Winfield Vacations from $349

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The Latest Winfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park

4 out of 5
Save 100% on your flight
Price was $593, price is now $349 per person
$349
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Knoxville (TYS)
8.4/10 Very Good! (1,116 reviews)
Best Location, new units, Indoor water park

Reviewed on Nov 5, 2025

River Terrace Resort & Convention Center

River Terrace Resort & Convention Center

3.5 out of 5
Downtown Gatlinburg
Price was $1,595, price is now $653 per person
$653
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
7.8/10 Good! (1,020 reviews)
The staff was very friendly and the room was clean.

Reviewed on Nov 9, 2025

Noir Manor 3BR House

Noir Manor 3BR House

4.5 out of 5
Price was $1,625, price is now $911 per person
$911
per person
Jan 26 - Jan 30
found 16 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Knoxville (TYS)
No reviews
Pappy's Peak 2 Bedroom Cabin by RedAwning

Pappy's Peak 2 Bedroom Cabin by RedAwning

4 out of 5
Price was $1,664, price is now $946 per person
$946
per person
Jan 26 - Jan 30
found 16 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Knoxville (TYS)
No reviews
Smith Creek Resort

Smith Creek Resort

5 out of 5
Save 100% on your flight
Price was $11,015, price is now $6,526 per person
$6,526
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
10/10 Exceptional! (1 review)
Unbelievable place!!! We thoroughly enjoyed our stay here. Top of the line everything. Highend, exclusive and overall just perfect. You can’t go wrong staying at this AMAZING RESORT!!!!

Reviewed on Oct 8, 2025

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Winfield Hotel Deals

Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

3.5 out of 5
7351 Hwy. 90, Williamsburg, KY
8.2/10 Very Good! (1,000 reviews)
It's a beautiful Waterfall, the cabins are well prepared and dog friendly.

Reviewed on Nov 3, 2025

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Cumberland Falls State Resort Park
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92, Williamsburg, KY
Fully refundable
$118 nightly
The price is $131 total per night from Dec 11 to Dec 12
$131 total
Dec 11 - Dec 12
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Nice comfortable and clean.

Reviewed on Nov 6, 2025

Holiday Inn Express Williamsburg by IHG
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 out of 5
30 W Highway 92, Williamsburg, KY
5.6/10 (756 reviews)
Great

Reviewed on Oct 25, 2025

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Super 8 by Wyndham Williamsburg
See all 523 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
U.S dollars
Population
950

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Frequently asked questions

How much does a Winfield vacation package cost?
You can snap up a vacation package to this top destination from $349 on Expedia. But how much your vacation to Winfield costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Winfield?
You can generally find reduced prices and greater availability in January, October and December. Check out our cheap Winfield vacation packages and you could score some great off-season deals.
How many days is enough for Winfield?
Typically, a handful of days is enough to tick off the major sights during your Winfield vacation. But if you want to have some time to unwind or take day trips, consider extending your itinerary.
How to find the best Winfield package deals?
Use Expedia's filters to help you find some terrific Winfield package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Winfield package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Winfield vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can customize your Winfield trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Winfield?
If you've got your Winfield vacation dates finalized, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Winfield vacation packages?
If you're like us, you love traveling the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Winfield break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap 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.