Winfield Vacation Packages

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Top Winfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Ramsey Hotel and Convention Center Pigeon Forge

The Ramsey Hotel and Convention Center Pigeon Forge

3 out of 5
Downtown Pigeon Forge
Price was CA $1,081, price is now CA $925 per person
CA $925
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Knoxville (TYS)
8.4/10 Very good! (1,550 reviews)
The staff were amazing as I locked my key in my room twice, the pool being 24 hours was a treat after busy days. The breakfast was good and was great that we could start the day without everyone having to wonder where we are going.

Reviewed on Jul 14, 2026

Holiday Inn Club Vacations Smoky Mountain Resort by IHG

Holiday Inn Club Vacations Smoky Mountain Resort by IHG

3 out of 5
Price was CA $1,680, price is now CA $1,330 per person
CA $1,330
per person
Aug 31 - Sep 5
found 20 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Knoxville (TYS)
9/10 Wonderful! (495 reviews)
Great service, staff was welcoming and friendly! Rooms were very clean and beds were comfortable. Great location everything was within walking distance.

Reviewed on Jun 10, 2026

The Oliver Hotel

The Oliver Hotel

3.5 out of 5
Downtown Knoxville
Price was CA $1,533, price is now CA $1,279 per person
CA $1,279
per person
Aug 25 - Aug 31
found 20 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Knoxville (TYS)
9.8/10 Exceptional! (817 reviews)

Club Wyndham Smoky Mountains

Club Wyndham Smoky Mountains

3 out of 5
Governor’s Crossing
Price was CA $1,806, price is now CA $1,524 per person
CA $1,524
per person
Aug 28 - Sep 4
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Knoxville (TYS)
8.8/10 Excellent! (647 reviews)
levetta was great at check in

Reviewed on Jun 27, 2026

Creekstone Inn

Creekstone Inn

2 out of 5
Price was CA $1,401, price is now CA $1,213 per person
CA $1,213
per person
Sep 1 - Sep 7
found 20 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Knoxville (TYS)
9/10 Wonderful! (3,034 reviews)
The room was clean and nice. Loved having some separation between the beds. The view was exceptional!! Loved sitting on the patio and watching and listening to the creek!

Reviewed on Jul 15, 2026

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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
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Jul 22 to Jul 23
CA $177
CA $195 total
Jul 22 - Jul 23
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Comfortable and close to falls and pool"

Reviewed on Jul 15, 2026

Cumberland Falls State Resort Park
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
The price is CA $86 per night from Jul 27 to Jul 28
CA $86
CA $98 total
Jul 27 - Jul 28
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"The property was clean and reasonably maintained. However the room was supplied with 3 bath mats and a face cloth, no hand or bath towels !! This needs to be addressed. This is the second time staying at this location and didn't have bath towels the first time either!!!"

Reviewed on Jul 13, 2026

Days Inn by Wyndham Jellico - Tennessee State Line
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
The price is CA $135 per night from Aug 10 to Aug 11
CA $135
CA $150 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Only issue was one of the shower doors would not move. Otherwise, great room."

Reviewed on Jul 15, 2026

Holiday Inn Express Williamsburg by IHG
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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.
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Frequently asked questions

How much does a Winfield vacation package cost?
You can pick up a vacation package to this top destination from CA $925 on Expedia. But how much your vacation to Winfield costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Winfield?
Plan your trip for the off-season and you're likely to find cheap Winfield vacation packages. Bear in mind that school vacation periods and local festivals and events can have an impact on prices, so do a little research before booking.
How many days is enough for Winfield?
With a well-organized travel plan, you can easily visit the main Winfield sights in a few days. But if you want to discover hidden gems or take day trips, consider booking your Winfield vacation for longer.
How to find the best Winfield package deals?
Bagging a cheap Winfield package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Winfield package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling 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 enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Winfield vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Winfield?
If you have your Winfield vacation dates finalized, book as early as you can to score some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Winfield?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Winfield.
  2. Plan your budget wisely: As well as the cost of your accommodations, you should consider other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Winfield.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Winfield. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Winfield vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.