Winfield Vacations from $655

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The Latest Winfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Sunrise Ridge Resort

Sunrise Ridge Resort

3 out of 5
Save 100% on your flight
Price was $1,011, price is now $655 per person
$655
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
9/10 Wonderful! (1,004 reviews)
Laundry was very convenient in room

Reviewed on Apr 21, 2026

Smith Creek Reserve Luxury Cabins

Smith Creek Reserve Luxury Cabins

5 out of 5
Save 100% on your flight
Price was $4,868, price is now $2,828 per person
$2,828
per person
Jun 24 - Jun 28
found 11 hours ago
Roundtrip flight included
Chicago (CHI) to Knoxville (TYS)
10/10 Exceptional! (1 review)
Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park

4 out of 5
Save 100% on your flight
Price was $1,275, price is now $783 per person
$783
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
8.4/10 Very Good! (1,212 reviews)
Great report. The views are fantastic, the staff is amazing. The amenities are really nice. The drive up the mountain is kind of a pain but so worth it.

Reviewed on May 9, 2026

Creekstone Inn

Creekstone Inn

2 out of 5
Save 100% on your flight
Price was $1,083, price is now $686 per person
$686
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
9/10 Wonderful! (2,951 reviews)
Great location. All patios overlook the creek, which is very peaceful. Lots of wildlife during our visit, which added to it. Extremely clean and spacious room.

Reviewed on May 12, 2026

The Lodge at Camp Margaritaville

The Lodge at Camp Margaritaville

3 out of 5
Save 100% on your flight
Price was $1,558, price is now $1,036 per person
$1,036
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
9.6/10 Exceptional! (967 reviews)
Place was excellent and exceeded my expectations in every way

Reviewed on May 10, 2026

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Winfield Hotel Deals

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street Jellico TN
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $69 total per night from May 13 to May 14
$69 total
May 13 - May 14
Total with taxes and fees
7.2/10 Good! (1,009 reviews)
The first towel we picked up had a big brown spot on it. The beds were very comfortable; however, if you moved, the stand made noises.

Reviewed on May 11, 2026

Days Inn by Wyndham Jellico - Tennessee State Line
Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

3.5 out of 5
7351 Hwy. 90 Williamsburg KY
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $165 total per night from May 13 to May 14
$165 total
May 13 - May 14
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
The corners of the bathroom grout were not the best. Lots a nice towels. Small tv. Great internet. Nice little refrigerator with small freezer for our freezer blocks. Good coffee in the room. Be ready for stairs to the cabin. We stopped at a Kroger about 20 minutes away and brought in a rotisserie ...

Reviewed on May 6, 2026

Cumberland Falls State Resort Park
Comfort Inn at Royal Blue

Comfort Inn at Royal Blue

2.5 out of 5
335 Howard Baker Hwy Pioneer TN
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $123 total per night from May 19 to May 20
$123 total
May 19 - May 20
Total with taxes and fees
8.6/10 Excellent! (190 reviews)
Breakfast was good. Very clean and near the main road.

Reviewed on May 11, 2026

Comfort Inn at Royal Blue
See all 538 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 $655 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.