Winfield Vacations from $487
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The Latest Winfield vacation packages
Price found within the past 48 hours. Click for updated prices.
Laurel Point Resort
Chalet Village
$487
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Knoxville (TYS)
9/10 Wonderful! (345 reviews)
Everything was wonderful, Clean Rooms, Clean Property, Etc. Two little things, I was approached about a timeshare before I could get my parking pass(which I detest}, I am trying to relax and the cigarette Smoke coming from the apartments below mine were unbearable, I literally could not enjoy the beautiful view.
Reviewed on Sep 14, 2026
River Terrace Resort & Convention Center
Downtown Gatlinburg
$631
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Knoxville (TYS)
7.8/10 Good! (1,007 reviews)
Clean room, out dated property. Pool was closed in the beginning of September. Very nice front desk employees
Reviewed on Sep 14, 2026
The Lodge at Camp Margaritaville
$633
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Knoxville (TYS)
9.4/10 Exceptional! (1,006 reviews)
Awesome place to stay i would recommend it to everyone i definitely will be back there again the future!!
Reviewed on Sep 14, 2026
Winfield Hotel Deals
Cumberland Falls State Resort Park
7351 Hwy. 90 Williamsburg KY
$126 nightly
$139 total
Sep 16 - Sep 17
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
"Great scenery close to the main attraction."
Reviewed on Sep 13, 2026
Days Inn by Wyndham Jellico - Tennessee State Line
1417 5th Street Jellico TN
Fully refundableReserve now, pay when you stay
$59 nightly
$67 total
Sep 20 - Sep 21
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
"Need pool open"
Reviewed on Sep 11, 2026
Holiday Inn Express Williamsburg by IHG
56 West Highway 92 Williamsburg KY
Fully refundable
$114 nightly
$127 total
Oct 5 - Oct 6
Total with taxes and fees
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 $487 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.
