates
Pine Haven: Cozy Lakefront Escape with Private Beach & Hot Tub
Lake front cabin w/hot tub & firepit, close to The Village at Pigeon Lake.

Lake front cabin w/hot tub & firepit, close to The Village at Pigeon Lake.

Mulhurst AB
9.6/10 Exceptional! (63 reviews)
"House was great. Beds were great and well outfitted, cozy and comfortable. Bathrooms were clean and well stocked with towels and shower essentials. Lots of dishes, could have been more dish towels. Outside area was also good, but could have been cleaner and more prepared for us. There is no firewood, ..."

Reviewed on Jun 11, 2026

Get rates
Lake front cabin w/hot tub & firepit, close to The Village at Pigeon Lake.
See all 39 properties in Winfield
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.

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 $354 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.